The Masseuse (Ch. 8-13: Complications) (Patreon)

CHAPTER 8

On Wednesday, my phone pinged -- a text from an unknown number.

Hey, it's Claire. I pulled your number from our customer records; sorry, an invasion of privacy, I know. If you really don't want to talk to me, you can just block my number, I'll get it. But...I can't stop thinking about what happened last Friday.

Block her? Well, THAT idea was ridiculous. I replied right away: me either, you were amazing.

Claire: would you...ever want to do something like that again? It was just so...I don't know, hot. So big, but you couldn't control yourself...

I was turned on just reading that, but tried to play it cool. I'm definitely down. Just say when.

Claire: I'm out of town for the next few days, but when I come back...maybe we can hang out...not at the massage parlor? You know, somewhere where Olivia isn't gonna walk back in on us any moment? ;)

That did sound good. You're on. How about Saturday?

Claire: Yes, PLEASE. Text you when I'm back in town.

I sent a thumbs up emoji, and then realized that, just maybe, I had a problem. Claire didn't know about what Olivia and I had been doing, did she? How would she react when she found out? Should I even tell her?

And Olivia wanted me to tell her about what Claire and I had done at the end of the session...I mean, she had set it up, but it was a little weird to think about telling her all about it if I was starting to hang out with Claire outside of the massage parlor...

Fuck.

Friday rolled around. This time, I wasn't looking forward to things as much. I had no idea how I was going to navigate this. I took a deep breath, planning to play it by ear.

Claire wasn't at the front desk when I came in; Natasha was sitting there. Right; Claire was out of town. She eyed me, an idle smile on her face.

"Hello, Rick. Olivia tells me you're still not able to tolerate a full session with her." Her voice had a bit of tease in it.

"I...uh, yeah, I guess, but I think she's helping me make some progress..." The words came out lamely, as I looked her over. The owner of the massage parlor was a bit older -- maybe her late 30s or early 40s -- and gorgeous. Tall, blonde hair, green eyes, and...well, stacked. There wasn't another word for it. She was wearing a teal dress that was absolutely wrapped around her body, and it showed off a cleavage that rivalled Claire's.

"Mmm. I have been looking at our logs of your session times; it seems like slow progress, and a bit uneven. Concerning, even. Did you really have a session that lasted...less than ten minutes?" She leaned forward.

It was a struggle to maintain eye contact. "Y-yeah, but that was a couple of weeks ago..."

"Well..." Natasha sounded serious. "If today's session doesn't last for more than...let's say twenty minutes, I'm afraid I'm going to have to insist that I personally evaluate your response to massage in a session. It'll be free, of course, but it's a liability issue for us at this point."

"What? I wouldn't sue or anything..."

"I know, Rick, you seem like a nice guy." She reached out across the reception desk and touched my hand. Her touch was simultaneously electric and steadying -- warm, soft, inviting, assured, enticing -- and it was all too easy to start thinking about what getting a massage from her would be like.

She continued. "I don't think you'd do anything litigious, of course. But I'm a business owner and I've got to ensure we're not inadvertently and unnecessarily risking injury to a client. I'm sure you understand." Her tone didn't brook any further discussion. I relented. "Uh, okay..."

"Good." The tease was back in her smile. "And now I know you'll do your best to make today's session at least 20 minutes, to show me that you are indeed making progress." I blushed. I would try...but I always tried.

Olivia came walking down the hallway a moment later. "Hey, Rick, I'm ready if you are."

I stopped in my tracks. Wow. She was wearing...well, it featured an unusually significant proportion of black shiny material. Tight faux-leather pants that clung to the curves of her legs and ass; she'd probably have to cut them off to get out of them, I thought. And a black halter top -- maybe latex? -- that both showed off her taut abs, and pushed her tanned breasts together invitingly. She had more makeup on than usual, too, darker around her eyes, and a dark red lipstick. Her hair was done up, a long braid down her back and a few wisps artfully framing her face.

She looked like she was heading straight to either a BDSM shoot, or maybe a very kinky nightclub, after my massage.

"Olivia, you look..." I trailed off.

Natasha grinned. "...She looks great, yeah? She did some modeling work earlier this afternoon for another of my businesses. I told you that you look ravishing, dear. Anyway, I'll leave you in her skilled hands." Natasha waved us away. "Remember, twenty minutes Rick, or I'm going to make you book an evaluation with me."

Olivia gave me an amused look, and just said, "Right this way." I watched her ass flex in front of me as I followed her down the hall and into the massage room.

As she closed the door, she said, "Oooh, twenty minutes or you have to see Natasha...you're in trouble."

"..Am...am I?" I was still trying to recover my equilibrium, which had been absolutely demolished by her outfit. Fuck, she looked hot. Weeks of seeing her in athletic wear or jeans had not prepared me for...this. I was just openly staring at her as she moved about the room.

She looked amused. "Yeah, you're in trouble. Rick, Natasha's other businesses include a line of very innovative sex toys, a few physical therapy/massage devices that are so sex-toy-adjacent that most athletic supply stores refuse to sell them, and an amateur porn website. I don't know what a massage evaluation from her entails, but I don't think it's going to be one of those massages with incense and a chime they periodically ring so you can attune to the sound of the universe."

But I had only one question. "So, um...which one of those businesses were you doing the modeling for?" My face was burning as I asked the question.

She burst into laughter. "Which do you want it to be?" But then, relenting, she said, "I've done some ads for her sex toy business and her PT/massage stuff. Everything is PG-13 rated, just looking hot and holding the products." She smirked. "Sorry to disappoint. If I ever end up on her porn site I'll let you know, though; I'm sure I'd get a percentage of the business, and judging by the look on your face, you'd be a repeat customer."

I blushed. She had that right.

"Now..." she said the word softly as she walked towards me. I stared at her swaying hips, the deep cleavage in the halter top, her smoky eyes...I was hard. Already.

She stopped right in front of me, several inches from my face. "You owe me, Rick." She ran her tongue along her lips.

Now I couldn't look anywhere besides her mouth. "I-I do?" My brain didn't seem to be working.

"You do." She tapped me on the chest with one fingernail. "I set things up so that you'd get some quality time with Claire. I could tell when I came back in, that things had gotten very interesting...for both of you. I want to know what happened."

"Olivia, I...I don't know, it feels like that's kind of...private...to share about Claire that way..."

Olivia considered this for a moment. "But I wanted you to tell me another story. The last one was so fun...and I'm used to getting what I want, Rick..." her tone was bratty.

I was listening to her, but I couldn't stop staring. My gaze went from her lips, to her cleavage...the whole outfit just...suited her. "I, uh..." I stammered.

Olivia's eyes sparkled. "Although...you seem distracted...maybe we should just talk about my outfit...what do you like about it?"

"It's..." I trailed off. "You're so fucking hot." My mouth was dry.

"Rick..." she whispered, her full red lips next to my ear. "Do you like the way my ass looks in these pants?"

My cock was leaking now. I was sure I must be tenting my pants. I nodded, wordlessly.

"Can you imagine what it'd be like if I peeled these pants off and rode you right now? Like I was riding that dildo the other week?"

"Y-yeah..." I could imagine it all too easily.

She reached down, caressing my bulge through my pants with one hand. "How fast do you think you'd cum?"

"I don't know, Olivia, I---" I moaned as she ran her hand along the thick length of my cock. I was probably visibly staining my pants with precum, I realized.

"Mmm, try to keep it together, Rick. We've been working on your stamina...I want an honest guess...Thirty seconds? A minute?" She was looking up, into my eyes, her hand still massaging my cock. If she kept doing this, I was going to cum.

"I...probably, um, less, Olivia," I admitted, embarrassed. "This outfit..." I moaned again as she kept stroking me.

"Less?...But, Rick...You could sometimes last that long for Emma, couldn't you?" She teased. "Don't you want to impress me, and last at least as long for me as you did for her?" She bit her lip.

Fuck. Her teasing was starting to be too much, and I could feel myself losing control. My pants weren't even off yet. "I would try, but, O-Olivia..."

"Mmm?" she practically purred the question. "I guess you did tell me about the time when she barely got your pants off before you blew a load...Oh...are you...worried you might have a little...accident for me?" Her red lips formed an O of mock surprise. She stopped fondling me.

I tried to calm myself down, to take advantage of the reprieve, but she was already getting on her knees, unbuckling my pants and pulling down my boxers.

"We should get these out of the way, then." She giggled as my thick length sprang free, almost slapping against her face. "Mmmm, you are excited." She ran a hand along me, and I twitched. The sight of her kneeling between my legs, long braid down her back, face inches from my thick cock -- was incredibly erotic. I tried to get a handle on the overwhelming arousal I was feeling.

"So I'd make you cum faster than Emma, you say..." she mused. "...But what about Claire?" she grinned, wickedly.

I felt a surge in my cock that was almost enough to make me lightheaded. "Olivia, I--...she--" I didn't even know what I was trying to say, but it didn't matter.

"I wasn't gone that long. She must've made you cum pretty quick...and I'm sure she used those big tits..." she pursed her lips together thoughtfully, and glanced down at her own cleavage, pushed together by the tight halter top.

"I bet it didn't take long at all...she's been dying to see it ever since that PT appointment. Your big cock made her realize that the guy she's been seeing isn't packing what she needs. She's been fantasizing about you ever since. I bet she just had to..." As she was talking, Olivia pumped some massage oil onto her hands and tits, rubbing it in. I was transfixed, watching.

"...get this big cock..."

She reached out, taking hold of me, and expertly pumped me a few times with her hands, lubricating my thick shaft with oil. I moaned -- I had been on the edge already when she'd been fondling me through my pants, and this was rapidly speeding me towards an orgasm.

"...between those tits of hers."

She pulled the bottom band of her top away from her chest slightly, and -- making eye contact with me -- in one fluid motion, she slid my thick length up underneath the band, sliding it into the tight cleavage formed by the halter top.

"Oh, fuck..." I moaned. I could feel the mounting orgasm looming. I knew this was going to take no time at all. She was staring down at my dick, trapped tightly between her tits and protruding out from the top of her cleavage. With one hand, she reached down and fondled my balls.

"Mmmm....how long did it take Claire to make you cum all over her tits, Rick? I bet not long, I saw how you were staring at them..." she looked up at me, making eye contact, and smirked. "...but you're going to cum even faster for mine. I can tell."

She slid her tits up my cock and back down the length once. I froze, right at the edge of the point of no return, trying to hold back. The sensation -- her cleavage, wrapped around me and held in place because of the halter top, slick with massage oil, her hands caressing my balls -- was overwhelming.

She giggled. "You know...I think one more pump will do it...it's going to make such a mess...and that's, like, really premature...even for you..."

"I mean, you aren't a two-pump chump for me, are you? You lasted at least a little longer for those other girls...and I've been trying to help you work on your stamina...You should, y'know, try to hold back for me..." her tone was bratty and laced with sarcasm.

I knew what was coming. I tried to prepare myself, to fight to keep control.

It was all the more humiliating that I knew it wasn't going to work.

She pumped her tits up and down a second time.

Moaning, I felt myself crest the point of no return. "Oh no...maybe you are a two-pump chump...you're going to cum, Rick..." Her mouth was slightly parted, and she was looking down at the thick head of my cock.

