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Darren finds a new job and two more celeb favs that are prepared to rock his world...

Commissioned by Smokey

For just the briefest of time, he had it all. 

Darren was but a scrawny nerd in the tech industry that had swung wayyy above his weight class when it came to a love interest. He didn’t simply find himself in the hands of any hot girl, but the one and only, his major celebrity crush who he’d dreamed of for years.

He met Rayna, and it seemed to change everything. For reasons he hardly understood, she was way into him. The two would spar and she’d toss him around, kick him in the face, rack him in the junk… and then tenderly cradle his limp body after the fact.

Up until that point, he’d had incredibly little experience with women. No girlfriends, no one night trysts, nothing of the sort. In fact he hardly had friends to begin with up until adulthood, something he’d really come to regret now that he was a twenty-something looking for love.

For just the briefest beautiful moment in time… he thought he had it. That he’d truly had it all. 

But it was not to be. As tends to happen when you get with an actress, supermodel and/or professional fighter, you end up falling for a rolling stone. And indeed Rayna was not the one to be tamed, and not the one to be kept in one place. That tigress couldn’t be in a cage and had to roam free.

After just a few weeks of playing with Darren, she left. Not just the state, but the whole country. Last he heard, she was visiting India, looking to get in touch with that side of herself.

It wasn’t a trip he could make. And furthermore, he could tell it wasn’t a trip that she was expecting him to follow her on. 

He sent her off with as much dignity as he could manage. He gave her a smile, talked about how he understood and didn’t begrudge it. But he was heartbroken, of course he was. 

She could see it. As they locked eyes he could see a rare hint of sadness in her playful expression…

Rayna told him it was just goodbye for now, and promised that they’d meet again. And the two shared a kiss there in the airport that seemed to linger on for ages. Yet for Darren, it was over far too soon.

After she left, the man was in a funk for a while. He’d met the love of his life and watched her go, that quickly.

He buried himself in his work, falling back on his old habits for a bit. His tech job paid great, and it was a field he excelled in. But somehow in those days, he came to feel more lonely than ever.

His three weeks with Rayna had ceased and it took him a good three months to lift the depression enough to try again.

When he got back onto the dating scene though, he found that he was a little surprised with himself. He wasn’t nervous asking out girls like he used to be. It seemed comfortable, natural for him. 

It had taken time for it to settle in that his time with Rayna left him with a new surge of confidence. After all, if a woman like her could see something fun in him, to play with him atleast for a short time, then surely he must have something redeeming about him.

Darren found that it wasn’t actually all that hard for him to get dates. He went on quite a few with aspiring ladies and actually had a lot of fun on some of them… a handful asked for a second time.

But, in another surprise, Darren found that he… wasn’t all that interested. He met some nice girls, some fairly cute ones, but here came the other side effect of his time with Rayna: the bar had been raised for him to such an impossible level now. They simply couldn’t compete, it wasn’t fair to even ask them to. 

He felt a little guilty, the way his mind would wander to Rayna’s playful grin and teasing laugh while he was having dinner with someone else. It’s not as though he wasn’t trying, but his heart just wasn’t in it.

That heart laid somewhere else… about 13,800 kilometers away, to be painfully specific.

Nobody could really grab him the way Rayna could, he simply wasn’t feeling that spark. It was nice to be able to talk to girls, to spend time with them and feel confident in himself.

But, as odd as it might sound, he started to miss being made into a stammering mess. He’d almost become addicted to it, the overwhelming excitement, that intense feeling that he used to have. 

In his heart of hearts, he wished to meet someone who could make him melt like that again, make his heart pound and his breath hasten. And it seemed like there was only one who was really capable…

Figuring he needed more time, Darren gave up on the dating scene for a while. And for the next few months he again focused on his work which was getting to be so easy for him that he’d programmed most tasks to be automated. He was getting eight hours worth of work in with maybe half an hour of actual time spent on the job at this point.

He felt proud of what he’d done, sneaky and clever. But of course, what did he actually have to do with all that free time? The answer was, not much, and perhaps unsurprisingly for him, what he landed on was to go and get another job to help fill the space.

Confident enough to take on the first thing that looked interesting, he stumbled into becoming a sort of social media talent manager. 

He wasn’t even totally sure what that entailed but gathered that he was there to support clients as they looked to raise their profile and, of course, maximize earnings.

Imagine his shock then, when he saw the two clients he was paired up with. At first just introduced to him as Kylie and Mariah, he did a straight up double take as he clicked onto the profiles given to him.

Their aliases were plastered at the top - but they weren’t necessary. The pinup pics of the girls were all he needed to know he’d fallen into the services of two major OnlyFans models, two he was VERY familiar with. 

They went by the names Shark.baee (Kylie) and Lavaxgrl (Mariah). 

They had fairly similar bodies, very much the type that made Darren go wild - they were fit with long shapely legs and plump thighs, with smooth skin tanned a golden bronze like a gift from the sun. Their breasts were shapely and perky if not overly large, the pair was certainly bottom heavy. Kylie’s hair was straight and voluminous and black as night, Mariah’s was a multi-colored affair, currently a brunette with striking blonde bangs.

They both had individually successful careers showing skin to the lonely for some time, but the way their screen names reminded folks of Sharkboy and Lavagirl made their fans clamour for collaboration. 

While they’ve paired up in minor spots before, it seemed like the two of them had become a lot closer over the years and were ready for a bigger partnership. Though not truly related, they were playing the part of sisters for their new foray together, a raunchy roleplay for sure. 

And now, somehow, Darren was tasked with aiding them as they sought to grow together. Darren, a man who had at one point ardently supported them with his own money.

He sat there in bed that night as he came to realize what he’d been signed up for, the light of his laptop illuminating him. And as he reached for his keyboard to message them back… his hands were shaking.

Just this, the very notion of sending a direct E-mail that one of the two of them might glance at… it had him nervous. The idea had his heart racing, it had him on edge…

The feeling brought a smile to his face.

Just like that, the mojo was back.

Of course it all started innocently enough. He'd talk to the girls through E-Mail or text about minute matters. Just simple updates, suggestions for logo ideas, picking out potential filming locations. Various odds and ends that come with managing an online presence. 

And for how the women were and how lurid their work was, the tone in the E-Mails were pretty dry and professional. For a brief time, Darren wondered if it was even really them on the other side, and not just some kind of representation that he was talking to.

Then again... he WAS their representation now, wasn't he? 

That was of course until the time Mariah sent him a message asking which outfit he thought would be best for today's update, and attached were two casually smoking hot selfies. 

One had her in a one-piece swimsuit with a neckline that plunged literally all the way to her belly button, an incredibly skimpy red sling bikini. The other was a more typical black two piece, except the fabric was so thin he could see a hint of areola and the panty nearly sank into the folds of her womanhood. 

It was Mariah, no doubt about that, and these were fresh pics that hadn't been posted anywhere. A true freak like Darren would know that for a fact. 

He bit his bottom lip, feeling the nervous sweat drip down his forehead as he typed his reply. He went with the microbikini.

She replied with a quick, 'Yep, was leaning that way too', and just a few minutes later he saw her updating her OnlyFans with a truly beautiful pic set. It was a gallery of her from four different angles posed like a cat, next to nude with that skimpy bikini failing to cover a damn thing. 

Darren felt a rush of power like never before. He was very tempted to touch himself... but he made a vow some weeks back not to do this anymore. 

He was done masturbating, he told himself the next time he came it would be with a girl, and INSIDE her at that. 

This, he felt, was a great way to motivate himself to get laid in theory, but was quite the self blueballing in practice, especially with his new job now. He was on the NNN kick all-year-round these days, at least it felt that way.

The next day, he chatted with them again, laying on the bed with his laptop unfurled on his chest. And here he ended up getting another exciting freebie that they asked for him to critique; this time, a video, which he was eager to open.

His jaw nearly hit the floor when he was immediately greeted with the two of them nude - or seemingly nude - with just a thick layer of soapy bubbles covering them up. The E-Mail would explain that they actually had skin-colored pasties on, just in case, but it damn sure didn't look that way. 

"Mmmm, thanks for helping me get those hard to reach places..." Kylie moaned, arms crossed to prop her bosom up as she rubbed the soap into her shoulders, slick and shiny. 

Mariah grinned, "Mmm, dirty girl has to get clean somehow..."

And with that, she revealed a bucket of water to the camera. Kylie struck a pose, turning around and popping her wide round hips towards the camera in a dramatic thrust. A bit of soap flew off her flesh and made a little spot on the lens.

Mariah looked to the camera, wriggling her eyebrows a bit as she raised the bucket higher and began tipping it down, looking to wash the suds away and reveal everything that lay underneath. Just as the water starts to fall, the video cuts - a severe tease.

Darren was tightly gripping the covers watching this, a real rager growing within his boxers. He was regretting his self-imposed rule real badly right about now...

He had to write and rewrite his reply about eight times, his trembling fingers proving clumsy and making many mistakes, but eventually he gave them the feedback about how cool it was when the soap hit the camera, making for a nice fun visual that gave the scene a more dynamic flair.

The girls seemed to like his feedback and as he got more comfortable talking about their work, he started making suggestions. 

He spoke back and forth with Kylie about a pose that she felt was too... aggressive, at first. She liked being the powerful one in a relationship but wasn't certain if her particular brand of simps really wanted to be sat on with as much fervor as Mariah's. 

