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Chapter 4

She said nothing as she slipped out to smoke her cigarette. My heart was pounding. I had no idea if we were done. I was frozen for a long moment before I sprung into action. I quickly tidied up the mess we’d made. I mopped up the cum with the spray mop. I nudged furniture back into place. I took a deep breath. “Maddie doesn’t have to know about this,” I whispered to myself.

Maddie would be so ashamed of me if she knew that I sucked off a trans prostitute. She would never look at me the same. And if she knew that the same prostitute jerked me off? If she knew that we kissed and made out? If she knew that I sucked her nipples?

My heart skipped a beat. I caught myself with a tiny grin for a moment—but just a quick moment. No, Maddie couldn’t find out about what we’d done together—but it was kind of nice to experience a few of the things that Maddie just wouldn’t do with me because of her past traumas. Making out with Veronica was kind of… nice. I liked locking lips with a girl, though I would have preferred that girl to be my wife. Having her touch me all over, fondling my body like that… it felt good. Sucking her nipples was heavenly.

And even sucking her cock; I won’t admit that I liked that I sucked a cock, but there was something nice about being ‘erotic’ with a girl. It was nice to be a bit taboo. It was nice to do something more intense than just missionary sex. It was fun being naughty every now and then.

I couldn’t help but remember all of the times I killed the mood with Maddie, trying to push some idea or another. I once made the mistake of trying to slip my cock into her ass. Sex ended abruptly; her mood was dead. And the time I told her that I would really like a blowjob. “Just try it. Push yourself out of your comfort zone,” I said to her, and then I instantly regretted it, because she went into the bathroom to cry, guilty that she couldn’t please her husband. Oh God, and how could I forget the time that I bough that little BDSM kit in an attempt to spice things up? The second I showed her the handcuffs, she just started crying.

I couldn’t begin to imagine what Maddie had gone through when she was younger, but it must have been bad. Let’s not get depressed with those details now. I couldn’t blame Maddie for wanting to keep things vanilla. In fact, I appreciated her for occasionally making herself available; I’m sure even the missionary sex was tough for her.

But it was hard not to crave a little more. I hadn’t heard an orgasm spill out the lips of a woman for the better half of a decade—until that moment with Veronica. And no, she wasn’t biologically female, but she sure sounded like a girl when she was coming: moaning and tensing up all over. It was nice to give a girl pleasure. With Maddie, I never felt like I was pleasuring her, no matter how hard I tried. Sex had always just been for me.

And now, I was starting to feel guilty—not because I felt like I was cheating on Maddie (in a weird way, I didn’t feel like I was cheating, because I was being more-or-less forced into it), but because I was enjoying myself. Veronica was giving me something that I couldn’t get from my own wife. I wanted to think that Maddie could give me everything I wanted… but now, I was realizing there was so much more. It was almost sad to think that my time with Veronica was now over, now that I’d figured out that safe word.

At least I thought I had that safe word figured out…

The back door opened and Veronica came back in, still with her long cock hanging down, still with a drop of thick white cum oozing from her tip. “Ready for round-two, Marc?” she asked with a dark grin.

“Wait,” I said. “I said the safe word. Mr. Spikes. That’s the safe word… Isn’t it?”

She giggled. “I don’t know what that means, but it’s definitely not the safe word. For this next act, let’s go to the bedroom—shall we?”

My gut turned. I wanted to try reasoning with her, but time was running out. I couldn’t waste too much more time trying to barter with someone who wasn’t open for business. She didn’t care if I offered her cash. She didn’t care if I got down on my knees and begged; in fact, that probably just made her want to humiliate me even more.

So I followed her to the bedroom, nervous to see what she had in store for me. When I arrived, she was putting on black latex gloves. She pulled them tight, letting the elastic snap before she cracked her signature grin. “Okay, patient Marc. I need you on the bed, please. On your hands and knees, butt facing me.”

“What are you going to do, Veronica?” I asked.

She bent over and picked up my bottle of lubricant. “That’s Dr. Veronica to you. And it’s time for your exam.”

“No,” I said. “I don’t want anything in my asshole.”

“Don’t make me get the cuffs and ropes again, Marc. I don’t want to waste time tying you down.”

“You said you were going to make me cum,” I said. “If you want to jerk me off again, that’s fine—but this… no way!”

“This will make you cum,” she said confidently. “I’ve been doing this for years, Marc. I know how to make a man cum. Now, if you want to be done with this before Maddie gets home—and time is ticking—then you’ll come onto this bed and follow my commands.”

I squirmed.

Okay, so maybe I spoke too soon when I said that I was enjoying this. Maybe I was a bit quick to jump to that conclusion. This was still a dreadful nightmare.

And now, I really didn’t have a choice. What could I do? I didn’t know the safe word and I had to get her out of my house. She wasn’t taking no for an answer. So I slowly approached the bed. I looked at her in her tight outfit, breasts and cock still out in the open. I took a deep breath and got onto the bed. “I can’t believe I’m doing this,” I groaned.