I completely lost control, exploding. Rope after rope sprayed across her chin, neck, face -- it was in her hair, over her chest. Everywhere.

I stared down at her, breathing hard.

She looked up at me, flushed, covered in cum, grinning.

"W-wow..." I managed to get out.

Claire's titfuck with me had been all urgent, wanton desire, her obsession with my size, and mine with her tits. Olivia's was...controlled. Deliberate. Practiced. And also...comparative. Olivia had made it about Claire, and Emma, and her. Was she...jealous? Just playing games?

Olivia gently extracted my cock from underneath her halter top before getting a towel and starting to clean herself off. I thought for a moment, watching her.

I don't know what gave me the balls to say what I said next. It was, admittedly, unusual for me to be able to form sentences at all after these sessions.

Maybe it was post-nut clarity. Maybe it was some newfound sense of confidence. Maybe it was just because I was seeing Claire on Saturday and felt like I had options, as well as something to lose.

But regardless, it was long overdue.

"Olivia...we have to talk."

---

CHAPTER 9

She immediately looked...maybe a little sad. Not an emotion I had ever seen on her before. "Do we?"

"Yeah. I mean..." I paused. She had held up a hand.

"If we talk about this, it might change things." There was a note of warning in her voice. "Maybe irreparably. I don't know what's on the other side of this conversation. And it might not be...this." She gestured expansively, encompassing the situation -- her outfit, my dick, the massage table. "I just want to say that up front."

I thought about it. She had a point. But I slowly nodded. "It's too much not to talk about."

She sighed, and glanced up at the clock. "Okay. We have plenty of time --" her lips quirked "-- y'know, since that massage didn't take very long. You start."

"Uh, right..." I hadn't really thought farther than we have to talk. "What...what is this? What are we? Like, this isn't a relationship...we're not dating...I'm paying for these massage sessions, but unless I'm mistaken, you're not a sex worker...what the fuck are we doing here? What kind of...communication and boundaries do I owe you? Claire asked me if I want to hang out on Saturday...I said yes, but I don't know how you feel about that...and she definitely doesn't know about what you and I are doing, unless you've told her..."

I realized I was rambling, and stopped talking, and just ran a hand through my hair instead.

She blinked rapidly, and then giggled. "Wow, you guys must have really had a great time last week to prompt this kind of internal crisis." And then her expression sobered. "Look, I don't have answers."

She took a deep breath. "I didn't plan this, Rick. It happened last month when I decided to tease a tightly-wound guy who was telling me about a breakup that was obviously because he came too quickly to get his ex-girlfriend off..." she eyed me up and down. "And that turned out to be fun. So I teased him some more. And then some more. And, well...here we are. You were the problem. You're just so...fun to play with."

She shrugged. "I like manipulating you, how quickly and easily you cum for me. I like how embarrassed you get. As long as that's true, I want to keep doing this if you do." She smiled. "I mean, you've got like, half the platinum package left. But if you want to stop, I...I get it."

Did I want to stop? Did I want this to be something else? Was that enough? I considered. Maybe it was enough...for now. "So..." I said cautiously, "You're...okay with me seeing Claire on Saturday?"

She grinned. "Rick. I'm not the jealous type. She seems super fun, and she's got an amazing rack. You should hang out with her...I just want to hear about it."

I nodded. "I...I probably have to tell her about us, though, Olivia."

Olivia laughed. "Hell, I'll tell her if you want."

I mulled that over. It actually might be good for it to come from Olivia..."Yeah, okay, you can tell her.."

She smirked. "Alright, I'll do it tonight so she knows before Saturday. Um, I got the sense that you might want to impress her...want me to go light on details, big guy? Or am I free to share anything I want?"

I reddened. "I-I mean..."

She giggled. "I'll try to be nice." And then she leaned over, and gently, almost casually, fondled my softening cock, while making direct eye contact with me. "I'm not the jealous type, Rick, but I am the competitive type, and I like good stories. I want you to tell me about what you do with Claire in our next session. It'll be hot."

I considered that. "Only if she's OK with it."

Olivia nodded. "Fair." She stood up. "I'll let you know after I've talked to her. Have fun tomorrow." She winked at me, and walked out.

I followed behind her a minute or two later. Natasha was still at the front desk, and pursed her lips. "It was seventeen minutes when Olivia left the room, Rick. Would you like to schedule the evaluation appointment now, or want to do it online?"

I sighed. Shit.

Later that night, my phone pinged a few times. It was a series of texts from Olivia.

Olivia: first of all, you're welcome.

The second message was a screenshot of a text conversation. It clearly wasn't the full conversation, just the tail end, but what was there was enough to make me both nervous and aroused.

Claire: lol. you have an absolutely filthy mind, you know that?

Olivia: I'm taking that as a compliment

Claire: I figured you would. Anyway I appreciate that you were up front about this. I'll talk to Rick tomorrow

Claire: and thanks for the suggestions, a lot to think about there

Olivia: [thumbs up emoji][eggplant emoji][sweat droplets emoji]

Another text from Olivia, and then a photo.

Olivia: I did most of the heavy lifting, big guy. I'm sure she'll tell you all about it. You just need to make sure she's okay with you telling me all about what you guys do together. I tried to make it easy for you, so try not to...blow it.

The photo must have been from the photo shoot, in the get-up she'd been wearing earlier today -- tight black pants, shiny halter top, makeup, hair, the works. She was staring -- lustfully, was the only word -- at what must've been one of Natasha's sex toys, some kind of black, strappy, mesh harness...and were those electrodes on it? I should really find the website for her products.

But fuck, Olivia looked good. It was great marketing. I was ready to buy one without even knowing what it was.

There were two more texts.

Olivia: Oh, Natasha mentioned you scheduled the massage evaluation for Thursday. I'd, uh, consider jerking off beforehand. Like I said, no idea what that's like, but knowing her it'll be intense and if you fail, I don't know what that'll mean. Either way, maybe another story for you to tell me next week.

Olivia: And...I'm glad we're gonna keep playing. I'd miss your quick-cumming dick.

It was going to be a busy few days. I stayed up later than I probably should've waiting to see if Claire texted me, but it was radio silence.

Saturday morning rolled around, and I woke up to a text from Claire.

Claire: hi. i'm back! still want to hang today? if so, when?

I tried to craft a reply that wasn't too desperate. yeah, let's hang! There's a bar around the corner from my place, or we could meet somewhere else if you like...

Claire: a bar sounds great. this afternoon? 3pm?

I texted her the address and a really looking forward to it.

---

I got to the bar 15 minutes early, getting us a small booth in the corner -- although it was quiet this early on a Saturday afternoon. My back was to the door, so I didn't realize she had arrived until her bubbly voice, right in my ear, asked "is this seat taken?"

I turned around to see her grinning at me. She was wearing a strappy red dress that plunged dangerously -- it seemed barely up to the job of containing her tits. It was impossible not to think of our time together last week. I tried not to stare and stood up to give her a hug instead. She hugged back, and I could feel her push her abdomen in against my soft -- for now -- cock. She giggled.

We both sat down, and continuing to try not to stare, I said, "So, uh, is this the dress you mentioned in that...um, story you were telling Olivia and I?"

She glanced down, and smiled up at me. "Oh, yeah, I guess it is. What do you think?" she bit her lip.

"Well, I can see why he uh...I mean...yeah, the story makes a lot of sense." Her tits looked incredible.

She smiled. "Thanks. He sent me a couple more texts last night. I think he misses me. Also, speaking of you and Olivia, I got some very interesting texts from her last night about you..." she trailed off, suggestively.

"Oh, yeah? What'd she say?" I waited, but, of course, the bartender chose that moment to come over and drop off some menus. While the bartender was doing that, I could feel Claire's foot under the table, tracing along the inside of my thigh.

After the bartender was a few steps away, Claire leaned forward and said "She mostly wanted to make sure I knew how much fun you were to play with."

I could see the deep valley of her cleavage. She licked her lips, and sounded a little breathless. "But I already knew that, Rick."

I was now hard. "You're...you're not mad? I felt a little...bad...that you didn't know, before we..." It was a struggle to talk, feeling her foot just barely brushing against the head of my cock, with her big tits on display.

"I mean, Rick, if we get more serious, we'd have to talk about it. But...like, I was dating somebody else until last week. I'm fine just seeing where things go for now. And I like Olivia. She's nice, and pretty. I can't say I'm surprised."

Nice wasn't the word I'd choose, exactly. At any rate, this was a relief.

She giggled, continuing, "I am curious, though. Would you say she's the kind of girl you usually go for?"

I felt suddenly like I was in very murky waters. "I, uh---"

Her foot was on my crotch, running along my shaft and brushing against my balls, teasing me through my jeans.

"I mean, she's like, really hot. Tan skin, dark hair, athletic body...she's got a great butt, I don't know if you noticed..." She said all of this a little breathlessly.

"Y-yeah..." I had, in fact, noticed.

"And she's, you know..." she bit her lip. "Really...dominant. Not like me...is that what you like?"

"C-claire, I..." I had no idea what I was supposed to say to that, and it was almost impossible to talk anyway. She was now stroking her foot rhythmically up and down my length under the table.

"I mean..." she mused, lowering her voice, "you seemed to like how I was last week...all flustered and obsessed with your big dick..."

I let out a little moan. "It...it was so hot, Claire..." I was starting to get worried that she'd want to make me cum right here in the bar. And that I would let her.

"Yeah? Because...I'm still obsessed, Rick...can we go back to your place? I need something right now...but it's not on the menu here." There was a pleading note in her voice.

I nodded, grateful for the reprieve. We left. The bartender gave us the stinkeye on the way out. I didn't care.

We were mostly silent on the short walk back to my place -- she kept glancing at the outline of my thick shaft in her pants, and I kept glancing down at her big tits.

But as soon as we were inside the front door of my apartment, she started talking again.

"You were so hard in the bar...was that because of me?" She came up behind me, and I could feel her wrap her arms around me, running her hand down my abdomen to feel for my thick cock in my pants. She was pushing her big tits up against my back.

I felt my cock surge. "Y-yeah..."

She moaned too. "Mmm, Rick, you're still hard...I have to give that big dick what it needs..."

Fuck. She moved around in front, kneeling in front of me and unbuckling my pants. She pulled both my pants and my boxers down, staring at my thick cock, and then looking up at me. "Fuck, it's even better than I remember. What do you want me to..."

And then she bit her lip, trailing off, staring openmouthed, as my cock visibly twitched, and precum beaded on the tip. The sight of her was just...incredibly sexy -- the way she kept looking at my cock, her tits framed perfectly in her dress...

What did I want her to do?

I picked her up and carried her to my bed. I wasn't that strong, but her petite frame made it easy. She made a small sound in the back of her throat as I tossed her down on my bed. I stood over her as she hiked her dress up past her waist, and pulled her panties off. She looked up at me, and spread her legs. "Fuck, you can do whatever you want you want to me..."

I paused. I was breathing hard. My cock was dripping precum. I wasn't on the edge, but...I glanced down between her thighs. She was a small woman; she was going to be tight. And...I imagined the feeling of being buried in her, cupping those big tits in my hands...If I wasn't on the edge yet, I was about to be.