Eventually, she saw sense on this. And so she delighted her followers with a POV shot, a big close-up of her ass that gave everyone a nice preview of what it might look like if she gave them the honor of sitting on their face. 

Content with getting this suggestion in, Darren packed it up for the night and went to bed.

Needless to say, this pic blew up big time, and actually had the most hits of anything she'd done that week. A genuine overnight sensation, it left Kylie very pleased to say the least.

At around 3 AM, Darren woke up to the buzz of his phone. Glancing up foggily from the nightstand, he picked it up and looked at it, wincing as his eyes had to adjust to the bright light.

'Ohhh my gosh that pic did great!! Guess they rly are big subz after all. They all wanna be sat on i guess hah. Weird. Howd you know? Seem to have a gift for this sorta think"

Half-awake, his mind absolutely elsewhere, Darren typed his reply. Then he set his phone down, let out a big yawn, stretched and curled up to go right back to bed. 

That morning, he awoke and checked his phone for messages. He saw no new ones... but he did read back the conversation from the night before.

It's a good thing he was still in bed because otherwise his phone would've hit the floor. It fell right from his hand as it went limp in an instant. His face went pale, and he heard a long low whine of a moan that he gradually realized was coming from his own lips. 

"Shit. Shit, shit...!" he muttered to himself, slapping his own head. "How did I let this happen, oh hell!"

The message he had sent Kylie the night before read, "Ofc i know what they want, I've been big fan of you both for ages. I'm one of those subs, big time lol"

Darren did NOT want those two knowing that he was a big fanboy of theirs, that their new talent manager was but one of the many simps who pleasured themselves to their image. In his sleep haze he’d lost that filter, just outright telling her the truth like it was nothing. 

And to make matters worse... she hadn't responded back. Underneath the message it said, 'Read 3:32 AM'. Seven hours ago at this point.

He crawled out of bed and started pacing the room. His age old anxiety was here and it was hitting him like a truck. 'Dammit now they'll think I'm just some perv! Some skeevy guy that took this job just to get close to them! Oh no, oh no... what have I done?!'

Always the type to get in his own head about these situations, Darren invented a vivid scenario of the girls being repulsed by his actions and quickly firing him, reporting him, getting him blackballed... among many other nasty punishments he'd imagined for this slight that he was blowing out of proportion. 

He was wearing a hole in the floor, trying to think of something to say, some excuse for why he did that. Would she believe him if he said it was just a joke? He hadn’t joked with her like that before but maybe.

Or... maybe he could just play it off. Maybe she wasn't upset at all and he was just being a worry wart again. Maybe he was reading way too much into being left on read. Maybe she was just getting to bed as well and hadn't even woken up yet.

So he waited... an hour passed, then another. No response. 

Well, no big deal, maybe she’d forgotten at that point. Or… maybe knowing he's a fan didn't even matter at all. Maybe it's nowhere the big deal that he was making it out to be in his head! Maybe this changed nothing and they could just go on as normal without incident.

Thinking up some quick excuse to fish for a reply, he messaged her. "Hey, had an idea for a banner image, I think you’re gonna love it. Lemme know when you see this, we can discuss the details."

He hit send and proceeded to try coming up with banner image ideas so as to not be a liar.

A few minutes passed... he saw the dreaded 'Read' label again. But no response... an hour passed... no response. 

His pacing resumed and it was truly intense now. He wondered if the two had been talking with one another about this. He sent her a text too, the same little excuse about a new header. 

She read it quickly. No reply. 

Time passed... still nothing, not from either of them. Darren started to hyperventilate as his head ran through the variety of reactions the girls could've had. In an intense show of pessimism, they were all various degrees of horror. Surely they had to just think the worst of him. 

But then, finally his phone lit up. After spending hours waiting for the little chime that served as his text notif, actually hearing it scared the hell out of him. He raced over and grabbed the phone to see a message from Mariah.

Oddly enough, the response wasn't acknowledging his request, nor was it about what he'd told Kylie the night before. Instead, her text simply read, 'send me a selfie, d. i wanna see u'.

This wasn't a request, it seemed like an order. He asked, 'what for?', and to that she simply replied with a winking emoji.

'Where is this going...? Do they want to pinpoint my identity? Am I about to end up on a list somewhere??' he croaked internally. 

But he felt a little trapped at this point and didn't want to disobey her. So he found a nice headshot of himself and sent it along. After a short pause, he got another text, this time from Kylie.

Once again, it was ignoring his prior messages. And to his shock, it read, 'Wanna meet up? We got a proposal.'

Before he could respond, she sent him an address to a nearby hotel. He was floored by that one, he had no clue they were even in the area! 

And... maybe they weren't, there was no reason to believe them after all. This had to be some kind of ploy, some kind of trap they’d set for him, but what did they intend to do with him...?

He bit at his hand, his anxiety at an all-time high now. He wanted to say no, come up with some reason to turn it down. But his hands were trembling too much to even keep a steady hold of his phone. 

'I'm gonna show up and they'll have police waiting for me!’ he internally yelled. ‘There's no way, under ANY circumstance, am I going over there! No way, no how, never! I am NOT going!'

Mariah sent him another text. 'heres us right now btw'

He opened it up to see an attached picture, not a selfie of their faces but one aimed right down their bodies. 

The two girls stood side by side, wearing matching minidresses. They just barely came down past the pantyline, showing off their long legs and massive thighs. They stood so close together, he could see their thighs pushed against each other, looking so squishy and juicy…

------

Thirty minutes later...

------

"I'm such a dumbass..." Darren muttered to himself as he stepped into the hotel, resigned to whatever fate laid in store. 

He went to the front desk and asked for directions to Room 431. He trekked up the stairs to find it, hoping the reception wouldn’t be as hostile as he was dreading, but he feared the worst…

And inside that room…

Was two utterly gorgeous bombshells sitting on a bed, each with a bottle of champagne in hand, their tight minidresses lovingly hugging their curves just as Darren longed to. 

Kylie looked up with a little sparkle in her eye, an excited smile gracing her cute face. “Oooh, hey Darren! Glad you could make it! Hey, come in, come in! This is gonna be so good…”

Mariah gave him a laidback smirk, sizing him up with her eyes. She gave an approving nod and brushed a bit of hair from her face before beckoning him over with a come hither gesture. “Glad to see you weren’t pulling a trick with your picture. You’re just as cute in person, heh. Come on over…”

The two girls inched away from each other on the bed, creating a space between them… a very, very small space. Kylie gave the spot an inviting little pat as she wriggled her eyebrows at Darren. “Take a seat, sweetie!”

He took a deep breath and stammered, “Th-That sounds lovely, I th-think I’ll do just that, hah…”

The anxious man trekked over and took his seat, wedging himself very pleasantly between the two. Despite doing his best to develop himself, he was still a fairly scrawny guy. 

As he sat down and his eyes lowered to the floor, he saw his own legs compared to theirs and realized how thin they looked in comparison, their hips dwarfing the width of his own.

Kylie giggled and pat him on the back, “Eyes up here now! You’ll have time to focus on our legs later…”

Mariah chuckled, “We’ll have plenty of time for messing around. But we’d like to get to know you a little bit, Darren.”

He sat there, at the whim of these two as he sat betwixt their curvy figures, finding himself compelled to spill all the details about himself that he’d rather have kept private - he just couldn’t say no to these two. 

Darren told them of his job history, easy enough. He let slip that he was a bit of a gamer nerd which didn’t surprise either of them.

When they pressed him more on his support of the two, he did let slip that he’d actually been taking a break from OnlyFans in recent months because he was trying his best not to… well, spill any seed. 

He mentioned to them that he’d sworn off masturbating for the time being, though he was a little too embarrassed to talk about his hope for his next climax, instead telling him he was part of the semen retention movement.

That got the girls sharing a sultry little look, giggling as if thinking about an in-joke that Darren wasn’t privy to.

What impressed them most though was when he told them about his chance meeting Rayna upon first arriving in California, and the exciting time that he’d spent with her. 

“Wowwww, you and Rayna? THAT Rayna?” Kylie asked, looking a little astonished. “Nice one, Darren!”

Mariah gave him a little pat on the back. “Ay, attaboy. That’s a helluva pull right there, didn’t think you’d have it in you to bag a girl like that.”

“Heheh, what was it like?” Kylie asked, blushing slightly herself as she leaned in, twirling her hair and kicking her feet, just eating up this gossip. “You know… in bed with her.”

Darren’s eyes lowered to the floor, his face turning a little glum as the conversation swung that way.

“Well… it uh, never quite got that far.” Darren muttered, scratching the back of his head. 

He couldn’t believe he was admitting this but it was like the girls had stuck him with a truth serum or something as he quietly blurted out, “I’m actually… st-still a virgin, unfortunately…”

Darren was ashamed, expecting a cacophony of laughter as he revealed this about himself. But there was nothing of the sort, actually there didn’t seem to be much reaction at all. 

The room went weirdly still for a long heady moment as the two girls shared another glance.

Finally, Mariah broke the silence, putting a hand to his shoulder that had him quivering slightly from her firm but delicate touch. “Well. Give it time, Darren. Might not stay a virgin for much longer~”

His eyes shot open wide as dinner plates as he heard her say this, such an Earth-shattering revelation delivered so casually. And that reaction did bring about the expected girly giggles.

“Wh-What do you mean?!” Darren sputtered, breathless.

Kylie giggled and tapped at his cheek, “Our proposal, remember? We had a nice idea lined up for you. And I think you’re really gonna like it… especially the payment we’ve got in store~”

Mariah’s fingers playfully walked up Darren’s shoulder and tickled his tender neck, making him quiver and groan. 

