Something was wrong. I struggled to open my eyes, blearily forcing myself to focus. I was in a red-panelled room, dimly lit, one I’d never been in before, with… things, on the walls. Whips, floggers, toys of all descr*ptions, most of which I couldn’t even name. It was only then that I realized I was naked, bound on my back to a table with my legs spread into a slight V in the air, wrists above my head, a belt around my waist holding me down. I lifted my head, and saw that my six-inch dick was hard and straining, twitching without my command. Why the fuck was I hard? Arousal was the last thing I was feeling! Confusion, fear, panic, yes. But not arousal.
“He—” I croaked, my throat dry and scratchy, a foreign, slightly bitter taste on my tongue. “Help!” My voice was so weak and thready, there was no way anyone would hear me, not through what I was now recognizing as sound-proof padding on the walls. What had happened to me? I couldn’t remember. I didn’t know where I was, had no idea why I was here.
Some time later—perhaps ten or twenty minutes, though I had no way to know for sure—a door opened in the wall I could see through my thighs. I hadn’t even realized there was a door, until then.
“Good, you’re awake,” a soft, seductive voice purred. I had to force myself to focus again, to see the tall, gorgeous blonde stepping into the room. Even then, I thought surely I had to be hallucinating; she was stunning, her tiny black leather bikini top barely covering her nipples on her huge, gravity-defying DD-cup tits, the matching tight black miniskirt showing off slender, toned legs that seemed to go on forever. “Do you remember me yet, Brian?”
Remember her? How could I ever forget a woman like her? I racked my sluggish brain, trying to think. I’d gone out somewhere, alone. Maggie had stayed home with the kids. But where… the client party! Celebrating the big deal we’d just closed! That was it. I’d gone to the client party, and I’d met…
“Rachel?” I asked. Yes, that was right. The amazing blonde who I’d watched sitting at the bar, turning away attempts to chat her up all night. But when I’d gone over to refresh my drink, she’d asked my name, had wanted me to sit with her. To give her a break from the guys trying to hit on her, she’d said. “You… you spiked my drink! What did you give me?”
“Oh, just a little something to help you relax, so I could bring you here,” she smiled impishly, slowly stalking closer until she was even with my hip, her sexy, four-inch heels clicking on the floor. She was seductively licking her full, pouty lips, and began to trail her pointed, lacquered red fingernails up and down the back of my thigh. “And another little something, to make sure you’d be in the proper mood for what I have planned. But I’m not talking about when we met tonight, at the party. You and I have met before. Don’t you remember, Brian?”
I shook my head in confusion. She was just exactly my type… I would never cheat on Maggie, but I couldn’t conceive of having met a woman like her and not remembering afterwards.
“I didn’t always look like this,” she continued, caressing her hand slowly down my thigh, making me shudder, and then gasp as she reached between my legs, taking my too-hard dick in her hand and gently starting to stroke. “Would it help if I gave you some context? I want you to remember me, Brian, that’s the whole point! Would it help if I told you how many times I sucked this dick?” She suddenly squeezed my shaft in her hand, making me gasp. “How many times I swallowed your cum? At least twice a week for an entire year, Brian! Would you remember me then?”
“Oh my God!” I gasped, hardly able to believe what she seemed to be saying. “Ray? Is that really you?” I stared at her face… and yes, now that I knew what to look for, behind the expertly applied makeup and incredibly skillful plastic surgery, I could see it was true.
“There we go! I knew you’d remember!” She grinned wickedly, releasing my dick and using both hands to fiddle at the side of her skirt. It fell away, revealing an unbelievable, thick eight inch cock, springing ready and eager into the air! God damn! I’d never have guessed Ray, of all people, had a dick like that! If I’d known, maybe we wouldn’t have picked on him so much. “All senior year, you and your jock friends thinking you were such hot stuff! Pinning me down, making me suck you off, calling me your sissy faggot bitch, just because I was a little bit effeminate, and wasn’t into sports! Taking pictures of me doing it, blackmailing me, so you didn’t even have to hold me down anymore! Making me come whenever you’d call! You have no idea how long I’ve been dreaming about this moment! But we’re going to see who’s the bitch now, aren’t we Brian? Oh, yeah! We’re going to see!”
She moved to the base of the table, between my thighs, taking off her top. God… even knowing what was about to happen, I couldn’t help but stare! Her tits were phenomenal… obviously fake, of course, but I couldn’t even see her scars! She grabbed a bottle of lube from below my line of sight, quickly slathering her cock, roughly shoving two fingers up my ass, making me grunt at the sudden pain as she moved them around a bit to get me ready, then pulling them out and notching herself into place.
“Beg for it, Brian!” she demanded harshly. “Beg for it, tell me how much you want it, and I’ll go slow. Refuse, and you’re getting the whole eight inches at once!”
I swallowed nervously, but there was nothing else I could do. “Please, Ray…” I began, but at the tightening around her eyes I knew I’d made a mistake. “Please, Rachel… please give me your cock! Please, fuck me, Rachel! I want it! I want it so bad! I want your huge, thick eight inch cock up my ass!”
“Good girl, sissy! I knew you had it in you! And now, you’re about to really have it in you!” She laughed at her own joke, and started to push. True to her word, at least she went slow. I gasped and moaned, feeling the huge, hot weight of her gradually stretching me open, relentlessly forcing her way inside. She grabbed hold of me, one arm wrapping tightly around my leg, her other reaching around to grasp my dick. She wasn’t stroking me anymore, not intentionally, but as she began slowly thrusting in and out of my ass, working her way deeper, the effect was the same. It took her maybe five minutes or so to finish getting all the way in, pressing hard against my ass, grinding to make sure I was feeling every last inch she had to give.