It had always been a struggle for me to do anything more than hold still inside a woman, let alone thrust.

This had the potential to be embarrassing, I realized. I took a breath, trying to steady myself. What was I going to do, not fuck her? I hadn't had sex in weeks, not since breaking up with Emma, and between Olivia and, more recently, Claire, I was ready for it. And the way she was looking at my cock had me feeling...well. Dominant. It was a nice change.

Fuck it. I decided to lean into the sense of dominance, to play opposite her overwhelmed-and-helpless expression. "Yeah? You want this big dick?" I stepped closer to her and slid the head up and down against her. Fuck, it felt good.

She was wet -- and moaning. "Yes, yes...I need it. Give me that cock, I've been thinking about it all week..."

I slowly started working into her. She was wet, but -- like the rest of her frame -- she was small down there. It was going to take some doing. "Oh, fuck, Rick...so big..." she moaned.

I could feel the head of my thick cock stretching her open. She was incredibly tight and warm around me. But it was just the head -- I actually felt okay. Like I could handle this, stamina-wise.

"You're so tight..." I murmured, and began slowly working more of my thick shaft into her, a little at a time, gently, and then pumping it in and out to lubricate it.

"Yesss..." the word came out of her as a moan that turned into a hiss. She looked down, openmouthed, at the sight of a few inches of my thick cock working in and out of her.

And then I made a mistake. In my defense, I believe it was a mistake many men would've made in my situation. I reached out with my hands and grabbed her full tits, squeezing them through the front of her dress.

They felt fucking amazing -- full, soft, and way more than a handful, and she gasped when I grabbed them, clearly enjoying the sensation of my hands on her.

So I was fondling her tits and she was writhing as I was slowly working my thick cock into her -- she was tight, but wet, and loving it. It was incredibly hot -- too hot, in fact. I was suddenly right on the edge of a massive orgasm.

Whatever dominance I had been leaning into fled. Fuck. I tried to hold still for a moment.

Claire made eye contact with me, and moaned, "Give me the rest of that big dick, baby..."

I took a deep breath and worked in another inch. It didn't help me keep control, obviously. I was warring with a desire to give her what she wanted, and a desire to try to last at least a bit longer.

"Oh, god...I'm so full of your cock...and it's not even all the way in yet..." she was staring down at my thick cock, seemingly oblivious to my internal battle.

I felt like I had to say something. "Claire...I'm getting close..." I whispered it in her ear.

"Are you sure you don't want to keep going? Get that entire big dick in me and then work it in and out of me until I cum all over it?" She said the words breathlessly.

"I...I don't know if I can..." The words were so embarrassing to have to say.

She wiggled her hips, shifting herself down another inch on my shaft -- almost enough to make me cum immediately. Fuck, she was so tight. She bit her lip and moaned. "It...it won't take much to make me cum, Rick...I'm gonna be so easy for that big cock..."

If she kept talking like that, I knew it was going to make me cum. "O-okay...just give me a second..."

But something had shifted in her expression. She had a wanton look in her eye. "I-I can't wait, I have to have you in me, now..." the words came out as a needy moan.

She wrapped her legs around me, and using them, pulled herself the rest of the way down on my cock, letting out a slow, "Ooohhfuuuuck..." as she did it.

I could feel myself cresting into an incredible orgasm; I knew I should stop, try to hold back a bit longer so I could satisfy her. But I was frozen, incapable of doing anything beyond experiencing it. Her tight pussy sinking down over my full length. Her full tits in my hands. The sound of her enjoying taking my full length. It was all overwhelming.

She didn't seem to notice that I was frozen, though. Or care. Using her full body -- legs wrapped around me, hands on my shoulders -- she was slowly working herself up and down on my cock. "Fuck, yes, I need it..." and then she gasped, clearly feeling my cock pulsing and my body clenching as I sprayed inside her.

Beyond that, I'm not really sure what happened in the next few moments. It was one of the most intense orgasms of my life. I may have blacked out.

When I came to, she was looking up at me, a soft smile on her face. "Mmmm...fuck. That was hot...I should let you keep taking the lead, we could've stopped for a second...I just couldn't stop myself when you got that big dick most of the way in me...I had to have it..." as she spoke, she slowly slid herself off me, gasping.

I flushed, a little embarrassed. "I, uh, sorry...that you didn't get to...you know..."

She grinned. "Honestly, I've never felt someone filling me up like that. I'm just glad you could even get inside me. I'm a smaller lady and you are a bigger guy, y'know. It's good we're physically compatible. We can try again another time. You'll last long enough to get me there." She winked.

I felt pretty good about that. There was a little anxiety lurking in the back of my mind -- I had cum quick, like I usually did, and it seemed to me that we were a long ways off me lasting long enough to make her cum...this was the sort of thing Emma had said too, the first few times we'd done it...

But I smiled at her anyway, trying to enjoy the moment. "We should definitely try again soon."

We lay there a moment longer, enjoying the moment. I was sort of hoping we could try for a second round -- if she gave me another fifteen or twenty minutes I could -- but she sighed and said, "I do have dinner plans, Rick, so I should get going...I'd really like to do this again, though. Maybe next weekend?"

I agreed in a heartbeat.

---

CHAPTER 10

Of course, the moment Claire left, I realized I hadn't raised with her whether I could talk about what we'd done with Olivia. Shit.

I waited until later that day to text her about it. That was so hot earlier today...

She replied a few moments later.

Claire: yeah it was...

My phone pinged again: a selfie of her, out at dinner, dressed up. There were a few other girls in the background at her table. She had changed out of the red strappy dress she'd been wearing into a dark blue blouse -- it didn't show off quite as much cleavage, but she still looked hot. She was making an excited "O" with her mouth for the camera, and her eyes sparkled. Fuck.

Claire: I'm thinking about next time already. Oh, I meant to tell you, Olivia said she's caught you staring at my tits at the front desk like every time you come in, btw. You've gotta be more subtle ;)

I flushed, but decided to play up the dominant angle she seemed to like. I'm not really built for subtlety...

Claire: No you are not LOL. You're built for something else...blunt force trauma maybe. I'm at dinner so I can't think too much about it, or I'll get myself in trouble...

I realized that her mentioning Olivia gave me the opening I wanted. Speaking of Olivia...she wanted to know if I could tell her what happened earlier today, at our next appointment. Mind if I tell her about it?

Claire: ha, of course she did. She's something else. No, I don't mind. Make sure to tell her about how good I felt on that big dick...I got the sense she gets a little competitive. ;)

Claire: anyway, I gotta stop texting with you or I'm gonna get distracted. See you next week, tiger.

That went well.

---

Thursday rolled around. I was focused on Friday -- Olivia -- and Saturday -- Claire -- but I got a ping on my phone that morning. A calendar reminder...for my 6pm massage evaluation with Natasha that evening.

Right. I had completely forgotten. I felt some anxiety creep in. She was the owner -- what if her "evaluation" determined I couldn't receive more massages? What the fuck was a massage evaluation anyway? Olivia had said I should jerk off beforehand...if it had to do with my stamina, I should be really worried.

I got home from work, showered, and, as Olivia suggested, emptied the chamber. It was all too easy -- I tried to make myself take it slowly, but I just had too much ammunition, as it were. Between thinking about Claire, Olivia, and what might be about to happen with Natasha -- well, it wasn't the sort of duration that Natasha was likely to be impressed by.

So I showed up at the massage parlor incredibly anxious. Natasha was sitting at the front desk, and nodded at me in greeting. "Ah, hello, Rick. Just a moment -- I'll need to close up. Nobody else is in this evening -- Thursdays are a bit slow for us."

She stood up. She put a "closed" sign by the front door and turned the lights off above the front desk. She locked the front door, and then beckoned me towards a massage room. She turned and started walking.

I paused. With only me and her here, I felt like...like a prey animal, I realized. There was something about the emphatic click that the front door lock had made that made me feel trapped. Maybe this wasn't a good idea?

I stared at her walking away. She was wearing what seemed like typical attire for Natasha -- a low-cut fitted green dress that clung to her curves, and high heels. I could see toned calves, a great ass, and...I realized she had turned back to look at me curiously when I hadn't followed her. "Rick, everything ok?"

"Um, yeah..." I mumbled and started moving down the hall towards her. "Just a...long day at work."

"I see. Well, this won't be a typical massage since I'm just evaluating you, but I'm told it can still be quite relaxing." She smiled. It was hard not to feel like the smile was a touch...predatory.

I blinked a few times. Get it together. I wanted to come back to keep seeing Olivia, right? "Great, thanks Natasha. What, uh, exactly does it entail?"

"I'm so glad you asked. Why don't you come in here and disrobe to the level of your comfort, the way you would for a massage...here's a towel...and I'll be right back."

I stripped off, mulling the situation over. Olivia had mentioned that she owned both a sex toy business and a massage device business that Olivia had called "sex-toy-adjacent." But I didn't really know much about Natasha, beyond that she owned the parlor.

I heard the door open and close as she returned. She was silent for a few moments, although I could the click of her heels as she moved around the room.

"I know what you've been doing with Olivia, Rick..." her voice was soft, and the light in the room was low. I was face-down on the massage table the way I would be for a massage -- a choice I immediately regretted, as I couldn't see her moving around the room.

I decided playing dumb was the best course of action. "I don't really know what you m--"

"Rick..." her voice was still soft, but chiding, with a hint of mockery to it. As she spoke, I felt her hands on my back -- gentle, but strong and warm, slick with massage gel. Soft. Inviting. "Come on. I know your shoulder isn't what's keeping you from making it through a full appointment with Olivia." She dug her fingers into the shoulder in question, almost playfully.

I flushed. "I-it's an old nagging tennis injury..."

But I trailed off. She was laughing, low and rich in the back of her throat. "Oh, okay. I see. Well, if that's how you'd like to do this." She stopped laughing. "Since you have a shoulder injury, we'll just avoid that area. I'm sure you'll be able to sustain a full session as long I avoid that nagging tennis injury."

I paused, racking my brain to try to think of some plausible way out of the situation. But I couldn't think of anything. It's not like she was going to jack me off...probably...so I just needed not to cum from this massage. Simple enough. "R-right..."

"Okay, then, let's proceed with the evaluation." She started working me over.

She was, admittedly, an excellent masseuse, and she was being thorough. Five minutes later she had finished on my upper back and started working her way down, and I was feeling much more relaxed. I decided I might as well start a conversation.

"So, Olivia mentioned you have several other businesses in addition to the massage parlor...?" I asked the question tentatively.

She chuckled. "The girl is an incontrovertible gossip. But yes, it's true. I got into massage because I was fascinated by human pleasure -- what makes people relaxed...aroused...the connection between body and mind...how simple touch, in the right places, can make someone feel so good." As she spoke, she moved her hands lower, from my lower back to my upper hamstrings.

"And then, when I was working in massage for a few years, it became clear to me that there were obvious differences in talent. Olivia, for example..." Now there was a note of pride in her voice. "...is a natural. I helped train her, but she was very talented when she started here. And it's not like she has more training or is using different techniques. She just brings something different to the experience. Wouldn't you agree?"