“See we wanted to film a series of vids where we uh, toy around with a boy. Make all of our fans jealous as hell of that guy, yannow?”

“We were gonna pay a model to play with us,” Kylie remarked with a little shrug, “But now that we’ve got you, I think maybe you’re best suited for the job, heheh! Now of course, we CAN pay you for it, but…”

Mariah leaned in and whispered in his ear, “I think there’s something you might value more than money, Darren.”

He groaned deeply as Kylie leaned in as well, he felt the two embracing him from both sides, the heat from their breath… Kylie whispered, “We can take away that pesky virginity of yours~”

“Wh-What… seriously…?” Darren choked.

With a smirk, Mariah lifted up her index finger. “On one condition. You’ve gotta make it through filming without blowing your load.”

Kylie giggled, “And we’re gonna make that very, very hard for you! But don’t worry, we’re pretty lenient…”

“We’re gonna be filming for three nights, so you’ve got three shots at this.” Mariah informed him. “First, you got Kylie here to deal with. Tomorrow night, it’s you and me, one-on-one. And then…”

Kylie began to bounce up and down in place, grinning mischievously, “On night three, we both play with you! You take us both at once!”

Darren’s mouth slowly opened and just kept going, completely gobsmacked by the information. Yep, gobsmacked was definitely the word for it. 

“All you gotta do is avoid making a mess of yourself just once, on any of these nights.” Mariah further explained, “Filming always ends when you cum. Otherwise… heh, guess we just keep going until we get tired.”

She shrugged, both girls chuckling up a storm as Darren tried to process all this. “I… I… th-this…”

“Shouldn’t be hard for you, right? Mr. Semen Retention…” Kylie teased, running her hand down his back, startling him a bit as her hand squeezed at his ass. “It’s like you’ve been training for this!”

As Darren jumped from her little goosing, Mariah let a hand trail slowly down his abdomen and closing in for his blatant bulge, whispering smolderingly in his ear with her voice real low. 

“We’ll put that to the test. See juuuust how good you are at… retention…”

She gave his bulging erection a squeeze that had him gasping from the intense and sudden sexual friction. 

Kylie also looked a little surprised at the boldness but grinned devilishly at the sight. The two seemed to be getting more ravenous by the moment, just from explaining their wicked little idea.

“Aaaaand, if you manage to do it?” she chirped, “If you can survive a night without… y’know… well…”

The two girls looked at one another for a moment, before shifting towards each other. Darren watched in awe as they each stretched a long shapely leg out in front of him. 

In a clearly choreographed display, their legs crossed together, big meaty thighs pushing against each other with Darren getting an incredible close up view as they hovered just inches from his lap.

“...You’ll get a threesome,” Mariah declared, “Me. Kylie. And you. What do you say to that…?”

Darren let out a deep moan, nearly cumming in his shorts just at hearing the stakes. He seemed to go boneless, falling limply onto his back against the bed.

"Y-Yes...! Ohhh dear God, yes!" He gasped, in disbelief at just having heard the deal of the century. 

They each laughed and high fived, having just secured a free model for their next round of vids. 

"Awesome!" Mariah remarked, as she stood from the bed. "Well, the first filming session is set to start right away, so... I'll let y'all get to it~"

"R-Right away...?" Darren gulped, as he glanced over at Kylie.

She smiled brightly and twiddled her fingers his way. "Yep, it's you and me, babe! This is gonna be sooo fun..."

As Mariah left the room, Kylie stood up and quickly started getting ready. Darren's mind was racing a mile a minute, this all happened so blindingly fast. He had no clue what he'd just gotten himself roped into.

"Uh... s-so when you say videos um, what does this entail here?" Darren croaked.

"Mmm, I think it's mostly better served as a surprise." Kylie playfully replied as she set up the camcorder. "Not sure how good of an actor you are. But if you really don't see any of it coming, that'll be much better for the video~"

As she spread out the legs of her camcorder, she bent down deep. The tiny skirt of her black minidress crawled up her hips, her big beautiful bubble butt playfully wiggling as it pointed in Darren's direction.

She turned to him with a playful sway of her hair. "The only note I need you to keep in mind is to be limp. The moment I touch you, you're just gonna play dead, okay?"

Kylie stepped over and stroked his face as she leaned in, her dress dropping loosely to reveal her womanly chest, Darren couldn't help but stare down her top. She didn't seem to mind this much.

"I'm gonna 'knock you out'... but it's all pretend, okay? I'm not gonna hurt you, promise~" 

She pat him on the head and he found himself grinning at this, somehow she'd stumbled onto one of his very unique kinks.

But then, a slight bit of worry - how was he going to avoid cumming?!

Kylie stood behind the camera and asked, "Ready?"

He wasn't. He would never be. So he nodded, and she hit record.

Kylie stepped in front of the camera, waving her ass around for Darren to gawk at as she introduced the video. "Hey there. Shark.baee here. And I've got an unsuspecting victim in my waters today. Heheh... just watch~"

She shushed the camera, before turning and walking around the bed, acting like she was sneaking. Darren could clearly see her, but played along and acted as though he didn't  see her.

Kylie slid onto the bed, crawling provocatively as Darren struggled not to look her way. She had this predatory feline energy as she approached on all fours.

Then, she pounced - leaping right onto his back. Her firm breasts pressed between his shoulder blades, her thick thighs squeezing around his waist. 

Darren groaned deeply and, just as asked, turned into a ragdoll in her hands as her arms cinched around his neck. 

She gave him a playful squeeze, not tight enough to actually cut off his air but enough to look good for the camera. His eyes went half-lidded as he felt her smooth arm push up beneath his chin. 

Darren leaned into it, his face brushing against her signature tattoos. She playfully yanked him back and forth as she let out some show grunts. "Yah... yah! Take that! How do you like that, huh?!"

He just let her do as she pleased, his arms becoming noodles flopping back and forth as he let her manipulate him. 

"Heheh, he's passed out!" she chirped as she let go of him. 

He did a convincing job playing the part of a ragdoll, falling right onto the bed the moment she let go of him.

"Now I can do whatever I want with youuuuu~" she cooed as she pushed at his body, flattening him out on his back.

She slumped a shapely leg onto his frame and sat on his abdomen. He moaned deeply as he felt the counter of each of her plump round cheeks bury into his soft bits. 

"Looks like I found a nice new ride!" Kylie chirped as she playfully bounced on his body, rocking her hips around to rub that ass deeper against him. 

Meanwhile she waved her head around, whipping her dark hair back and forth. 

"M-My God..." Darren gasped. 

"Uh oh, looks like he's waking up!" Kylie remarked with a playful smile. "Well, we can deal with that..." 

She gripped at the hem of her dress. Darren watched in amazement as she pulled it off, revealing the skimpy white bra and panties beneath. 

Kylie crawled off of his body, making sure to grind her thigh against his bulging erection in the process earning a lustful groan. 

"Just one second, and I'll have you at my mercy!" Kylie chirped as she stood up and held her little outfit aloft. She started rubbing it across her body, letting Darren watch as she wiped it across her chest and used it like a towel, rubbing her ass into the fabric. 

Kylie kicked her bare foot up onto the bed, her exposed and gorgeous shapely leg stretched out as she coiled up her dress and slid it across her barely concealed crotch a few times.

She gave Darren a devilish little smile as she crawled up onto the bed again.

"Here you go... enjoy!" she remarked as she took the coiled up fabric and wrapped it around his head, pushing some into his mouth. He moaned deeply as he tasted her glorious feminine essence. 

She kept wrapping, another fold around his nose to fill his nostrils with her intoxicating musk...

Darren went limp again as she wrapped her arms around him and yanked him to a seated position.

Kylie took him into a rear naked choke position, arms around his neck and legs around his waist again, but this time she started rolling with him, dragging his carcass all across the bed. 

The two of them rolled from one side to the next, bed post to bed post. He was helpless in her grasp.

It didn't hurt at all, in fact it was incredibly comfortable. He found himself relaxing against her warm feminine figure as her dress continued filling his senses with her.

She kept whipping him around until she got to the edge of the bed. Kylie let Darren's lower half fall off, his legs dangling as her thighs tightened around his ribs - a tender hug, really.

"Mmm, you're so helpless! Look at you, my meek little victim..." she cooed sweetly, trying not to burst out laughing. It didn't exactly suit her to sound mean and domineering, it just came off cute. 

As he hung there, her bare feet came up, her toes playing with his inner thighs... her feet came together across his crotch, toying with his bulge.

Darren moaned against the fabric, which acted as a nice gag. Kylie giggled and whispered into his ear, "Remember... try to hold it!"

But that was a helluva task when her soft, smooth dainty feet were giving his cock such a squeezing. She was just blatantly giving him a footjob in front of the camera at the moment.

After enduring this for a minute or two, she abruptly hoisted his lifeless body up and tossed him onto his back again. 

Again came the cat-like crawling as she slowly made her way up the bed, her hands greedily gripping at his legs as she climbed them.

Darren happily let his legs splayed wide as he watched the scantily clad smokeshow make her way up to his crotch.

"Mmmm, this big thing keeps getting in my way." she cooed as she gave his bulge a kiss and nuzzled her face against it. "Nnngh, need to flatten it out~"

At this, the helpless Darren just twitched and hissed into the gag as she worked his member over. She kept crawling up, now letting her half-exposed breasts slide up into his crotch.