“Just enjoy it, Marc. People pay a lot of money for this—and your wife is paying a lot of money for you to enjoy it.”

“I’ve told you a thousand times that she doesn’t want this—and neither do I.”

“Don’t be ungrateful. Just relax your muscles and prepare for your examination.” She giggled and then she gushed a big glob of lubricant onto her latex-clad hand. She giggled once more and then she reached behind me. I gasped when I felt it: that cold, thick goop being smeared between my legs.

“Okay,” I said. “I mean—I really appreciate what you’re doing, but maybe we can discuss this. There must be something I can do. Five-hundred dollars. That’s a lot of cash.”

“Not interested,” she said, finding my butthole with what felt like her middle finger.

“Six-hundred,” I said.

“Nope.” Now, she was beginning to twist that finger into my body.

“A thousand dollars,” I said. “That’s all I have to spare. You can have it all.”

She just giggled. “Oh, Marc. Just try to enjoy yourself.”

She pushed an inch of finger into me, making me gasp—almost yelping like a little dog. She giggled again, putting her other hand on my butt. I wanted to jump off of that bed, but I knew that would just delay this whole thing. I needed to come up with a real plan.

“Please, Veronica. I don’t want anything in my ass. This isn’t something I’m into!”

“Every guy is into it,” she said, and I could hear her rolling her eyes behind me. “You’ve just never tried it. Now relax and try to enjoy yourself. This may be the only time you get to experience anything like this.”

“Let’s hope,” I said, closing my eyes.

There was nothing I could do but go completely submissive. I had to let her do it. I let her push that finger in until her knuckle stopped her from going deeper. She had a three-inch finger pushed into my butthole, and it felt… weird. She was twisting it around, inching it like a worm, as if she was trying to find something.

Then, a second finger from her other hand suddenly went in, making me gasp. “That’s too tight!” I yelped.

“Oh, please,” she groaned. “Quit being a baby and take it, Marc.” She pushed that second finger just as deep, and then she did something very, very uncomfortable: she began to pull her fingers away from each other, stretching out my hole. I groaned and tried to clench. “You’re going to pull a muscle, Marc.”

“I don’t want this!” I cried.

“From now on, every time you whine like a baby, I’m going to punish you. Understand?”

“I just want you to stop. It’s just—It’s enough! I don’t like this!”

She pulled one finger out of me and reached around, suddenly gripping my balls. She squeezed hard, making me truly yelp like a little puppy being smacked for the first time with a rolled up newspaper.

“That hurts!”

“That’s the idea, Marc,” she laughed. Then, that hand came back where it was before. That finger went back in, and she went back to stretching my hole out.

I tried to bite my tongue. I tried to keep my mouth shut… but I just had to protest once more, hoping it would make her realize that I really didn’t like this. “It hurts,” I said. “It doesn’t feel good. I—I don’t want this.”

Then, she grabbed my ball sack again. She held it firmly, making me go docile. I knew that it would hurt badly if I moved, so I remained still. “Please let go,” I said through clenched teeth.

“Stop whining,” she said. “Or I’ll go get the whip. You’ll have to explain why your body is covered in red streaks for the next week.”

“Okay, okay!” I said. “Just let go!”

She really wasn’t going easy on me. She wasn’t giving me options. All I could do was go completely submissive while she dominated me.

And as soon as I went limp for her, she got to work. She reached down and picked up a small dildo. By the time I realized, it was already being pushed into my ass. I gasped and turned to look back. I almost protested, but now I knew better. I didn’t put up a fight; I kept my mouth shut, totally submissive.

I closed my eyes and tried to control my breathing.

“Now, I just need to find the sweet-spot,” she said, twisting and turning the toy inside of me, prodding against different spots. It was a weird feeling. No, there was no pain, but it was awkward. It felt so… full. At one point, she pushed against something that made me feel like I was going to throw up.

“Your sweet spot is deep,” she said, pulling that toy out of me suddenly. I finally felt like I was able to breathe, though now I felt curiously empty. I looked back at her. I wanted to beg her one more time to stop… but I knew it was hopeless. I could only hope that she would lose interest if I went totally submissive.

But she didn’t lose interest. She was determined to find that supposed ‘sweet-spot’. Now, she was pushing something much longer into me; it had a curved shaft and a bulbous tip. As she turned it inside of me, it felt like it was mashing up my insides. I groaned and bit hard on my tongue, afraid a groan would be enough to get my ball sack squeezed again.

Then, she found it. I gasped and perked up, feeling a sudden surge of warmth rushing down my legs. My knees trembles and my legs quivered. Then, she giggled. “There it is! It’s not usually that hard to find!”