As she spoke, as if to illustrate the difference, her touches on me subtly shifted, became increasingly sensual. My mouth went dry. Her hands felt incredible -- not only was she massaging me, but every touch seemed to somehow hint at what her hands could be doing to other parts of me. I tried not to think about it, but was getting hard in spite of myself. I realized she had asked me a question. "Y-yeah, she's a great masseuse..."

"Mmm. Exactly. I became obsessed with that difference, how some touch is just...better." I could hear the smile in her voice as I made a small moan at something one of her hands was doing to my legs. "So I started a massage business, and then I wondered about assistive technology. I have a few patents on physical therapy devices and...other, similar therapeutic products intended to deliver pleasure and reduce pain."

"Ah...interesting..." I muttered the words, trying to focus on minimizing my responses to her hands. Fuck, she was good at this. I was rock hard now. But I felt committed to the shoulder injury pretense.

"Flip over, please." She said the words perfunctorily. I gave an internal shrug -- it can't have been the first time a man got hard from her treatment -- and flipped over.

I made eye contact with her, saw her glance down my body, and her eyebrows and lips both quirked up in an appreciative smirk. "I'm glad to see you're enjoying the evaluation," she purred. "I haven't come across any other problem areas yet. It must just be the shoulder." She started kneading my feet and the front of my calves, working her way back up my body.

I flushed, but also felt a sense of relief. Maybe this was really just a legitimate massage evaluation.

She kept talking. "Anyway, it's been interesting to attack the idea from different angles. I have invented a few increasingly complex devices to help with relieving pain, relaxing muscles, and...giving pleasure. They're based on massage principles."

"S-sounds...effective..."

"Oh yes...they're very effective." Her mouth quirked. "Olivia knows all about them, though, so it wouldn't surprise me if you've seen some already..."

I blushed but said nothing. It was increasingly hard to talk, anyway. Her hands had just climbed above my knee, and her fingers were engaged in a feathery, stroking massage movement that was all too easy to imagine happening to a different extremity. I was sure I was leaking precum. Nagging shoulder injury, I tried to remind myself.

"At any rate, I've continued to invent new devices. But I've also branched out. One of my observations is that...visual and auditory...stimulus often...greatly enhances pleasure...so I started...a video business..." she was leaning down now, whispering the words into my ear. In between the words, she was taking shallow, rapid breaths -- she sounded, to be honest, like a woman near climax, and the sounds had a predictable effect -- I felt my cock twitch, and tried to bite back a moan. She stepped away, her voice returning to normal.

"Anyway, human pleasure, the connection between body and mind -- I am obsessed." She waved a hand. "Massage, devices, it's all just a path to the same end."

"Fascinating..." I mumbled. I was incredibly turned on. I wished I had just asked her about the weather instead.

"But now, Rick, I think it's time to dispense with the fabrications. I already know why your sessions with Olivia end early. I knew before you walked in today, but if I hadn't...this session would have confirmed it." She leaned over, simultaneously running her tongue along my ear, and a hand down my abdomen towards my groin. I moaned, and involuntarily arched my back. Her touch was just masterful.

"You can't last through them because you're a quick cummer. You prematurely ejaculate." She stood up, looking down at me, her eyes glittering.

"That--that's not--" I tried to protest, but she cut my words off with a wave of her hand.

"Rick, I said enough with the dissembling. If you want to keep seeing Olivia, you have to help me with something I need." She paused.

"But I-I'm not..." I tried to protest, weakly.

She laughed. "Sure, sure. Let me speak for a moment and then you can continue to object, if you like. Here are your choices." She started ticking them off on her fingers.

"Option one, we can see how long you can really last under my...ministrations. And I am very capable. I give you...twenty seconds, tops, given your current state. If I can make you cum in twenty seconds, I'm right, and I will prevent you from making future appointments with Olivia. If you can last for twenty seconds or more, I'll offer you a heartfelt apology." She smiled. "In my professional opinion...you have no chance. But we can do that, if you like."

Fuck.

"Option two, you help me test one of my...more experimental...devices. We start tonight. It'll be perfectly safe, it'll only take a few minutes, and however the test turns out, you can keep getting massages from Olivia."

I mulled this over. Twenty seconds... It didn't seem like a long time. But I considered her hands...my track record...and how turned on I was.

It was humiliating to admit it, but...I knew there was no way I'd last.

I was surprised by how bad the idea of not seeing Olivia for our weekly appointment made me feel. Something to mull over later. I felt like the choice was clear.

"In the second option...Olivia doesn't have to know?" I wasn't sure exactly how she'd respond to the deal I was currently making, but somehow I doubted it would be positively.

Natasha considered for a second, and then nodded. "You can tell her whatever you like; I'll say nothing."

I studied her face. There was a look in her eye that I hadn't really noticed before...an obsessive, slightly crazed glint.

The kind of glint a mad scientist might have when they were hellbent on testing their space laser by blowing up the moon, or something.

She'd definitely prevent me from seeing Olivia if I picked the first option. Hell, she might fire her, and it would be my fault.

"Okay...we'll do your test, as long as the device isn't something weird. This isn't like you testing a strap-on on me or anything, right?"

She broke out into a pleased smile, and laughed. "I have some of those, but you wouldn't enjoy them, and I like giving pleasure, Rick. I'll show you what you're getting into, it's nothing like that. I think you'll enjoy it. Be right back."

I mulled over whether I had any other options -- should I text Olivia right now? Call...who, the police?

Doing anything besides participating seemed like it would just end poorly for Olivia. She didn't deserve that. I sighed. I just wanted things to stay the way they were. Well, hopefully this wouldn't be too weird.

Natasha was back in a moment.

"Put this on." She was holding some kind of a mesh harness -- the one from the promotional photoshoot Olivia had been doing the other day, I realized. It had a variety of wires and cabling woven through it.

"Uh, okay...wh...what does it do..." as I asked the question, Natasha gestured with a hand and leaned towards me, helping to put it on. Her assured, confident demeanor had me moving to raise my hands and put them through a pair of loops, and then leaning so she could wrap the rest of the harness off someplace in back...I heard a click as straps clipped into one another.

"Well, it's a prototype massage device of mine...via an app on my phone, it can do a variety of things...* as she spoke, she was pressing sensors into my body, wrapping bands around my waist and arms, and otherwise tightening and adjusting things. Eventually, she stepped back, eyeing me with a satisfied expression. It felt like I was wearing a very tight fitting shirt -- albeit one with some straps, zippers, and suction cups in odd places. It ended a bit below my navel, and came up as high as my collarbone, with a few attachment points around the back of my neck.

I looked down at myself, at the wires and attachment points. It looked like this thing definitely carried an electrical charge....and it was a prototype? "Uh, you said it's safe, right?"

Natasha grinned. "Don't look so scared. It has some bugs, but nothing dangerous. Now, let's take some baseline readings..."

I almost jumped off the bench. It felt like someone was kneading my traps and shoulders. "Wh-whoa..."

"Hmm...it caught the shoulder sensitivity...good," she mused. She did something on her phone and the sensation of being massaged moved lower down my back.

"H--how does this work?" I stuttered. "It...it feels like I'm being massaged, but this was like...just a harness..."

"Well, the mechanisms are very complicated," she smirked at me. "But basically it's a combination of electrical and magnetic impulses along with some direct nerve input via attachment locations on the spinal column. And it's patent pending, so don't get any ideas."

"R-right..." This felt like something out of a science fiction movie, but it was giving me a hell of a massage. I shifted as the harness started working on a knot in my lower back. "Well, it's pretty amazing..."

She beamed. "Thank you. It took a long time to get even this prototype working. The production process is far too expensive for mass market right now, but the proof of concept on this is going to put me on the map in a big way. I did some interesting things with AI learning as well -- I fed the program that runs the harness massage data from several hundred thousand videos of individuals receiving massages, pulled from online. It varies its approach based on how you're responding."

She pulled a chair in front of me, watching my reactions as the machine worked me over.

I let out a sharp intake of breath as I felt what felt like the palm of a hand digging into one of my hamstrings. "H-how is it working on my legs, Natasha? It's not even attached down there!"

She smiled proudly. "Impressive, no? Like I mentioned, a combination of inputs lets it stimulate nerves via the spine, even where it doesn't have direct attachment points. Not sure if it's Nobel-Prize-worthy, but it's certainly an innovative application of some existing medical technology."

"Now...as I mentioned..." She smirked. "The harness has been trained on a lot of data. Not all of it massage data. But I need more data for it from...outliers of all kinds." She winked at me. "Which I think you'll provide."

She glanced at her phone and did a few things. "It's going to run some calibration tests first." The harness was giving me the sensation of ongoing light, feminine caresses around my groin. Over the next 30 seconds, it seemed to somehow gauge from my reactions the kind of touch I responded to best, and it had me moaning, almost writhing at the sensations.

I saw Natasha glance down at my length appreciatively. "Mmm. You are responsive, aren't you? I bet Olivia has you on edge all the time, doesn't she? She'd like that...she always had a bit of a mean streak...that's part of why I hired her..." I couldn't respond; I was helplessly moaning.

"Now, it'll be difficult, but I'd like you to last as long as you can to give me the best data. Try to hold back your orgasm. Most men have been able to handle a couple of minutes of its higher settings; it'll be interesting to see how you do." She bit her lip, watching her invention work on me, and considered. "I should give you some visual stimulation to help complement the physical..." staring at me, and biting her lip, she pulled her dress down, revealing a pair of full, soft breasts.

I could barely focus on how nice her tits looked -- and they did look nice -- because of what the machine was now doing to me. It felt like...well, not that my cock was wet, exactly, and mentally, I knew it was dry. But there was a kind of slippery, reduced-friction sensation, like I was gliding in and out of...something. Six or eight sphincters or rings in succession, it felt like. All tight. Each felt like it could've been...someone's mouth, maybe a well-lubricated thumb and index finger forming a circle, maybe the tight entrance of a vagina -- but regardless, the sensation was that these were all moving up and down my cock in unison -- slowly, for now, but picking up speed.

I could feel the orgasm mounting. I was trying to fight it off, but it was inexorable.

With one hand, Natasha started fondling one of her breasts, tweaking a nipple. Her eyes were staring into mine; she was obviously getting off on the way her invention was pleasuring my body, and out of the corner of my vision, I saw one of her hands drift between her thighs, and heard her let out a soft gasp. "The program is designed to understand your responses and adjust its technique to what you like, to maximize the pleasure. Everyone cums sooner or later...mostly sooner. In your case...very soon, I think."

I moaned. I had been prepared to use some kind of vibrating cock-sleeve, or something. This was on an entirely different level. The sensations the harness was giving me picked up speed and began adding a twisting motion. The rhythmic motion was almost hypnotically pleasurable; I couldn't focus on anything else.

Then she tweaked some setting on the phone, and the sensations diminished. "Mmm...do you like it? Just, you know, checking in." She smirked. Her face was flushed, and one of her hands was still between her thighs as she watched me responding.

I felt some degree of frustration -- it had felt so good, why had she made it stop? But I tried to use the reprieve to catch my breath. I was staring at her tits as she responded. "H-how does it..." I trailed off, helplessly thinking about how close I was to cumming.

She studied me, smirking. "Glad you like it. Did you want it to continue?"

I nodded, and tried to keep the pleading note out of my voice. "Keep going, please."