Darren was outright moaning as he felt the softness of her fit breasts running across his manhood. She softly rocked her shoulders back and forth, playfully swaying as her boobs massaged his penis. 

Part of him definitely wanted to cum right then and there, if for nothing else than as proper tribute to her fantastic body. 

But he remembered his vow - and he wanted that promised sex so badly. So he hung in there, difficult as it was.

"Mmmm, you know you're gonna give me that surrender..." Kylie moaned, giving him a smirk.

She gripped his bulge, her soft hand pushing into it as she continued to crawl. She delivered little kisses across his torso as she made her way up.

Kylie smooched his neck, then took it into her mouth, suckling and nibbling at his sensitive bits with her teeth. Darren squirmed and writhed beneath her, moaning deeply... especially as her thigh once more slipped against his member. 

As her knee playfully rubbed into his dick he found himself pleading with the heavens for strength. Kylie gazed deep into his eyes, chuckling as she saw the sheer desperation... she almost felt pity.

"D'aww... look at you. You can't do a thing, can you?" she asked, her hand drifting up his chest again. "And I'm just sooo mean, taking advantage, aren't I? I'm sorry... but it's not over yet."

Her girly hand wrapped gently around his windpipe. She let out little feminine grunts as she faux choked him for the cameras, turning him into a bobblehead as his cranium rocked back and forth.

Kylie laughed as she watched the ragdoll beneath her squirm with pleasure. He was her little plaything, and she was having a ball toying with him. It seemed Darren brought out the dommy side out of even a sweet thing like her. 

She leaned over and looked deep into his eyes. As she pulled a strand of hair behind her ear she cooed, "Mmmm, you are pretty handsome... how about a kiss, hm? Go on. Kiss me..."

Darren was surprised and delighted as she leaned her face down close to his, eyes fluttering shut, those sweet pouty lips puckered for him. He rose up to respond in kind and deliver that kiss...

But he was so caught up in her that he forgot he'd been gagged. His lips were forced apart, unable to smooch her. 

Kylie grinned wickedly at him and put her fists to her hips in mock anger as she looked down at him. "What's this...? You're turning me down? How dare you."

She gave him a little lovetap of a smack across the face, giggling to herself about her little ruse. 

That he'd fallen for her trick so completely was admittedly a little embarrassing, or at least it should’ve been. But he was having way too much fun being her toy to really feel the sting of that.

And the feeling was mutual, she was beaming as she leaned down and whispered into his ear, "Hey... remember that suggestion you gave me before...?"

Darren would've gasped if he could've. He felt his whole body tense up for once, in sheer anticipation of what was about to happen. 

She reared her lithe body up, glowering at him for a moment before she slowly turned herself around, giving him a wondrous look at her backside.

Kylie waved her magnificent beautiful ass around in Darren's field of view for a moment, before sending it down, plopping it right onto his face. 

He moaned deeply into her ass, utterly taken and overwhelmed by the cushiony twin cheeks rubbing and pressing against him. Her perfectly sculpted bubble butt was a feast for the eyes, even at this distance.

As she sat on his face, slowly rocking her hips from side to side in a gentle and tender smother, her hands roved down his abdomen, tickling at his flesh. And they took a firm hold of his quivering, pulsating member. 

Darren's howls were doubly muffled now, but intense all the same. Kylie's fingers expertly massaged his manhood through his shorts... and he knew he was trapped now, unable to fight any longer.

He erupted, seizing with bliss as he came hard, a dark spot forming in his shorts. Kylie playfully ran her soft hand across it and smirked quietly at this.

"Mmmm... that was even better than I expected. Thanks for being such a good toy, Darren." she replied, her domineering act disappearing quickly. 

Gradually, she rose her ass from his face and helped pull her minidress away. He was spread eagle on the bed, entirely spent.

She giggled as she whipped the dress over her shoulder. "Mmm, if you thought that was wild, you ain't seen nothing yet! Can't wait 'til I get to play with you again~"

Darren was panting for breath, too stunned and winded to speak. But the big dopey smile on his face spoke volumes. He watched as she turned off the camera and pulled her dress back over her luscious curves. 

She began to leave but then stopped. Kylie looked back in time to see Darren slowly picking himself off the bed. 

As he remained seated, he saw her walk over to him again, lording over him. 

"Hey. I do feel a teensy bit bad about that last tease, so... here. Let me make that up for you." she remarked, putting her hands to his face and leaning over. She surprised him by planting a tender kiss right on his lips, which he hungrily accepted.

Her taste was so marvelous, the sensation sending bolts of electricity through his very soul. Kylie savored it, nibbling on his bottom lip for a moment before slowly raising up and giving him a pat on the head. 

"Heheh. That one wasn't even for the cameras~" she remarked with a teasing wink before making her way out. 

Darren slumped back onto the bed, trying to mentally brace himself for everything that came next.

The girls let him sleep in that hotel room that night, the three of them apparently sharing it. And he drifted off, voluptuous visions in his mind, his dreams filled with pleasant round shapes…

------

The next day…

------

That next morning, it was a funny thing; he’d awakened more refreshed than he had in a long time.

He perhaps hadn’t realized just how much of a load he’d been carrying, one that Kylie had so kindly relieved him of. 

The next day Darren went through his normal routine, driving to his offices to reset the automator on his desk computer, immediately going back home to take a nap, et cetera.

But all through the day, his mind never left the wild night that no doubt awaited him when the sun went down. 

Mariah was called Lavagrrl for a reason, she was dangerously hot. She wouldn't be as easy with him as Kylie was, he was already sure of that much - she was more experienced, and spicier.

Still, he was going into that first night already pent up for months. Tonight was different, surely. He was going to have a much easier time holding it in... right?

He drove to the hotel when the time came - slightly early actually, as tended to be his way. And as he approached the door, he heard Mariah's sultry voice in mid-conversation with somebody.

"...Gosh, you mean to tell me it's true? Part of me thought it was just uh... well, you know how boys get." she said, speaking to somebody on the phone.

Darren wasn't usually the type to eavesdrop, but thought he might get a hint about her plans for him if he listened in. So he snuck up near the door and put his ear to the solid wood.

"...Yeah, I hear you. He is pretty different." Mariah murmured with a nod.

He heard the sound of her sizable ass straining the bed as she shifted, already picturing himself beneath it.

"Well, if you wouldn't mind, I mean, I'm sure you got plans of your own, but..." she mumbled, trailing off. 

Mariah paused and listened, as did Darren.

"...Okay, cool!" she replied with a cheerful tone. "Very, very interesting. Well, he should be here soon, I gotta run. See you soon!"

Darren wasn't sure what to make of the phone call. He wracked his brain but was coming up blank. He was just a little too frazzled to put the pieces together in that moment.

Perhaps he'd have had a better chance if he weren't so distracted by thoughts of what was to come when that door opened. 

Speaking of which, the door opened. 

Darren jumped with a little start as he saw her there on the other side, a tantalizing sight to be sure.

Mariah had remembered what he'd told her the night before about being such a gaming nerd, and she opted to try and capitalize on that with her outfit. He looked up her long shapely legs, lovingly clung to by skintight black leggings that drew attention to every curvy contour. 

A quick teasing expanse of thick thigh peeked out between the leggings and the short leather skirt she had on. Tiny suspender straps went up her shapely tummy, her toned midriff fully exposed. A black sports bra peeked out beneath the tiny white tube top that completed her look.

Darren was utterly shocked to see her standing before him in a Tifa cosplay, hip cocked to the left, hand to her side, an eyebrow raised.

"Little early there, aren't you?" she remarked with a smirk. "Wasn't expecting you for another half hour or so."

"I-I... you...! Wow...!" he shuddered gazing at her beautiful fit body. More than just the look, the thought of getting bullied around by Tifa was quite the fantasy, pardon the pun...

She chuckled, "That's about the reaction I was hoping for. But you be patient, little mister."

Mariah playfully poked at his chest, "The longer the session goes, the tougher it's gonna be for you to keep from blowing. And I don't want any excuses from you about starting early." 

She gave him a little pat on the head as she suggested, "How about you make yourself cute for the cameras, hm?"

He nodded slowly, gulping a bit. This prospect suddenly started to feel a lot more daunting. 

Darren stepped into the bathroom and splashed some water on his face as he waited for the time to come. 

Peering around, he noticed a few hair dye solutions around the room. Unsurprising considering the girls staying at the hotel.

He smirked a bit, seeing an opportunity to get in her good graces and actually take her advice. 

Darren went to bleach his hair a golden yellow and ruffled it up as best he could to look messy. 

Admittedly, he made for a pretty gangly and nerdy looking Cloud Strife, but he liked the flair of it, thought it'd add a little something. Maybe it’d even impress her, to see his initiative.

He waited patiently in that bathroom. When the time came, she called out to him from the bedroom. "Alright lover boy, let's do this!"

As Darren stepped from the bathroom she raised an eyebrow, chuckling a little at the sight. "Hah, look at you... getting into the spirit of things."

He nodded shyly, feeling a little silly as he sat on the bed beside her. 

She locked eyes with him, "Mmm, not a bad idea. But don't go thinking of pulling any heroics. All you gotta do is lie there with your big buster sword in the air. And I'm gonna be the one swinging it~"

She gave him a playful shove before scurrying over to turn the camera on. Unlike Kylie, she didn't bother introducing the video - a Cloud v Tifa femdom clip seemed to speak for itself. 