I opened my mouth to reply, but words wouldn’t come out. I was frozen, stuttering—or maybe there were no noises coming out of me at all. Now, she was pumping that toy, pushing it over and over against that same spot, sending that same warm jolt down my legs and spine, over and over. She started humming a cute little tune under her breath.

My legs shook violently. I started to moan, though I tried so hard to remain silent. Slowly, my body started to fall forward. I landed on my face on that bed, with my ass up in the air. She inched herself in, standing upright and pushing that toy down, using every inch of its six-inch shaft to push into me.

Now, my cock was beginning to tingle; a nice, pleasant feeling. I moaned louder.

I finally allowed my muscles to relax. Okay, so maybe she was right: maybe there was a sweet spot, and maybe it was something that all guys liked once it was being ‘stimulated’. I closed my eyes and melted into the mattress. My moaning kept loudening, even though I was still trying to remain quiet.

She giggled. “That’s a good boy,” she said. “Take it like a good little slut.”

“Oh God,” I groaned loudly.

She pumped me for a long time—at least ten minutes, making sure to hit that spot with every deep penetration. My toes curled into my feet. My hands clenched the bed sheets. She spanked me on the ass hard, making my asshole clench the toy, which then made the jolt of euphoria stronger. “Oh God!” I screamed.

My cock was twitching now. It wasn’t hard, but the pleasure was just like an orgasm: a never-ending orgasm. I didn’t want it to end. I’d never felt pleasure like that before! I kept screaming the same thing over and over: “Oh God! Oh God! Don’t stop! Don’t stop!” I even caught myself screaming, “Harder! Harder! Harder!” I was pushing my bum back into the toy, making it cram harder against that sweet spot.

And then came that warm tingling in the tip of my penis: a feeling like I had to go pee. I was suddenly terrified that I was going to wet our bed. I didn’t want to spoil our sheets with a gush of urine…

But it wasn’t urine that was coming.

Suddenly, my flaccid cock began to unload. Thick cum gushed out of it and pooled beneath me. “Fuck!” I screamed, and then I went totally limp; she used her hand to hold me up, leaning me against her faux-leather-clad body. She gently stroked my back. “That’s a good boy, Marc,” she smiled. “Come like a good submissive slut.” She reached down and squeezed my shaft, making another gush of thick white cream pour out of me. It was pleasure like I’d never felt before…

Pleasure that I’d never felt with Maddie—that I probably never would feel with Maddie. There was no way Maddie could figure out how to do that—and there was no way in hell I would ever ask her to try. I didn’t want Maddie thinking that I was some closeted-homosexual. I didn’t want her worried that I was going to cheat on her with some stranger at a gay bar while I told her that I was away on some work trip.

And I couldn’t help but feel guilty on her behalf. It would kill her to know the things she was incapable of doing for me. It wasn’t her fault; I couldn’t be mad at her for traumas that she’d experienced, and the consequences of those traumas. I loved Maddie no matter what she could or couldn’t do for me. There’s more to a relationship than sex, but sex really does keep a man sane in way that nothing else does. After Veronica drained my cock, my mind seemed more clear than ever. I suddenly felt like I had more clarity on my issues with Maddie. I could suddenly think of all the reasons that I loved her. I could remember all of those sweet first dates. I could remember her giving me those Aerosmith tickets for my birthday; oh man, I wanted to go to that concert so badly, but it sold out in minutes. Maddie spent a week tracking down a pair of tickets. She drove to another province to pick them up: down frozen highways that were littered with accidents. Maddie cared about me…

And now, I was cheating on her. I was getting off with another woman, letting another woman play with my penis, and I was just allowing it. But what other choice did I have? I couldn’t let the neighbourhood know that there was a well-endowed hooker at my house, and I couldn’t let Maddie know that I was fooling around with someone else, even if it was against my will.

I had to protect Maddie’s feelings. I couldn’t let her heart break. “What time is it?” I asked.

“Maddie comes home in one hour, if that’s what you’re asking,” said Veronica. Then, she giggled. “That’s one hour to cum one time. That’s loads of time!”

But I didn’t think I could come again. There was no way that I had any more cum inside of me. I was already feeling drained and exhausted, on the verge of passing out. I wiped the sweat from my forehead. “Okay,” I said. “So let’s get it over with. What do you want from me?”

“I don’t like that attitude, Marc,” she scolded. “If you aren’t going to act grateful, I’m going to make sure we’re not finished in an hour. Understand?”

I nodded my head quickly. “I’m sorry,” I said, being a good boy. “I didn’t mean to be ungrateful. I’ve very grateful. I appreciate all of this. I just—I want to keep going, so let’s keep going. What’s next?”

She stared into my eyes. A smile slowly came on her face. I don’t think she even knew what was next, but she was drumming up ideas in that naughty head of hers. She wanted this last one to be the biggest one yet; she wanted this last one to leave a real impact: something both of us would remember forever.