She giggled. "My, so eager. Do you want it to finish you off? To make you cum?"

Mutely, I nodded again, embarrassed -- but it had felt so good...

She giggled. "Say please."

Fucking hell. That glint was in her eye again. She was crazy. But I needed to cum, needed those sensations again. "Please, Natasha."

"Mmm...good boy." I reddened further, but she didn't seem to care. "For this next part, I want you to try to last ten seconds. I'll count for you."

"Ten..." Her sultry voice started counting down, and she tweaked something on her phone.

"Nine..." The sensations from before -- of many tight bands, gliding up and down my cock in unision -- resumed, and quickly accelerated. I closed my eyes, trying to focus on keeping control. It was difficult not to just give myself over to the feelings.

"Eight..." The bands seemed to widen, becoming thicker, still pumping up and down my cock.

"Seven..." The sensation of bands had merged now, forming the feeling of a single tight sleeve around me, perfectly fitted to my thick length, pumping up and down -- quite fast, but not so fast as to be uncomfortable.

"Six..." It felt...well, with my eyes closed, it felt exactly like I was getting the ride of my life from a woman who knew exactly what she was doing and had spent years perfecting precisely how to get me off.

"Five..." The orgasm was racing towards me, whether I wanted it or not. I tried to hold it back -- only five more seconds -- but the harness had added some kind of swirling, twisting motion...

"Four..." I could hear the smile in her voice. I was gone. Moaning, my hips bucked, and I felt my cock pulsing cum. The harness seemed to know exactly what to do, even then -- it kept up with the riding sensation, sensations timed perfectly to my throbbing cock, and as the pleasure subsided, it slowed, before stopping entirely.

She stopped counting after that. The only sound was my heavy breathing.

I opened my eyes slowly. I tried to remind myself that she had basically blackmailed me into this, but...I was impressed. That had been intense. "Jesus Christ, Natasha. Are you taking new investors?"

She laughed, delighted. "Glad you enjoyed it. That was most interesting. Anyway, you've held up your end of the deal --" she waved her hand dismissively "-- and you should continue to see Olivia as you like for appointments. I will say nothing."

"If you ever want to do more testing, just let me know. It would, for example, be very helpful to have some control data on how you respond with a woman employing similar techniques..." She gave me a sultry smile as she pulled her dress back up, putting her tits away.

She helped me remove the harness and then left, letting me know the door would lock behind me. I dressed in a daze, spent.

This massage parlor was fucking weird.

---

CHAPTER 11

Another Friday.

I felt a little nervous headed into the appointment with Olivia, for reasons I didn't necessarily expect. It felt like a lot had happened. We had agreed to keep doing these appointments...then I had hung out with Claire...and then I had a "massage evaluation" with Natasha.

I was also...excited to see Olivia. The session with Natasha had made it even clearer that I liked my time with Olivia...not just because I got off, but because...it was fun. I wanted to keep doing it.

I wasn't sure how she'd react to the deal I had made with Natasha to keep seeing her; I wanted to try to keep that information to myself.

I walked in the front door. Claire was sitting at the front desk.

She blushed bright red. "H-hey, Rick, good to see you..."

I suspected I was blushing too. What was I, a giddy school girl? I tried to get ahold of myself. "Good to see you too, Claire."

She glanced around, making sure nobody was in earshot, and then said, "I'm pretty excited to see you tomorrow." She bit her lip. "You know, see if we can keep working on that, uh, woodworking project we started last time..."

I realized I was getting hard, thinking about our last encounter. "Y-yeah, me too...it seemed tricky to make everything fit together..."

Claire blushed more. "Oh, I dunno, it seemed like we had it figured out to me...just had to work at it a bit..."

"Hmmm...you may be--" but I was cut off.

"Okay kids, you're embarrassing yourselves, which is your prerogative, but it's also starting to embarrass me to watch, which is unacceptable." Olivia had poked her head out of a doorway and was grinning. "Rick, I'm ready for you."

Claire and I both startled, obviously -- as Olivia had said -- embarrassed as hell. "S-see you tomorrow..." I said to Claire, and headed down the hall.

As usual, Olivia left while I stripped and got under a towel. It was funny, how we kept up the pretense of a massage...

I heard her return, closing the door, and, with a grin in her voice, say "So...I take it things went well last week?"

No preliminaries this time. I looked over at her from the table. She was wearing her usual massage attire -- a tight fitted tank top and leggings, hair back in a ponytail. "Uh, I-I guess..."

She laughed. "You guess? You guys were both blushing like you had your first kiss," she teased. She started kneading my shoulders. "C'mon, tell me."

I was feeling...a little bold. A bit contrarian, maybe. "Well, I dunno, you've traded me for good stories in the past..."

There was a smile in her voice. "Someone has some newfound confidence...was it the conversation we had last time? Or did you give Claire a nice hard pounding like she wanted, and so you don't feel like a premature ejaculator anymore?"

I flushed. "Well, not exactly, I--"

She cut me off. "I know you didn't. You're a quick cummer, Rick. So I'm not sure..." as she spoke, I felt one of her hands drift up my thigh, under the towel, and gently -- but firmly -- glide across my balls, cupping them. I gasped at the sensation. "...why you're showing up with this kind of energy." She leaned over, her pretty face inches from mine, her lips curved up in a smile that was...mocking.

My cock lurched, and I felt lightheaded at the way she...put me in my place, I realized, embarrassed. Fuck.

But she was already continuing. "You know, I'm a little disappointed, Rick. I was hoping you'd just tell me a nice story while you got a great massage...but it doesn't seem like that's what you want to do. So I think I'm going to do some talking, and I want you to just listen, and, you know, try to last the full session for a change."

"I, uh..." I trailed off. I was transfixed, staring at her lips, inches from my face.

"Aw, you sounded so cocky a moment ago...what happened?" Olivia giggled, and made a mock pout.

I was completely off balance now, as well as getting hard. I tried to get it together. "It-it's a really good story...you'll like it..."

Olivia smirked. "Rick, I like stories that are embarrassing for you. And you know that. It's kind of weird that you seem excited to tell me about it...I'm sure you came quickly...didn't you?" I flushed, not answering.

"Anyway, I can guess what happened. I doubt it's that long a story..." She started massaging me again, her talented fingers running down my back. "Let's see...you guys probably met up at a bar, or coffee shop, or something. Someplace public, but quiet enough that you could talk...a bit date-like, even though I doubt either of you called it that," she smirked.

My face burned. I didn't say anything.

"I'm sure the sexual tension was palpable. She was probably staring at the outline of your dick in your jeans, and she probably wore some low-cut dress that showed off those amazing tits she's got...she probably tried to tease you a bit, but she wants that dick bad, Rick. So I bet she wanted to head back to your place or her place, whichever was closer." She looked at me for confirmation.

I just nodded.

"Flip over, time for your front." She said the words peremptorily, and I complied. She continued massaging me, running her hands down my chest.

"So as soon as you got in private, obviously you were all over each other. I am quite sure that it took no time at all before you were fucking her, she's wanted that dick inside her since she saw it..." her mouth quirked. "Well, kind of fucking her. Hard to imagine you did any actual thrusting...here's where the details get a little murky for me, just like when you were first telling me about Emma...did you actually get inside Claire?"

"Well, yeah..." I mumbled it.

She looked surprised, then delighted. "So you got fucked her...ooh, but you must not have lasted long at all..."

Shamefaced, I nodded, and she giggled. "Mmm, she's pretty petite...was she tight, Rick? Tight around that big dick?" As she said the words, she grasped my cock under the towel with both of her hands. She was slick with massage gel, and she started slowly pumping me.

"Y-yeah..." it came out more as a moan than as words. Fuck, her hands always felt amazing. I looked up at her, making eye contact. She was leering at me.

"Mmm, I bet she was. Did you work it in slowly? She probably loved how you stretched her...making all sorts of noises. Did you even get it all the way in? What sent you over the edge -- did she say something? Was it putting your hand on those big tits she's got? Just too tight? All of the above? Something must've made you blow your load quick..." She was pumping faster now.

I just moaned. Thinking about how hot it had been, and hearing her talk about it -- framing it in such embarrassing terms -- had me rapidly approaching an orgasm. She had only been pumping me for a few seconds, but Olivia was being...almost...mean, this time.

"Rick..." she slowed down, obviously aware that I was nearly done, and smirked. "Wow. This is fast, even for you, big guy. You must have really had a good time...or maybe you just like hearing me tease you about it..." she trailed off as if musing about something.

When she spoke again, it sent a jolt through me.

"What do you think would've happened if I had been there?" She asked the question with a knowing grin on her face, looking into my eyes.

"Wh-what?" I had trouble processing what she just said.

"You know...if I had been there with the two of you..." her voice had a teasing quality to it now. "I could've helped you work this thick cock into her..."

Grabbing the base of my cock with one hand, she said, in a gentle, but directive voice, "Mmm, it's so thick...that's it, Claire, spread your legs a little wider, such a good girl..." With her other hand, she took the head of my cock, and worked the head and the first few inches through a tightly closed fist, as if she were working it into an especially tight opening. "Ooh, nice work, Claire, you're doing such a good job, taking this big dick..."

"I-I..." it was impossible not to think about Olivia, hands on my cock, expertly guiding me into Claire.

"Or...Claire could've watched me go down on you...you haven't lasted very long for my mouth, Rick, but I bet Claire would like watching me pleasure this big cock. She might learn something..." She looked down at it in her hands, biting her lip, moving her face even closer to it, staring as she pumped it. I twitched, visibly, remembering that brief blowjob she had given me.

She looked back up at me, her voice dropping to a whisper. "Or maybe you'd have wanted me teasing you instead, whispering in your ear, running my hands over Claire's body...Mmm, Rick, she's so tight, and look at these big tits, I don't think you're gonna last long...you'll blow your load in no time..."

Imagining her saying that while I fucked Claire was almost enough to send me over the edge right there. She sped up further, not that it mattered. There was no way I was going to handle this. I was openmouthed, the scenes playing through my head as she described them. She kept going anyway. "After you finished...maybe I could use a toy on her...do you think she'd like that? I don't think my biggest dildo is quite as big as your cock, but it's big...once you had her warmed up I could pump it in and out, in and out, in and out...do you think I could make her cum, Rick?"

I had no doubt she could make just about anybody cum. She was about to make me cum. "Olivia, I--"

"Oh..." she said, with the bright inflection of someone who just had a great idea. "Or maybe you'd like to fuck me in front of her, Rick? Maybe bend me over?" She bit her lip, looking me in the eye. "You've always wanted to fuck me from behind, right?" Still stroking me, she pivoted so that her ass was resting against one of my hands.

Still fighting for control, I reached out both hands and started feeling her up. She let out a little moan at the feeling of my hands exploring her ass. "Mmm, like how it feels? Thinking about how I'd look bent over in front of you? You'd be into that, wouldn't you? Bending me over...both hands on my ass, or maybe grabbing me by my ponytail...showing Claire what that big dick can do...you've seen me ride that dildo, you know I could take you pounding me with that cock, you could really go to town..."

She broke into a mocking smile, and said, "...Oh...until your quick-cumming dick blew its load in ten seconds...what do you think Claire would say?"