Mariah crawled onto the bed as Darren sat there nervously. Without warning she pounced, landing her curvy hips heavily onto him, her sweet round ass already seated on his chest. She wriggled her hips playfully, just to push a little bit deeper into his flesh.

Swiftly, Darren's shorts were tightening. This was excruciatingly arousing from jump to him, he was in deep trouble.

Like her brawler namesake, she put up her fists, a cocky smirk on her gorgeous face. She started raining down mimed punches, her fists bouncing harmlessly off of his cheeks.

"Pow, pow, pow." she muttered under her breath, playful noises as she pretended to pummel him. Darren played along, but struggled to hide the smile. 

Mariah grabbed at his hair and started whipping his head back and forth as she slowly kneeled down, the front of her panties grinding against his stomach as she flattened out on top of him.

She pulled him up into her chest, smothering his face with her breasts. His body was totally slack beneath her, especially as she pushed further down, grinding her currently padded bosom against him with authority.

"Hmph... you look like you could use a drink," Mariah remarked, despite not even being able to see his face. A good director might ask for a retake on that. "Let me mix you up a little something."

She pulled off of him and began crawling to the left of him. Quite deliberately hiking her booty up as she splayed onto her hands and knees, and lord did that skirt rude up tantalizingly high!

She made sure to show off the luscious white panties underneath clinging to her shapely lower half. 

Mariah waggled her big round rump teasingly as she reached under the bed, taking an awfully long while. 

But eventually she did emerge, and too Darren's surprise she’d retrieved what seemed like a shot glass taken straight from the downstairs bar, and a rag. Possibly also taken from the downstairs bar…

With a devious smirk she eyed him, rubbing the rag across the glass before placing it at the top. 

Darren watched, slightly confused as she tipped the empty glass upside down, pantomiming pouring a liquid onto the rag.

"Time to put you to bed, little boy." Mariah remarked as she crawled over, holding the clearly clean rag up menacingly. 

Darren didn't move a muscle as she mounted him, dramatically slapping her thighs against his ribs and whipping her hair back with a wicked grin before placing the rag right across his mouth and nose.

He just looked up at her, a little dumbfounded as she grunted and groaned, pushing it against his face. Eventually she leaned down, a little cross as she whispered, "It's chloroform, dumbass!"

Hearing that, Darren went yet more slack beneath her, his eyes rolling into the back of his head as he pretended to pass out. 

Mariah laughed before pulling him up, his arms trailing behind him, head rolling back. She dragged him off of the bed and, in a show of strength, actually lifted him above her head!

This was a bit of a flashback for Darren, he wasn't aware Mariah had this in her. Granted she did probably outweigh him and it was no surprise what a strong lower body she was packing.

"I see why they call you Cloud, you weigh as much as one!" she chuckled, walking around the room with his limp body in her hands.

He indeed felt pretty weightless at the moment, being flung around like a child. 

She actually spun with him for a bit before launching him forward, a bit callously albeit she made sure he landed onto the mattress.

It still wasn't the easiest landing though as he was dropped onto his front... he winced a bit, reaching down between his legs.

Mariah started laughing, clearly not feeling too bad. "Awww, did you fall on your sword? Haahahah..."

Just to really rub it in, she leaped onto him, landing her stomach across his backside, putting that much more pressure onto his bulge as it ground against the mattress, an unexpected source of sexual friction.

He let out a moan, a touch of pain and a touch of pleasure from the sensation. He did really enjoy feeling her on top of him in basically any context.

"Heh, guess landing on your dick will wake up anybody." she teased as she rolled away from him and back off the bed. 

"Poor guy didn't get much sleep at all.” she added with a shake of her head and a little shrug. “But ehh, whatever… I'll have some more fun with you before I put you back down~”

She pushed at him, rolling him onto his back. Darren groaned, playing the part of the drowsy victim, still motionless as she dove onto him.

It was the same kind of splash maneuver as a moment ago, but now he was on his back, which meant that this time that taut tummy of hers landed right onto his bulge! 

Darren cried out with a deep moan and a big grin on his face, his cock twitching violently in his boxers as Mariah pushed down further, rubbing that tight stomach of hers deeper into his member.

He could practically feel the ridges of her abs running across his dick, his thick manhood just about getting caught in them. She laughed, finding the pose a little absurd but very fun. 

Mariah crawled a little lower, grabbing her breasts as she rubbed them against his crotch, earning a hiss of pleasure. "Mmm, this could be better, huh...? Heheh..."

He expected her to take the top off, but instead she reached beneath it and unhooked the sports bra. 

As though she'd done it a million times before, she easily pulled her bra off from underneath the tiny little white tube top.

She grinned wickedly at him, dropping the straps of the suspenders. Her shapely breasts were much bouncier now, and he could make out the shape of her nipple hardening against the thin white fabric.

"Muuuch better..." she cooed as she teasingly ran her hands across her breasts. "You always did pine for these, didn't you...? Hmhm... well here."

She pushed her tits right back into his crotch. 

This time Darren's eyes almost rolled into the back of his head for real, the sensation was in fact a lot better without that pesky bra in the way. 

He could hardly deal with the sheer softness of her breasts as she squished them together around his manhood, jiggling them playfully against his twitching member. This was similar to what Kylie did to him but taken up a notch by the more direct contact and Mariah's more intense technique. 

Darren twitched and winced and hissed, fighting against himself. If he were still pent up like last time, this likely would've finished him but he was able to endure it. 

Mariah looked up at him, slightly impressed and smirking. "Guess you ain't beat yet. But there's a lot more coming for ya."

She took a firm hold of his bulge, caressing and massaging it as he laid there and bit his bottom lip. 

She slid her leg forward, planting a knee into his stomach as one hand squeezed his cock and the other gently came to clutch his throat, giving him a little more mock choking. 

Of course he didn't resist, loving every minute of the abuse and being absolute putty in her hands. His only worry was how in the world was he going to last a full night of this treatment and earn that three-way?

Darren's eyes slowly closed as he pretended to pass out once more. Mariah laughed as she watched him go and gloated, flexing her arms. "I'm just too strong for you, you can't take me! Not with those shrimpy arms~"

She poked at his arm, watching it flop at her touch like a noodle. 

As one remained locked onto his member, she gripped at his collar and started pulling him off the bed again. 

Darren found himself lifted up like a ragdoll once again, hoisted above her head by the neck and crotch!

He could hardly believe the dominant display, his limbs whipping around like that of a puppets as she spun with him. 

It seemed like she was putting particular pressure on his erection as she lifted him, lowered him and lifted him again.

"Heh, I could bench press you... you're so helpless." she noted with a shake of her head. 

She had no clue how close he was to cumming from this wild sensation before she opted to slam him onto his back on the bed again. He looked up at the cieling, panting as she lorded over him. 

The amazon seemed to be upside down as she bent over and smiled at him, her hair falling down like a curtain to tickle his nose.

She gripped his cheeks and leaned down to give him a particularly aggressive titsmother, essentially motorboating herself, before knocking his head away with a playful slap.

As she marched around the room, Mariah grinned wickedly, "Mmmm, now I can do whatever I want with you again~"

And she took quick advantage of that, going over and waving her ass in his face... Darren watched with fascination as she pulled the skirt off slowly, revealing her glorious, plump round bubble butt inch by inch.

He was practically begging internally for her to sit on his face like Kylie did. But she had other plans.

She turned around and pushed her crotch into his face. Splayed on all fours like a cat, she let out a feral, "RRRRREOW!" as she began to grind her pantyline against his face. 

Mariah wasn't quite in-character as Tifa anymore but then again, most of the cosplay was gone now anyway.

Darren had no complaints of course as her wide round hips rocked fluidly back and forth, up and down. She let out a little moan as her pussy ran deeply against his face... he was astounded to feel the wetness pooling between those thick thighs of hers. 

It was especially evident when she closed those thighs around his cheeks and rocked his head side to side with just a swivel of her hips.

"Hnnnngh, you've got a face I could ride for miles, heheheh!" she chuckled as she bounced up and down on his nose for a moment.

She proceeded to sit on his chest and slowly scoot herself backward, sliding her mostly bare ass across his torso.

He shuddered as he felt the twin mounds caress his sensitive abdomen, and his eyes lit up as he realized what was about to happen. 

"Nnnngh, ready for this one?" she asked before chuckling, "Who am I kidding? Of course you're not~"

She proceeded to plop that big heavy ass right onto his crotch. He let out a high pitched shriek of shock and ecstasy, she wriggled those fantastic hips like a belly dancer grinding further and further against his throbbing bulge. 

It was an astounding sight as she slowly turned around, showing her majestic ass off directly to Darren as she waggled it and playfully bounced it across his rock solid member. 

His grunts of lust synced up nicely with the rhythmic plopping noise as her soft squishy ass cheek kept bouncing off his rigid bulge. 

And his groans got just a little bit louder whenever she missed the mark, her ass slapping lightly against his balls instead with just enough force to make him take notice.

She noticed this and laughed with a little smirk. "D'awww, sorry about that! Accident! Promise~"

Turning around once more, she splayed her body on top of Darren, again dry humping him - this time humping his cock directly! His body twitched, legs flailing a bit from the sheer sexual friction as the front of her wet panties glided across his length time and again.

Mariah moaned, "This is as close to sex as you've ever gotten, isn't it, little guy...? Nnnnnngggh."