The idea of me, bending over Olivia, and fucking her...for an embarrassingly short period of time...in front of Claire...was too much. Squeezing her ass, I let out a groan, arched my back, and she pumped my cock through my orgasm as I pulsed cum out, spraying it on her hands and over the massage table.

Breathing hard as I came down, I made eye contact with her. "Fuck...Olivia, that was..." I knew I had a mix of disbelief, arousal, and embarrassment on my face.

She grinned, cleaning up with the towel as usual. "Hot? Aw, you're embarrassed...good. You showed up pretty cocky, and maybe that works for Claire, but I prefer it when you know the score for our sessions."

"I, uh...okay, yeah...I'll keep that in mind..." I was struggling to articulate words, my mind still fixed on the idea of Olivia, me...and Claire. "Was that...is...are you...hoping you and I can do something with Claire?"

She laughed. "I mean, Rick, if you're game, and she's game, I'm game. She's a petite little hottie, isn't she? It'd be fun to play with you and her, together. But you know how I am. You should decide if that's what you want. I'm not gonna pull punches on teasing you -- or Claire for that matter -- just because you two are crushing on each other."

Her expression softened slightly. "Look, threesomes are hot, but if I were in your shoes, or her shoes, I'd...explore some more with each other first. I think with all three of us together, I'd probably...dominate the interactions. No pun intended. And you two might both like that, but maybe not. I think a little more time with each other will make sure you don't regret it."

She smiled. "If it happens eventually, awesome. If it doesn't...well, if you really want a third, Rick, that can be arranged. As we've discussed, I'm an excellent wingwoman. Maybe we could go to Muse and pick up someone. Do you prefer blondes, or brunettes?" She ran a hand through her long dark hair, batting her eyes at me.

I flushed, and opened and closed my mouth a few times, trying to process all of that. "Uh, okay...so...did you take us down this particular conversational path on purpose? To, I don't know, warn me off of a threesome with Claire, or something?"

She giggled. "Oh, no. You two are adults, I'm totally in for that if you want. That was just friendly advice."

And then she grinned wickedly. "I mostly raised it because I'm curious to find out how you handle it when Claire asks what we did in this session. I do wish I could be there to hear you explain this to her, how you came from a handjob while I described a threesome with her to you. Be sure to tell her whether you think I could make her cum with a dildo, when you get to that part...you seemed distracted when I asked, for some reason. Anyway -- see you next week, can't wait to hear how she responds!"

I was speechless once again. I absentmindedly watched Olivia's ass as she walked out of the room, and started cleaning myself up. I had been going to ask her what she wanted. She had been uncharacteristically kind in giving advice about what Rick and Claire should do...what about her?

But her last comment had completely derailed that train of thought.

Shit. How was I going to describe this to Claire tomorrow?

---

CHAPTER 12

I arrived at Claire's place on Saturday afternoon a little early. She lived in a run-of-the-mill apartment complex, apparently on the sixth floor. I texted her to let her know I had arrived, and settled in to wait for her in the lobby.

I was nervous. I still didn't have an answer to how I was going to describe my last appointment with Olivia to Claire if she asked. And I thought she would ask.

I was also horny. Claire was hot, and seemed really into me. And that made me even more nervous. It wasn't performance anxiety, exactly, but...I really wanted her to have a good time when we got together, and that meant trying to last longer than I usually did. She also seemed to like it when I took charge. Neither of those was my forte.

Okay, maybe it was performance anxiety.

The elevator dinged and the doors opened on Claire. She was wearing an oversized sweatshirt -- which did a fair job at hiding her impressive chest -- with her blonde hair up in a messy bun.

She half-walked, half-ran up to me and gave me a big hug, which I returned. Grinning, she pulled me into the elevator. "I'm glad to see you!" After the doors closed -- just the two of us in the elevator -- she reached over and palmed the length of my soft cock through my jeans. "And you," she whispered, sotto voce.

Dominant. Take charge. Right. I stepped forward, looming over her - she was short, so it didn't take much -- and gently pushed her against the wall of the elevator. I reached out, caressing one of her breasts, and pushed my hips forward so that she could feel my soft length against her. She let out a very satisfying, pleased little gasp. "Mm...I missed you..."

The elevator pinged and I reluctantly backed off as the doors opened. She led me down a hallway to her apartment, unlocking the door ahead of me. "My roommates shouldn't be back for a while...I made us some lunch...want a beer?"

She had made sandwiches, and I did want a beer. For the next half hour, we sat and ate and chatted about nothing in particular. I realized a bit guiltily that -- physical chemistry aside -- I didn't really know Claire well at all, and she didn't know me. So we tried to rectify that. It was...nice, actually. It felt like the first truly personal connection I had made since breaking up with Emma. I hadn't realized how I was missing it.

And then she asked the question I had been kind of dreading.

"So, how'd the appointment with Olivia yesterday go?" She was grinning.

"Uh, good..." I tried to be nonchalant about it.

"Good? C'mon, spill. What'd you do with her? You can tell me. I told you, I know this is just casual right now, I just got out of a relationship too...and she kind of made clear that the two of you were getting pretty physical in these massage sessions. I think it'd be kind of fun to hear about it." She looked curious now.

"Uh, well...she gave me a handjob..." I could tell my face was flushing.

Claire giggled. "Oh, like a...happy ending massage, or whatever? Huh. I guess I kind of figured the two of you would be like....I don't know, doing something more intense than that. Is she, um...good with her hands?"

"She is good with her hands, yeah..." I bit my lip, thinking about how to tell Claire that it wasn't just Olivia's hands, it was...well, everything. The way she talked, the way she teased...

Claire grinned. "Well, look, I wouldn't mind watching you get a massage sometime."

I blushed. "R-really?"

She bit her lip. "Yeah, I mean, if you'd let me watch...I think her working you would be a real turn-on..."

I thought about what it would be like to have Claire watch Olivia make me cum...undoubtedly quickly. I knew it would be humiliating...but the idea was also a bit exciting. I tried to refocus, finding my way back to how to tell her about what Olivia had been saying during the handjob. "Uh, actually, funny you should mention that...Olivia was talking about you and me a lot..."

Claire leaned forward. "Oh, really? I'm not exactly surprised...what did she say?" She stopped. "Actually, do you want to take this conversation into the bedroom instead, in case any of my roommates come home? I don't want us to get interrupted."

I nodded, grateful for a beat before I had to answer that question. What did I want to tell her?

I followed her into a bedroom. It was...well, it was girly. It had been a while since I had been in a bedroom that had so many pastels in the color palette.

I sat down on the edge of her bed. She sat down next to me; I could feel her thigh against my leg. She looked up at me, waiting for me to start.

I had a thought. "Okay, wait a sec. What, exactly, did Olivia tell you about our appointments?"

Claire smiled. "Well, she said in your first appointment that you told her you were just going through a tough breakup, and that she had started teasing you during the massage, and you got pretty obviously turned on, so she decided to help you out," Claire said, glancing down at my dick. "It made sense to me. It's not like a towel does much to hide...that. Anyway, she said you kept coming back, and it seemed like you were both having fun, so you kept doing different stuff, but it wasn't like you were dating or anything."

She paused, looking concerned. "That's all true, right? She didn't like...lie, did she?"

I was a little surprised that Olivia hadn't given a less respectful description of our sessions to Claire. But it did sound truthful, more or less. "Yeah, that's right...do you know Olivia well?"

Claire palpably relaxed against me. "Oh, good. I worried maybe she had been lying or something. And no, not super well. I see her at work most days, obviously, but we're not friends outside of work or anything. She's nice to me, a little mean to clients...obviously likes to be in charge. She helps Natasha a lot, Natasha really seems to trust her. Why do you ask?"

I mulled that over. "Y'know, she really, uh, likes to tease me. So, this last time...she was doing that...by describing what it might be like if the three of us had a threesome. Really vivid descriptions. It was, uh, pretty hot. I thought anyway." I stammered out the last words uncertainly, not sure how Claire would respond.

Claire was nestling into me now. "Mmm...is that something you want? I said I'd watch a massage, and she's pretty hot, but I feel like I'm still...just...getting...acquainted...with you..." As she spoke slowly, her hand was running up my thigh.

I was rapidly getting distracted. "She...she made that point too...that we might like to have a little more time to ourselves before we..."

She cut me off by stretching up to kiss me on the mouth, fondling my cock through my jeans as she did so. I froze -- realizing we were kissing for the first time -- before leaning into it, moaning into her mouth. Her lips were soft, and I could feel a needy little whimper in the back of her throat.

My hands found their way to her breasts, squeezing them through her sweatshirt. I could feel my cock twitch; I was rock hard already, just making out and fondling her tits. She was pawing at my jeans, a desperate whine in her voice. "Rick, I need it..."

We stepped away from each other in a flurry of motion -- I pulled off my jeans, boxers, and t-shirt in rapid succession. She pulled her sweatshirt over her head and stripped off her shorts.

We both stopped, staring at each other. My gaze was fixed on her breasts -- she was wearing a lacy red bra that pushed her tits up into a shelf. My cock twitched. She was staring at it.

And then she looked up at me, biting her lip. "Oh god, I want that big dick...do whatever you want..." the words came out breathless, submissive.

God damn.

My brain wasn't really making decisions anymore. I stepped forward and grabbed her hair at the nape of her neck, turning her around and pushing her down, so she was bent over the bed. My cock was up against her ass, leaking precum onto her; I adjusted so the head was against her wet entrance instead.

She moaned, "Yes, please, fuck..."

I remembered how tight she was, and took a few deep breaths before starting to work my length inside her. Easy, calm, I tried to tell myself. I slowly worked the thick head of my cock in. She let out a groan, grabbing the bedsheets in her hands.

She turned to look back at me, pleading. "I want all of it, Rick. Please."

I slowly started to work more of my length inside her. She felt amazing -- responsive, shifting her ass up and down to try to accommodate more of me. The sight of her bent over in front of me, looking back to make eye contact was incredibly erotic. I felt...powerful.

I slid further inside her, almost all the way in now. The sensation was starting to get overwhelming -- warm, wet, and tight. I could feel the orgasm building, and I tried to hold still and calm myself down.

"Fuck, you feel so good...once I'm used to your size, I want you to grab my ass and really fuck me, Rick. Just really pound my tight little pussy," she moaned out.

I wanted to -- but I knew right now I could deliver that for about three whole seconds before I exploded.

I opened my mouth to respond, to tell her I just needed a minute to adjust, when we both froze.

Her apartment door opened. A voice tentatively called out, "Claire? You home?"

Claire took a breath, tried to get it together, and shouted, "Yeah...in here with a friend...we'll be out later on, Britt..." One of my roommates, she mouthed.

I was now frozen for a different reason. That voice...and Claire had called her Britt...Brittany. One of Emma's friends. Hot, sarcastic, bratty, and a bit of a tease...the last time I had seen her had been two or three months back, out at a club. I had told Olivia all about it, just a few weeks ago.

Fuck. It was a smaller world than I wanted. I opened my mouth to say something to Claire.

Brittany called back, "Cool, hope you and your friend are having fun." You could hear the smile through her voice. I heard the sound of her settling onto the couch in their living room.

"We don't have to stop...just be a little quiet...I've heard her with plenty of guys..." Claire whispered. She pushed herself back a little more on me, and I bit back a moan.

I was holding still, trying to decide what to do. Fuck her? Stop and tell her? Fuck her and tell her? Were there other options?

"To be honest...she's kind of a shitty roommate...sometimes she'll bring a guy home at 2 or 3 A.M. and they'll have loud sex, like headboard-slamming-against-the-wall sex..." she whispered. "We should return the favor..." There was a pleading note in her voice, now.

The panic of hearing Britt had pulled me back from the edge a bit, but this was starting to ramp me up again. Experimentally, I pulled back, pulling my thick length almost all the way out of Claire, and then slowly slid it all the way back in.

She groaned. "Oh, my god..."

I felt an orgasm start to build. After one pump. Fuck.

She looked back at me, begging, "I'll do whatever you want, just keep pumping that big dick in me...it's so thick...I need it..." She sounded possessed. All pretense at volume control on her end was out the window. I was sure Brittany could probably hear her -- I heard her shift on the couch in the living room.

Trying to keep control, I gave her another thrust, fast, and hard, bottoming out in her. She let out an uncontrolled, shuddering moan. "Yes..."

And then I had to stop. I was right on the verge of cumming. And I was cognizant of Brittany, in the living room, listening to everything. She would hear me finish quick. And then I was probably going to have to walk past her out of the apartment after we were done. Look her in the eye after she'd heard me blow my load embarrassingly fast.

I tried to hold myself back, to keep control. Claire made a needy sound in the back of her throat and bounced on me.

"Claire, I...one second..." I whispered it, feeling ashamed. Why couldn't I last?

"Oh, okay, sure..." she bit her lip seductively. "Whatever you want..."

I took a few deep breaths. The silence stretched. I felt the urge to cum receding. Good.

Brittany broke it with another shout. "Hey, don't mean to bug you again, but I'm gonna head to the store. You need anything Claire?"

Claire rolled her eyes and responded loudly. "Nope, Britt. I'm good. We're probably gonna be a while longer, don't feel like you have to wait for me."

"Get it, girl. Dude, whoever you are, you better be giving her what she needs." Brittany laughed. I heard her moving about the common space, obviously gathering things, getting ready to leave.

Claire looked back at me. "I want her to hear you fucking me, Rick," she whispered. "Really railing me."

The break had helped. It sounded like Brittany was headed out the door in seconds. I wouldn't have to walk out past her. I felt a sense of relief.

I pumped in and out of her once, slowly. Claire moaned, arching her back. Fuck, she was tight...I gave her another slow pump, and she moved her hips, throwing her ass back to meet my thrust. She was looking back at me now, a look of submissive need written all over her face. "Fuck yeah..." she started throwing her ass back aggressively, bouncing off my hips rhythmically. "Use me with your big cock..."

Now I was back on the edge. Fuck... It had only been like ten seconds. I froze, trying to give myself another break.

"Please, keep going, grab my hair and fuck me harder, Rick..." Claire begged. I reached forward slowly, grabbing a fistful of her hair, trying to do what she asked and simultaneously delay things. At the same time I heard Brittany make a surprised sound from the next room -- I realized she had probably recognized Claire saying my name. Well, shit.

Now I really wanted to hold on, to keep it together. Now even if I didn't walk out there, if Brittany overheard me blow my load quickly, she'd still know it was me. I had to wait until she left.

But Claire clearly loved having her hair pulled. She moaned out a "yesss -- just like that -- now pound me..." She looked back over her shoulder at me, not quite making eye contact, her eyes practically rolling back in her head, and I couldn't stop myself. The sight of her, overwhelmed and bent over in front of me submissively, my big dick buried in her, was just so hot. I started thrusting again, meeting her ass with my hips.

I felt a flush of shame, imagining this from Brittany's perspective. We had gone from complete silence twice, obviously not moving, to fucking for...maybe thirty seconds, total?...while Brittany had been there listening. Brittany had probably already heard stories from Emma after our breakup about how I was a quick cummer. This would confirm it, and she would certainly tell Emma about this, they'd laugh about my performance together...

...But knowing how humiliating this was about to be couldn't stop me at this point. Claire was hot and wet around me, bouncing her petite, submissive body on my shaft, making needy little sounds. I closed my eyes helplessly. I was gone. I gave Claire a few more thrusts, meeting her, reached my free hand down to squeeze one of her big tits, and then came, my cock throbbing as I exploded inside her. I was moaning, too -- I tried to stifle it, to hide the fact I was orgasming from Brittany's listening ears, but it was too intense.

"Oh, baby, I can feel you cumming..." Claire moaned, as she kept bouncing back into me, working my shaft up and down as I came down from my orgasm. I collapsed on top of her, spent.

There was a giggle from the living room, and then the sound of the front door opening and closing as Brittany left. At least I didn't have to walk out past her, but she had definitely heard everything.

And now what was I going to tell Claire?

Fuck.

CHAPTER 13

It had been only a minute or two since we stopped having sex. Claire was curled against me, a contented, naked, little spoon. I was still mulling over how to have this conversation with her. "Claire..." I hesitantly began.

"...so can I watch Olivia massage you, next week?" She asked the question softly.

"What? Yeah, if you really want...I, uh, I need to tell you something." There must have been something in my tone of voice, because she turned around to face me.

I took a deep breath. "Uh, so. Your roommate, Brittany. I'm pretty sure by her voice that she was pretty good friends with my ex-girlfriend Emma."

Claire's mouth opened in an O of surprise. "The one Olivia said you broke up with recently?" I nodded.

She winced. "Oof. And I said your name, uh, pretty loudly, huh? Sorry..."

I sighed. "It's okay. I'm not trying to get back with her or anything. I guess I just wanted to make sure you knew in case she says something."

She nodded. "Why'd you guys break up, anyway?"

I flushed red. "Um...we weren't...compatible. In the bedroom." Just say it, I thought. "I, um, think I was too fast for her. Or, uh, she took too long for me," I finished lamely. I tried not to sound defensive about it.

"Oh." She considered this for a moment. "I...I kind of like that you can't seem to control that big thing for very long around me," she confessed. "Although...it would be nice to, y'know, get there...with you in me...eventually." She glanced down at my flaccid cock thoughtfully.

"I...I'd like that too..." It was hard, especially having just heard Brittany, to not think of conversations with Emma in the early days of our relationship that had played out a lot like this. Maybe it'd be different with Claire though, I thought. We did seem to have insane chemistry -- but wouldn't that make it harder to last, not easier? I was feeling a little defeated.

"...Shit, Rick." Claire put a hand over her mouth, a look of horror on her face. "I just realized...Brittany's been looking for a new job...and I connected her with Natasha. I think she said she applied to do some massage and spa stuff at the parlor. I'm really sorry."

Well, fuck. I didn't really want to see Brittany more often.

I must've looked crestfallen, because she tried to mollify me immediately. "It's okay, there's no guarantee she'll get the job...you know Natasha's got kind of crazy standards..." she perked up. "You could always talk to Natasha about Brittany, say you've had bad experiences with her or whatever. You're a regular, I'm sure it'd count for something."

I resolved to do that the next time I was in the parlor, but there was a sinking feeling in the pit of my stomach; Brittany seemed exactly like the kind of girl Natasha would employ.

Claire and I spent the rest of the time at her place making small talk. I felt a little distant -- there was a lot on my mind.

---

Sometime Wednesday afternoon, my phone pinged. A text from an unknown number.

Hey, it's Brittany. Long time no see. I got your number from Emma. Am I right in thinking that I heard you at my place with Claire this weekend?

I mulled this over. But what was I going to do...not respond? After a bit of thinking, I sent a reply.

Yeah, I thought I recognized your voice. Small world, I guess.

That felt neutral enough. She responded almost immediately.

Brittany: Sounded like Claire was having a good time...for a little while, anyway. ;)

I flushed, but decided that small digs at my stamina didn't merit a reply. She sent another text quickly after.

Brittany: Wonder how she'd feel if she knew that was a habit of yours...Emma told me a lot of funny stories, and I still remember that one night at the club...

What the fuck was her problem? Brittany had never really respected me, but this was beyond the pale, I had to reply. I doubt you remember that night, since you blacked out and I drove you home.

Brittany: Emma filled in enough details, and like I said, she had a bunch of other stories besides...for such a big guy, it's a little surprising you're such a one-pump wonder...

Fuck this. Emma and I are broken up. Why are you texting me, Brittany?

Brittany: LOL. Just wanted to check if the guy fucking my little roomie for a whole thirty seconds was you, I guess. I'm sure Claire will get frustrated soon too, just like Emma. Quick-dick Rick can't keep a girl...

I blocked her. Stupid high-school bully, mean-girl shit. I still had a bad feeling in the pit of my stomach, though. I didn't want to deal with more of that. I had to talk to Natasha.

The week dragged. I debated texting Emma about what a piece of shit Brittany was being, or texting Claire about her. I decided not to do either.

Friday rolled around far more slowly than usual. I had to admit, I was kind of dreading it a little bit -- what if Brittany was there? But I showed up, waving to Claire at the front desk. She was wearing a green dress, that showed off both deep cleavage and pale, lean legs.

She looked amazing. I had a crush.

She greeted me with a smile. "Hey..."

I smiled back, trying not to let my eyes wander. "Hey. Is Natasha in?"

She nodded and glanced at the office. "She is, but she's on a call....maybe after your appointment?" I sighed, and nodded.

She gave me a commiserating look of sympathy. "It'll be okay, Rick."

"I know, I---" I trailed off, shaking my head.

"Hey, Rick, I'm r..." Olivia had heard us and poked her head out of the usual massage room.

She took a look at our faces and trailed off. "Damn, the vibe out here sucks. You guys okay?"

I decided I didn't really want Olivia involved in this particular drama unless she absolutely had to be. "Yeah...just having a tough few days. Hey, Claire asked if she could sit in on this session..."

Olivia paused. "How interesting." She mulled it over. "You sure? Like, for sure sure? Okay, both of you, c'mon back. Claire, there aren't any other appointments today, you can just lock the front door. Natasha's on that call anyway and I don't think she'll care."

Olivia had me disrobe and get under a towel, and then started talking.

"Mmm, okay, let's talk about what's about to happen...Claire, you can watch, but there are some ground rules for today. No touching me, no touching Rick, and neither of us touches you. You can talk, ask questions, whatever, but you're watching only this week." She said it firmly.

Claire bit her lip and nodded, settling into one of the chairs pushed up against the wall, where she had a good view of the proceedings and could also make eye contact with me. She crossed her legs, leaned forward, and gave me a wink when she saw me staring at her thighs.

Olivia had turned her attention to me, starting to work on my shoulders. "Y'know, with Claire here watching, I think it'll be a good day to just focus on some stamina work, Rick. Really try to make the session last, okay?"

"S-sure..." I wondered immediately what that meant, but lasting longer was what I wanted.

"After all..." Olivia leaned down, her voice right in my ear "...you want to put on a show for her, right?"

I glanced at Claire, who was watching, interested. I nodded.

Olivia's voice lowered to a whisper; I doubted Claire could hear. "You seem kinda down in the dumps, so I'm gonna do you a solid and improve your week, and hers too. Let's see if we can get Claire...playing along, a little bit. All I need you to do is try to last as long as you can."