His cheeks flushed red, she wasn't wrong. She laughed cockily, merciless as she grinded their crotches together. "Mmmf, it feels like so much, doesn't it? Like more than you could ever hope to handle. But the truth is... this is nothing. Just a warm-up for me."

Her thick thighs squeezed around his member as she wriggled those hips harder and harder. This was starting to feel like it might not be a roleplay anymore, the lines blurring.

Once more, Mariah crawled up his body, letting her curves meld against him. She tickled at his ribs, kissed at his chest, bit at his neck like a vampire... 

Darren was at her mercy, completely under her spell. It felt like she could've made him cum whenever she wanted.

And that was not far from the truth…

"Mmmm? What's this? Some life in you still?" she asked as she glanced into his eyes with a knowing smile. "Well, we'll just have to take care of that, won't we? Time to finish you off..."

She whipped around and stretched her legs back, thighs squeezing around his neck. He was astounded by the sight as she placed him into a headscissor, her big squishy thighs clapping his ears and hugging his head.

This was more firm than before, a sign she was getting used to. Of course it didn't bother Darren, this sure didn't hurt, nothing but the delicious cushioning of her thighs for him to lose himself in.

As she arced back, her legs squeezing gently around his neck, she raised her fists again, eyes mischievously locked onto his manhood. 

"Time to tee off on the biggest target you got!" she laughed, before sending a slow motion punch towards his dick. He groaned as he felt her knuckles run against his erection through the thinning fabric of his progressively ruined boxers.

She unleashed a pantomime flurry, playfully punching at his crotch... she was just goofing around, she had no clue how much she was striking his every chord with this. 

He could only lie back and watch, getting an incredible view of her ass as her thick thighs put more and more of a squeeze on him... she actually was starting to choke him, but he just didn't have it in him to speak up. It felt better this way in fact, the lack of air just intensified things.

Mariah pretended to thrust an elbow onto his balls with an exaggerated "Hiyah!" before she took hold of his member with both hands.

She was just blatantly jerking him off now, enjoying the feeling of it twitching between her fingers. She knew this would finish him, but it was perhaps too similar to how Kylie did it.

The competitor in her wanted to one-up her. Do her one better.

Maybe her boobs could do what Kylie's failed to do?

Mariah grinned as she leaned forward, absent-mindedly squeezing him a little tighter on that headscissor as her soft womanly chest pushed into his crotch again.

She tightly gripped her own breasts and squeezed them together as his dick was sandwiched between them. She pumped and pumped, and it took him well beyond his limit.

The last bit of air was released in a sharp howl of ecstasy as he came furiously in his shorts. He was making a real mess on himself, but in his mind he was painting the tan woman's breasts a pale white.

The asphyxiation intensified the orgasm as he found the world going black around him.

Moments later, he opened his eyes to see Mariah lording over him, her expression much gentler than he was used to.

She'd stopped the filming, and totally dropped the act when she realized what happened. She'd accidentally choked him out between her thighs for real. 

"Shit... shit, are you okay? Hey, wake up!" she grumbled, in genuine distress as she knelt by his side.

Her hands felt so soft as she cradled his face, moaning gently from her touch. 

Though in a daze, he gave her a warm smile. 

"That... that was awesome..." he whispered.

Sent reeling from the whiplash, she started laughing, shaking her head. "Scared me for a second there. Sorry about that, I got a little carried away."

He closed his eyes and leaned into her hand on his cheek. "Mmm... don't be. I'm having the time of my life~"

She grinned at him. "Yeah, I bet you are. What a little simp you turned out to be... heh."

Mariah slowly rolled off the bed and stood, collecting her clothes with a triumphant grin on her face. 

"That's two strikes now. You're on thin ice... and this next one's gonna be the toughest yet. Oh well! See you tomorrow little guy~"

As she turned around, she made sure to waggle her ass a bit, giving him yet another show as she closed the door behind her.

"Yep... I'm fucked." Darren admitted, shrugging with a grin as he laid back onto his pillow. 

He knew his odds were slim. He was just going to focus on enjoying the ride. 

------

The next day...

------

The next morning, the very moment he woke up in that hotel room, he had a bit of an epiphany.

"Screw that noise, I want to win!"

Funny how a night's sleep can change one's perspective entirely. Some say your consciousness literally resets every time you wake up, kinda spooky stuff if you look into it.

He shook his head as he thought back to his performance so far in this little game.

Two nights down, and both a failure…

Well, maybe that wasn’t a fair thing to say. Having women as unbelievably sexy as Kylie and Mariah work you over until you splooge all over yourself is about as big a W as a guy could ask for.

But still, Darren wasn't looking in good shape as far as the bet was concerned. And the bet was an incredibly high stakes one, to be sure. 

He had to fortify himself for this, his biggest task. Surely after two straight nights of intense climaxes, this time he's got the advantage, right?

Okay, so it was gonna be two on one this go-round, when he was basically helpless against each of them solo. In fact, he wasn't sure he got anywhere close to the end of the night with either of them, thinking about it. 

How long was he actually expected to go in the first place? That was never established.

Maybe these were questions he should've asked beforehand...

Then again, this all just happened so quickly, totally of the blue. They blindsided him with every step of this.

But now, he'd had time to think it over and time to steel himself. As he drove over to the hotel again, he found himself breathing in... breathing out...

He was calm, cool as could be. He'd emptied his mind of the anxiety, the worry. He glanced to his hands on the wheel and focused on making sure they were steady.

The same trembling hands that pulled him onto this path, that same nervous energy was the thing holding him back. it was the power these girls held over him, the power that let them force the white flag (so to speak) to raise whenever they wanted.

He made his way up to the room, right on time this go-round, and gave it a knock.

"Come inside~" came the playful voice of Kylie on the other side.

He nodded, thinking to himself, 'That's exactly what I'm gonna do.'

And he opened the door to see... no bed. It'd been moved out of the room, and in its place, surrounded by camcorders, was a big portable rubber swimming pool, filled with bubbly water. 

And sitting on the rim, sporting microbikinis just like the one Darren had picked out for Mariah days ago, was the two women who'd turned him into their personal plaything of late. 

Well, their shared plaything, perhaps. Certainly a toy by any measure.

Kylie fiddled with a sucker in her mouth, tongue wrapping around the cherry hand candy as she twiddled her fingers at him. "Hey there, handsome!"

Mariah beckoned him inside. "Come on in... we don't bite. Well, not hard anyway~"

Darren took another deep breath and stepped inside, closing the door behind him. 

The minute it was shut, he began to see red. That was to say, the red spandex of the speedo that had just been tossed playfully onto his face.

"There's your outfit today, tiger." Mariah mused, subtly adjusting her bikini top, which hardly covered a damn thing. 

Kylie giggled, "I think it'll really show off your best features..."

He blushed and smiled at her not-so-veiled compliment of his manhood. 

"W-Wow... so, a pool huh?" he asked, showing his observational skills.

"We both have kind of a thing with the beach. Well, I guess every girl on OF has that thing..." Mariah remarked.

Kylie raised her hands and bounced on the rim of the pool. "But I'm a shark, so I got it double!"

Mariah shook her head and smirked. "Being that we're in Cali, we could've probably moved this session to an actual beach. But this seemed to be a lot funnier."

He slowly nodded, "That and it's more... private."

She shrugged. "Sure, real private. Just the three of us, and the thousands of pervs watching."

With a sharp inhale he nodded, "Well. I guess I'll just... go change."

Darren began to step to the bathroom, until he heard Mariah speak up. 

"Up, up, up!" she spoke.

He whipped back around to see her twirling her finger at him like he'd just done something naughty. This despite the fact that the naughtyness had yet to begin.

"No no. You're gonna change right here, mister." Mariah chirped. 

Kylie grinned, "We want to watch! Girls need eye candy too, yannow~"

"Wh-What...? In front of that many people?" he choked. He was proud of his cock, but not quite THAT proud.

"Cameras aren't rolling yet." Mariah clarified. "This one's just for us! Now go on, take it off!"

Darren blushed deeply, but did as he was told. He stripped his shirt off, and Kylie let out a little coo as her eyes ate him up.

Their reactions made this easier, it was actually pretty fun being ogled. He lowered his shorts slowly and Mariah put her fingers to her mouth, a playful wolf whistle escaping her lips.

He grinned as down went the boxers and the two girls both cheered as they saw his full erection spring free.

"Mmmmmmm, you're packing." Mariah growled.

"How's such a handsome man with such a handsome cock still a virgin?" Kylie asked, sincerely.

He cleared his throat, quite sheepish as he began to pull up the speedo. And unsurprisingly, they picked out a full on banana hammock for him. 

This thing left nothing to the imagination, you could accurately measure his cock and balls through the thin red spandex. 

"Is... is this good?" Darren croaked.

"Good for us!" Kylie replied with a wink.

"We get a good show, and direct access." Mariah replied with a smolder, biting on the tip of her sunglasses. "You're screwed, you know that, right?"

He shrugged and stepped closer to the pool as Mariah went up to the camera and turned it on. Just as he got a little too close, a grinning Kylie grabbed him by the wrist and pulled him right in.

It was a good reminder of how much stronger these girls were than him, this took no effort at all. He didn't even have to pretend to be a ragdoll this time around, she just yanked him headlong into the water.

He thrust himself back out into the open air just in time to watch Kylie dive onto him with a cannonball. Her scantily-clad round ass smacked right into his face as she fell onto him, right back into the water!

Kylie's girly giggles filled the room as Mariah slipped much more casually into the pool and slowly submerged herself for a moment. 