I bit my lip. Playing along how? "Okay," I murmured.

Olivia straightened up. "Have either of you heard of nuru massage?"

I had not, but Claire was blushing bright pink. "Y-yeah..."

Olivia grinned. "Oh, good. Well, I'm not an expert, but I have had some training...Rick, you can flip over."

I did...and was greeted by the sight of Olivia stripping out of her top and leggings. She was wearing...maybe a bathing suit? Maybe just a matching bra and thong set that was made of some black synthetic material.

Either way, she looked amazing -- dark hair, tanned skin, taut, athletic muscles. She turned to get a container of massage gel, and I got an excellent view of her thong clinging to her round ass. Fuck, she looked good. My cock was rapidly hardening.

"Damn, Olivia, you've gotta tell me your workout routine." Claire was also staring at her body.

"Squats and other compound lifts mostly. It's really the diet. More salads than I'd like, and fewer cheeseburgers..." she saw Claire staring, and gave her a little runway-walk strut-and-turn, followed by a giggle and a wink. Claire was blushing again. Olivia was putting her hair up into a ponytail.

"What's nuru? I've never..." I trailed off. Olivia had taken the massage gel, and was slathering it all over herself. She had looked hot before, but now she looked positively erotic -- glistening tits and cleavage, a shine to the cheeks of her ass...Fuck. I felt myself get fully erect.

"It's pretty straightforward. Erotic massage; it's a Japanese massage tradition. I use my body to massage your body." She moved back over to be next to the massage bench.

"Oh..." I trailed off wordlessly as she pulled herself up onto the bench, and began to slide her upper body up and down against mine, chest to chest. The massage gel made her slippery, almost frictionless. Her skin felt amazing -- soft, warm, slick with the lubricant. I could feel her nipples, hard nubs, through the thin, gel-soaked fabric of her bra, rubbing against my chest along with her soft tits.

I felt my cock twitch. I wasn't worried about cumming just yet, but fuck, it was hot.

Claire made a sound in the back of her throat watching -- maybe a moan or gasp that she was trying to suppress. I glanced over at her...she was staring, mouth slightly open, as Olivia's body glided over mine. She looked aroused.

When I looked back, Olivia was just finishing a slide up my body. Her eyes were level with mine, her full lips just an inch or two from mine.

"Feel okay? Not too much pressure?" She asked softly.

My mouth was dry. It was impossible not to think about what it would be like to kiss her; I felt a stab of guilt, with Claire right there. "F...feels great..." I managed to get out.

She grinned. "Good." She climbed off, only to move to my lower half. She straddled one of my thighs, one leg on either side, sliding herself up and down it. She was making very aggressive eye contact and staring at me, biting her lip.

She wasn't making sounds, but it sure looked -- and felt -- like she was masturbating herself by grinding on my leg.

Claire, who had been silently watching, said, "uh, Olivia, question..." She sounded slightly breathless.

Olivia glanced at me, smirking, but then looked up at Claire, and with an innocent, neutral tone, said, "Yes?"

"I know I can't touch you or Rick...but can I touch...myself?"

Olivia beamed, and beneficently said, "Why, of course, if you like, Claire. Enjoying watching?"

"G..great...yeah...fuck, I love how turned on you look, Rick..." my name dissolved into a moan in her mouth. I looked over. Claire had spread her legs and had one hand up the dress she was wearing, the other kneading one of her tits. She looked me in the eye, a wanton expression on her face.

"He does look like he's enjoying this, doesn't he..." Olivia purred. "But then, it's always easy to tell when Rick's enjoying something, because of how big he is, isn't it?" as she spoke, she dismounted my thigh, and pulled the towel off of my cock.

She leaned over so her face was inches from my thick, hard length. "Mmmm...Claire, look, he's leaking so much...his dick's so big, and there's precum everywhere. I almost wouldn't even need the gel, he'd be so slippery..."

"Y-yeah..." Claire moaned, breathlessly. I glanced at Olivia, who licked her lips, staring at my cock, and then glanced back at Claire, watching as she fondled her tits with one hand and fingered herself with the other. Both of them were focused on my thick length. I couldn't decide where to look.

Olivia solved that problem for me almost immediately. I couldn't look anywhere but down at her as she started sliding her chest up and down against my cock. I moaned. "Mmmm...Claire, have you...used your breasts on him? He seems to really like this..."

"Yeah...oh, fuck...he liked it when I did it too...mmm...his big dick looks great against your chest..." she was panting, moving her hand rapidly between her thighs, obviously getting off watching Olivia pleasure me.

"Why thank you...What do you think, Rick? Do you like how it looks?" She asked the question, smirking.

I couldn't believe how quickly this had escalated. I just moaned in response, looking down at my thick cock, glistening, as she slid up and down its length. I could feel the orgasm building.

Claire was moaning now. "Fuck, you guys look hot...you're gonna make him cum, I-I can tell..." Her reaction was feeding my own. She was right; I would cum from this, especially knowing she was getting off to it.

Olivia, as usual, also seemed to gauge how close I was getting. She pulled away, grinning.

"You know, I think Rick likes my chest, but I always notice him focusing on one body part in particular..." she slapped her ass. "What do you think, Claire? Does he stare at my butt?"

"Y-yeah he does..." Claire was also staring at Olivia's ass, now, furiously fingering herself. "H-he's ah...always...watching you...whenever you w-walk away..." She was stammering and gasping as she spoke.

"Is he, now..." Olivia glanced at me. "Rick, sit on the edge of the massage table, please." She positioned herself between my legs, facing away from me, so her ass was almost brushing up against my cock. I stared down at her, resisting the urge to reach out and grab her, to pull her close against my length. She looked back over at Claire.

"What do you think he's thinking about, Claire? When he's staring?" The question came out as a seductive purr.

"H-he..." she was having trouble forming words, obviously heading towards a massive orgasm, as she stared at me and Olivia. I was having the same problem. Olivia looked amazing, and watching Claire barely controlling herself was...so...hot. My cock twitched. I was right on the cusp of cumming.

"Mmm, Rick, Claire seems preoccupied...why don't you tell us what you're thinking about, when you're staring at my butt? Is there..." she put a finger to her pursed lips, "...something you're imagining doing with that big dick? Doing to me? Something you want to do...right now?" She twisted, looking back at me, bent over slightly, and slapped her ass lightly, biting her lip.

A lot happened all at once.

First, I couldn't control myself anymore. I grabbed her butt, pulling it against my cock. She gasped, "Oh, my, Rick, what are you doing..." but I could feel her moving her ass against my hard length, and there was a smirk on her lips. She knew what I was doing.

What I wanted to do was fuck her. But I wasn't going to last long enough to make it inside her, and I knew it.

Instead, I moved one hand up to her lower back, bending her over more, and slid my cock up and down between her gel-covered asscheeks against the material of her thong. The slippery sensation was amazing, instantly too much for me to handle. Moaning, I started to cum, spraying across her ass and lower back.

At the same time, Claire was losing control. "Oh, fuck, he's cumming -- on you -- ahhh --" her words turned into a long moan, and I glanced over to see her legs shaking, both hands between her thighs as she worked herself through an orgasm, watching me explode over Olivia.

There was silence after that, except for the sound of Claire and I breathing heavily looking at each other. After a moment, Olivia said, brightly "Well, it seems like that concludes today's session. Claire, help Rick clean up, if you don't mind -- the amount of gel you use for nuru always makes such a big mess. I probably need to go shower."

She toweled herself off. She winked at me. She blew Claire a kiss. And, still in a bra and thong, she walked out the door.

Claire looked dazed. "Is...are all your sessions like that?"

I considered. "It's way hotter with you here, but...yeah, that was representative. Honestly, I feel like she usually teases me a bit more...I think she was being nice."

Claire looked stunned. "Wow."

She and I sat for another moment, and then made small talk as we cleaned up. I re-dressed, and then I went to talk to Natasha.

I knocked on the door, and after a moment, there was a peremptory "come in" from inside. I opened it.

Natasha's office was small, and...incredibly messy. There was crap everywhere -- foam rollers, massage guns, dumbbells, and more exotic therapy and massage equipment. She looked up from behind her desk; she was working on a laptop that occupied the only square foot of space not covered in stuff. She smiled as she saw me. "Rick! Are you interested in doing some more tests?"

I shut the door behind me. "Uh, no, actually...I heard you're interviewing some new employees..." I trailed off. I wasn't really sure how to do this.

Her brow furrowed. "You want a job?"

"No...are you interviewing a woman named Brittany?"

"Rick, I'm not really supposed to divulge anything about our hiring candidates to clients...why do you ask?" She looked skeptical.

"I, uh, know her. And...I don't think she'd be a good employee."

Natasha shut the laptop and crossed her arms. "Why?"

I shrugged helplessly. "She's...not a nice person, Natasha."

Her eyes narrowed. "I don't like people meddling in my hiring choices, Rick. Is this some kind of personal vendetta?"

"No...it's..." I sighed. Maybe it was a personal vendetta. "Look, Natasha, it would just impact how I see your business, and as a customer, I thought I'd let you know that. That's all."

Her expression softened, and then shifted. She looked...crafty, suddenly. "Well, I appreciate that, Rick. We always welcome client perspectives. But, you know, we can only weigh individual customer perspectives so heavily, we've got the bigger picture to think about...it would be different if you were one of my investors..." she trailed off, suggestively.

"I, uh...what...what kind of investments do you look for?" There was no way I could afford this, right?

"A minimum of one hundred thousand dollars if you want to do it via convertible note," she said, promptly. "With more favorable terms, if you can come in higher. My capital needs are going up as I invest more in R&D."

Jesus. There was no way I could afford this. I didn't know what some of those words meant, but that was out of my price range for sure. "Oh, uh, okay, I'll think about that..."

She smirked, and I got the sensation I was being...led along. "You know, I do sometimes accept non-cash advisors who have a small stake in the company if they bring a perspective with specific value...you'd have to be a more frequent partner on testing data, though...it's a critical juncture for product development, you know...your expertise could be really helpful..."

She kept going for another minute or two in that vein; phrases like "charting a bright future in therapeutic massage innovation" and "scientific breakthroughs creating new market opportunities" and "increasing consumer interest at the intersection of mind-body-tech" featured prominently. I zoned out, trying to decide if I was really going to sign up for more sessions with her.

Eventually, I realized she had fallen silent and was looking at me hopefully. I sighed again. "If I helped you, then you'd, um...take my opinion into consideration more seriously?"

She nodded gravely. "All of our advisors have an important perspective to offer me on key decisions -- including staffing."

I mulled this over. I really just...didn't want to have to deal with Brittany being more present in my life, with Olivia, with Claire...with any of it. "Okay, I'll do it."

"Excellent. I'll email you some formal paperwork -- it's pretty simple, just gives you a very small stake in the company that owns my various business ventures, lays out the expectations in return, and so forth. And...I'll see you next Thursday evening, same time as last week, in your advisory capacity?" She smiled. "We can talk about personnel, then, too. I haven't made a decision yet."

I sighed one last time, and nodded. I wondered if Natasha always eventually got what she wanted, or if she just always eventually got what she wanted from me.