Darren found himself backed against the pool wall with the two of them standing just a few feet away, each of them looking hungry, and he brought the only slab of meat around.

They'd deliberately gotten themselves wet, their incredible bodies slick and shiny. And slippery too - surely those swimsuits weren't staying in place the whole time right?

Slowly they walked up, inch by inch, their thighs jiggling, boobs a-bouncing. 

"Ready to get started, Darren?" Kylie cooed.

"Mmmm, he'll never be ready." Mariah hissed.

He took a deep breath, best he could without swallowing some water. They'd rattled him for sure, but he wanted to bring himself back to the head space he was in earlier.

He could do this. He was stronger than his urges! He was determined to last this time. There was simply no way he was cumming again!

Mariah and Kylie moved waaay up into his personal space, hands gently running across his chest and shoulders. Slowly, their legs rose in unison, crossing in a manner similar to the way they teased him on night one. 

But this time was a little bit different, because now those thick thighs were fully bared, sopping wet and pushed right against his crotch. This took it to a whole new level of sexy.

Putting on the dommy mommy voice big time, Mariah whispered huskily into his ear, "Get ready to get rocked... alllllll... niiiiiight... looooooo-"

Darren cut her off with a howl as he came in his speedo.

The both of them stood straight up and backing off, their eyes going wide with shock as they watched him writhe and wriggle, grunting and groaning intensely. 

"He... he didn't just-...?" Kylie asked to nobody in particular.

But she cupped her mouth at the confirmation when she saw the white sticky liquid floating atop the water.

His face was flushed red, deeply ashamed as he looked away. "...D-Dammit..."

They didn't want to laugh, but they couldn't help it - the two girls covered their mouths and cackled at the misfortune.

"Awwww, poor guy... this was just too much, huh?" Kylie asked between giggles. She gave him a little pat on the shoulder.

Mariah shook her head. "Goddamn, you had NO chance. That's rough, buddy."

Darren sighed, glum at how his last climax turned out to be so, well, anti-climactic. "Ah hell, I guess I'll just get out of here..."

He started to leave, but Mariah gripped him by the shoulder. 

"Nah, come on, don't leave on THAT note." 

Kylie nodded, "I don't want you feeling bad. Let's go ahead and say that one just... didn't count, okay? So you still got one more."

Darren's mood picked right back up hearing that. "Wha... wait, seriously? You'd do that?"

He looked between the two as they smiled back at him. Maybe he actually DID have an advantage now, surely now that he's just cum-

Thankfully, Darren managed to stop himself from going down that thought train again, he didn't need to jinx himself any further.

Mariah shrugged, "Besides, that was NOT gonna make for enough footage!" 

Darren slowly nodded, still a little embarassed. "Cool. Um, can we cut out that first part? I don't want people seeing that one..."

"Sure, sure~" Kylie agreed.

Mariah winked at him, "But we will keep it around, just in case we need to blackmail you."

Kylie gave Mariah a shove at that one. And finally, Darren let himself genuinely relax again as he watched the two act so silly.

"Right. Okay, so when are we actually gonna sta-"

In a flash, the two girls rushed him in sync. It was basically a glomp, but from two sides at once, leaving him sandwiched between the two curvy bodies!

Darren let out a helpless moan as they embraced him, their hands running up and down his bared back and torso, their lips playing with his neck and kissing at his cheeks.

He felt it all - their breasts running across his pecs, their massive thighs, one across his abdomen and the other the small of his back. And then they turned around, each burying their asses deep into his love handles.

The man just melted between the two of them, hissing with delight as he fought to restrain his ecstasy.

His eyes shot open as he finally thought to ask, "W-Wait, I was wanting to know, how long am I supposed to even last f-"

Darren's thought was cut off when Kylie leaped onto him again, boobsfirst in his face as she once again dunked him into the water with her on top. 

For a moment, she had him pinned to the bottom of the pool. He watched her through the clear water as she glanced into his eyes, her hair moving up towards the surface in elegant slow motion. She moved in to give him a kiss right on the lips...

...just as Mariah casually began to grind her foot into his bulge. 

That had him squirming, suddenly hacking and taking in water, interrupting the kiss. Kylie laughed as she grabbed his wrists and pulled him back up to the surface. 

"Woo! Oh, this is so fun!" she cheered as she playfully splashed at Darren. 

"You holding up okay?" Mariah asked him with a wry smirk. 

He was panting for breath, losing it as the two women absoluely had their way with him. This was disorienting, he hardly knew his up from his down. 

It seemed like the only thing he COULD focus on was the pleasure... and that was the idea.

Kylie jumped right onto his back, she seemed to like the piggyback position. Her arms wrapped snugly around his neck and her thighs around his waist again, a very familiar move.

But this time he also had Mariah standing right in front of him, ready to add her devious dose of pleasure to the mix.

She licked her lips as her hands ran across his exposed abdomen... and of course, they closed around his throbbing manhood. 

He moaned deeply as one hand stroked his cock and the other playfully fondled his balls.

Meanwhile Kylie hugged his neck tighter, yelling, "Go to sleep, big boy!"

He went limp, with one very obvious exception... he began to drift across the water, but Mariah's hand on his cock kept him from going too far. 

"Ah, you know what we should've gotten?" Kylie asked, as she poked her head above the water. "A beach ball! I love beach balls..."

Mariah smirked. "Oh, I think we got a perfectly good one right here, don't you? Heh, don't worry, Darren, I'm talking about your whole body..."

Kylie released him and pushed him over to Mariah, curious as to what she's got in mind. Without any hesitation, she hoisted him up onto her shoulders and then again pressed him high up in the air. 

"Go long!" she called out with a grin.

That had Kylie laughing, she backed up with her hands up in the air. Mariah straight up tossed Darren's limp carcass through the air, like a genuine toy as Kylie leaped up to catch him. And she actually managed it too!

"Yeah-heh, nice!" she cheered before tossing him right back.

This was like something out of a dream, he was so beyond helpless as they tossed him back and forth like a beach ball. Eventually, after catching him again, Kylie decided to sling up him upside down.

She plunged his head into the water and forced his face up against her crotch, while she went to kissing at his bulge. 

He felt her teeth nip at the spandex and tug lightly, but somehow she managed to avoid actually biting his trembling cock. 

As if doing a piledriver in slow motion, she wrapped her thighs tightly around his head and slowly began to fall with him, drifting gently through the water. He'd never been dominated quite so softly.

They popped back up and Kylie went to shove him towards Mariah again. 

But, to everyone’s surprise, she actually blocked it! 

That is to say that she put her foot up to stop his momentum before he got close - the bottom of her bare slick foot pushed gently into Darren's crotch as she extended her long powerful leg.

"Mmm, Kylie, I want you to do something for me." she spoke.

Kylie tilted her head. 

Mariah slowly turned around and bent over, waving her massive ass Darren's way. That micro thong hid nothing, her cheeks freely swung to and fro. 

"I want his hands on me. But I know the guy's just too much of a gentleman to cop a feel." she remarked, looking back with a come hither gaze. "Can you help the poor sap out for me?"

Kylie grinned as she grabbed at Darren's wrists. He gasped as he was pulled closer to that ass, Kylie having him place his hands right upon it. 

This alone nearly had him erupting for the second time that night. His hands began greedily groping and massaging her massive jiggling booty, his fingers just sinking into the soft, yielding flesh.

He was utterly entranced with her ass... he wanted it bad. And slowly, Mariah began to back up into him... that ass got even bigger and bigger as it closed in on him until it was but inches away from his throbbing bulge. 

As she bent over in front of him, Darren couldn't help but see it. Couldn't help but imagine himself rocking her world in that very position, watching her ass bounce as he thrust with all his might. 

But of course, he wasn't getting that unless he won. Which meant... well, it was a bit of a lost cause...

Kylie leaped onto his back again, this time making sure to rub her breasts across the top of his head, squeezing them against his cheeks. 

As her soft feminine orbs smothered him from above, Mariah's came in from below, her ass grinding deeply against Darren's crotch. She wriggled her hips, rocking them in a circular pattern as her ass totally enveloped his twitching bulge. 

She arced forward, pushing her hips back so forcefully it actually pushed him backwards. 

But as they got closer to the pool wall, Kylie kicked her legs out, her bare feet pressed against the rubber. That was more than enough to stop Darren in his tracks.

And Mariah just kept going harder and harder, those massive cheeks embracing, damn near swallowing his member. 

Being sandwiched so securely between the two of them, utterly defenseless with nowhere to go... it was simply inevitable what happened next.

From deep within his loins, Darren came yet again, a long deep grunt of pleasure escaping from his lips as he came hard, filling that speedo up once again.

Mariah didn't even have to look back. She felt his powerful expulsion, felt the sticky white seed splatter across the massive canvas that was her backside. 

And Kylie saw it too, beaming as she declared, "Mmmm, that one's gonna be a much better take~"

She slid down his body, letting her curves grace him one more time before letting go. And this was not acting at all, Darren felt so entirely helplessly boneless that the moment the two girls let go of him, he just fell lifelessly into the pool. His body sank like a stone, not even enough strength left in him to keep his head above water.

Kylie giggled, "Ooh, looks like we got a little lifeguard roleplay coming on now." 

Mariah just rolled her eyes and the two girls dove in for him. Next thing he knew, he'd been dragged back onto dry land (the floor) with the two of them standing above him. 

"Doing okay there, Darren?" Kylie asked as she knelt down beside him.

With a shake of her head, Mariah remarked, "Hope that was worth drowning over."

Slowly he nodded, a big grin appearing on his face. 

"It was."

He slowly breathed in the air as the girls walked around the room, getting the set taken down, turning the camera off... 

…and in the case of Mariah, sending a text to a certain someone

Meanwhile, Kylie pulled Darren up to a seated position and hugged him from the side.

"Mmmm, this has been soooo much fun, I can't even tell you!" she chirped, nestling her head against his shoulder.

Darren nodded with a smile and a somewhat wistful sigh, "Just a shame that it's over. And, that I'll probably stay a virgin forever..."

She scoffed and gave him a playful swat on the chest. "Oh come on, don't be like that. You're VERY fuckable! Take it from the two girls who spent this three day weekend fucking your face!"

There was no Earthly way he could avoid laughing at that one. As the two shared a wholesome giggle over some naughty words, Mariah walked over, arms crossed to prop up her bosom, a mischievous glint in her eye.

"Guess what? It's not over after all." she said with a toothy smile.

"Wh-What do you mean...?" Darren muttered. "This was all we had planned."

She shrugged. "Plans change. You may have missed your shot at that threesome but... you'll still have your chance at our mystery participant."

Kylie was genuinely in the dark about this, slowly rising up and stepping over to Mariah. "Girl, what are you talking about...?"

Mariah leaned in and whispered in her ear. Slowly, Kylie's eyes widened and she had a beaming smile, hopping up and down and making her assets bounce with her. "Oooooooh, Darren, You GOTTA come back tomorrow!" 

He was utterly spent and totally baffled. But he'd had a wonderful time and if they said there was more, who was he to argue? 

It wasn't until he got home he really started thinking about how weird the offer was. A mystery participant...? 

------

The next day...

------

And so came the fourth night of this three night challenge. Because math isn't sexy.

Darren had zero clue what to expect as he strode into the hotel this time. He actually saw Mariah and Kylie waiting in front of the door, back in minidresses like before. 

They didn't say a word, just beckoning him to come back to the door. As he neared it, just as they'd discussed before, he stripped down, opting to go totally nude for this final encounter.

And with that, he let it all hang out as he stepped inside. Into what had become their designated pleasure room. 

And what he saw on the other side, sitting atop the newly reinstalled bed... just about melted his mind. 

His jaw dropped. His face went pale. His next heartbeat was about a minute removed from his last.

It couldn't be. It couldn't be her... but it was.

Her burnt brunette hair whipped his way as she glanced over to him, a familiar playful smile on her unbelievably beautiful face. 

Rayna. She was here.

"I-I... I can't believe... how... what?!" he gasped.

Mariah spoke up, "You mentioned uh, knowing her. Well she's a mutual! And I knew she was in town again so I invited her over."

Kylie piped up, "This one isn't for the cameras, it's for you two lovebirds only! Enjoy~"

Slowly Rayna stood up from the bed, standing with her legs spread in that power stance she loved so much. 

Darren's eyes welled up with tears as took in her fit tan smooth body, shown off wonderfully by that tight yellow tiny bikini, a backwards cap adorning her lengthy beautiful hair.

"R-Rayna..." Darren muttered as he slowly walked up to her, arms outstretched for a hug.

Just as he got in range, she thrust her powerful leg up between his, her knee slapping into his big bare balls, making them bounce violently. He gasped, the air billowing from his lungs as he fell to the floor. 

Rayna glared down at him, crossing her arms. "You're MY toy, got that? Who said you could find other owners, hm?"

The other girls were in shock at the scene, Mariah stunned silent.

"R-Rayna?!" Kylie shrieked, cupping her mouth. "What are you doing?!"

She glared down at him with a fury in her eyes for a moment, before turning into poorly stifled laughter. She turned over to the girls with a grin, "Gotcha. Don't worry, he loves it."

Darren poked his head up at the two of them, a big dopey smile on his face. 

They were both astonished, and Mariah a little annoyed. "What the hell?! You like being kicked in the balls and you didn't tell me? Duuude, I'd have had a field day, shit."

Rayna chuckled as she cracked her knuckles and looked down at her boytoy. "Watch and learn, ladies. I'll show you how to break this boy."

She reached down, offering him a hand. He accepted it, and she pulled him up directly into a judo throw that sent his limp body thrashing across the room. It was like no time had passed at all, they were picking up right where they left off.

Darren had never been so genuinely, deeply moved to get his ass kicked. This was like a thousand Christmas presents at once. 

Rayna lifted him onto her back, parading him around before tossing him onto the bed. She climbed atop the post and leaped onto him, her taut tummy splashing his face. 

It was remarkable. Like time had utterly stood still in all those months. It was like she never stopped sitting on his face, like it was still the only seat she ever knew in the whole wide world.

She pulled him up off the bed, letting his limp form slump close to her as she danced around with him. All the classics... he was in Heaven. 

Who ever knew nostalgia could be so arousing...?

She pushed him against the wall and pinned him to by way of her foot on his balls. He moaned deeply as she twisted, the underside of her cute foot grinding deeply into his twitching genitals. 

From there, she got him with a tomoe throw, flipping him over her head and landing him right on his back. 

Rayna had learned a thing or two in the time away though, a way to take this technique even further.

She demonstrated its evolution by rolling backward and repeating it over and over in a rhythmic string, flipping him time and time again in one unbroken motion, a majestic sight to see.

Mariah and Kylie agreed, they were in absolute awe watching her technique. 

They beat his ass for the cameras, for roleplay purposes, but to their shock Darren was happy to take real lumps from Rayna. Albeit she was holding back for sure, but not by too much!

A roundhouse kick to the chest was met by a wince and a grin. Darren stayed standing and beckoned for another.

"Mmmm, more!" 

Rayna reared her leg and unleashed another shot, the front of her bare foot smacking right into his pec. He grunted and groaned in delight.

And again, he pleaded, "Yes... M-MORE!"

She smirked devilishly as she coiled her leg back for another kick... but this next one went low, her roundhouse kick sailing into his groin! A love tap for sure, but a love tap from a woman with some dangerous shapely legs!

"YYYYYYYYYYESSSS!!" he shouted as he fell to his knees, erection utterly throbbing.

"God, you're such a glutton for punishment. I love it!" Rayna remarked, chuckling as she tossed her hat away and strode right up to him. "Almost forgot how fun this was."

She hopped onto him, her ass straddling his lap as she took him for a hug. His face sank into her cleavage.

Darren took a deeeep breath, inhaling her essence. God, he missed her scent so much. 

She shoved him onto his back and crawled like a prowling tigress right up his frame. 

Kylie muttered to herself, "Huh, so she does that too..."

Darren was utterly engrossed in her, tears of joy streaming down his face at this beautiful, and erotic, chance reunion. 

He was happy to give his cock to Mariah and Kylie, but it seemed his heart was still with Rayna.

A greedy sort, it seemed she was ready to take back the former too! 

Her thigh wedged deep into his exposed crotch, the soft jiggly thickness running up and down his throbbing manhood... and slowly she rose her leg up high into the air, a scene he recalled watching many times. Sometimes on a video screen, sometimes up close - always wonderful.  

Watching this, awestruck and feeling an intense warmth in his heart, Darren moaned, "Ffffuck, I love you so much!" his voice utterly breathless.

She smirked. "Hell yeah you do."

And thus she brought her knee down onto his cock, lightly but with enough force to have him groaning in pleasure-pain. 

She repeated this over and over, bouncing her knee off of his bared dick and balls as she stared deeply into his eyes. 

He saw it again, that familiar sparkle of playful kindness and horny pride. It was her, it was well and truly her, taking her knee to his groin again.

He writhed beneath her, squirming and groaning and panting and biting at his bottom lip...

That knee love tapped him again and again until...

...he went limp.

And he came like a damn geyser, his cum spilling all across her leg. 

Darren opened his mouth wide to howl his ecstasy, only to be met with her tongue invading it with a passionate, fiery kiss.

Mariah whistled, impressed, as Kylie watched with her mouth agape.

"She... broke both our times!" Kylie noted, amazing at how quickly she'd managed to finish Darren off.

With a scoff, Mariah shook her head, "More than that, she shattered 'em. Here I thought we made it look easy, but we were struggling compared to that!"

Kylie crossed her arms, pouting slightly. "Well... sh-she knows him better, that's all..."

Mariah grinned at her and elbowed her playfully. Kylie's usual smile quickly returned as they shared a laugh. 

Meanwhile, Rayna's tongue was just utterly violating Darren's. When she finally came up for breath they were both panting.

"H-How long will you be back...? Darren asked, entirely breathless.

"Not long." she replied, her finger twirling across his chest. "But as long as I'm here, you and me can play anytime."

He closed his eyes, deep in thought for a moment. 

He never quite had the courage to just ask before. To ask from her, what he truly wanted. 

But after the past few days, he felt a bit more bold than usual. So he locked eyes with Rayna once more.

"Tell me. Am I..." he muttered, eyes shimmering. "Am I still gonna be a virgin when you leave...?"

She grinned wickedly and put a thoughtful finger to her mouth. "Hmmmm... well... you DID lose the game..."

Rayna licked her lips as she looked his body up and down, leaning in close enough to touch noses. "Well... I guess we'll just have to wait and see, lil' Darren~"

And they locked up in another kiss. 

Nothing was promised… and yet everything felt possible.

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Whoever commissioned this story sure has some good tastes