“Good girl, Brian… or should I be calling you ‘Brianna’, now?” she grinned. “Yeah, I think that’s better! I knew you could take it all! You like it, don’t you Brianna? You like having my big, thick cock up your slutty, sissy faggot ass! Let me hear you say it!”
I resisted, clamping my lips and shaking my head, but she moved her hand from my shaft to my balls, and slowly started to squeeze.
“I love it!” I gasped at the pain. “I love your huge, thick cock up my slutty, sissy faggot ass! Please, fuck me Rachel! Fuck my sissy faggot ass!”
“Good girl, Brianna! Good girl!” she purred, moving her hand back to my shaft. “And since you asked so nicely…” she laughed and started thrusting again, slowly at first but gradually picking up speed. Whatever she’d given me, whether it was Viagra, or ecstasy, or some cocktail of the two with who-knows-what thrown in on the side, it wasn’t long before I started noticing the effect. I could feel the pressure building and building, like a heat at the base of my shaft, growing to a fire, then an inferno, searching for a release.
“Oh, God!” I gasped, her thick, pounding cock finally pushing me past the edge, jet after jet of hot, sticky cum flying up with so much force it splattered my face and upper chest! Oh, fuck, that felt so good! That amazing, powerful prostate orgasm, so, so much longer and more powerful than anything I could achieve with my dick alone!
“Good girl, Brianna!” she laughed wickedly as I involuntarily painted myself with my mess. “Cum for Mommy! Cum on Mommy’s cock like the obedient little sissy bitch you are! Now what do we say, Brianna? What do we say?” From her tone of voice, I knew just what she expected.
“Thank you, Rachel,” I gasped, blushing brightly in embarrassment, my too-sensitive dick still held tightly in her hand. I knew I’d just end up saying it anyways, if she had to go back to squeezing my balls again, so I might as well just give her what she wanted without complaint, and save myself the pain. “Thank you for making me cum with your huge, amazing cock!”
“You’re welcome, sissy,” she laughed. “And my, what an adorable, tiny little sissy-clitty you have, now that you’re going all soft after you’ve cum!” My blush intensified dramatically, hearing that. I’d always been a grower, not a shower; I knew six inches was slightly above average, when I was hard, but now that I’d cum I was rapidly shrinking to barely three.
“You know the rule, sissy, repeat after me!” she teased. “Little sissy girls with tiny little sissy-clitties never get to fuck! You only deserve to get fucked by big, thick-cocked girls like me!”
“Little sissy girls with tiny little sissy-clitties never get to fuck!” I echoed, wincing my eyes closed in shame. “I only deserve to get fucked by big, thick-cocked girls like you!”
“That’s right, Brianna, that’s right!” she purred, kicking up her thrusting yet another notch, excited by my acknowledgement of her superiority. God, it felt good! Even after she’d made me cum, and I was nowhere near being able to have another one, I just could not believe how amazing she felt up my ass! She went for what seemed almost like forever, giving it to me hard, fast, and deep, making me tremble and moan for her like a pathetic little bitch in heat! But finally, it was time.
“Oh, I’m getting so close now, Brianna! Fucking your tight, sissy faggot ass is getting me so close! Let me hear you beg for it, little girl! Let me hear you beg!”
“Please, Rachel, please!” I swallowed nervously, but there was no point resisting, not anymore. “Please, give me your cum! I want it so bad! Please, fill my sissy faggot ass with your hot, thick cum! I want it so bad, Rachel, please!”
“Oh, take it you little whore!” she squealed, her hips jerking powerfully against my ass, the hot, molten flood of her seed making me gasp as I felt it shooting deeply up my ass! “Take it! Take my fucking cum!” Wave after wave she gave it to me, her huge, amazing cock pulsing and throbbing in time with the unbelievable pounding of her hips. Then suddenly she stopped, almost as if somebody had thrown her switch, buried to the hilt but completely immobile. She stayed there for a long, slow moment, eyes closed in rapture, barely even twitching but utterly lost to the ecstasy of her release. She pulled out slowly, leaving me strangely empty and wanting, supporting herself with her hand on my stomach as she tottered unsteadily around to my side in her heels. She bent low over top of me, her huge, amazing tits pressing warm and heavy against my chest.
“Just so we’re perfectly clear, Brianna,” she purred wickedly, extending her long, sinuous tongue and seductively licking a glob of cum from where it had landed on my cheek. “I have video cameras all over this little playroom of mine. I’m going to let you go tonight, but you’re going to come back to me, once a week. You should be thankful for that—that’s hardly anything, compared to how often you and your friends made me take care of you! But I know you have a wife now, and coming here any more than that would risk her finding out, and ruining it all. So, you’re going to come back once a week, and you’re going to let me do anything I want to you, and you’re going to do everything I say. Because if you don’t, I will send the video to your wife, and your boss, and your co-workers… everyone you know, Brianna! And rest assured, it will be a slightly edited version, showing only how eager you were for everything I just did to you, none of the parts explaining how I coerced you into doing it!
“And do you know the best part?” she asked, reaching down to slowly stroke my dick again, giving me another, slower lick. “The best part is, all you ever had to do was ask! I had such an enormous crush on you, back in high school! I’d have sucked you off gladly, any time you wanted! I’d have done so much more than that… I’d have done my makeup, and dressed up like a girl for you! I wasn’t very good at it, yet, but I’d have done it for you, if you’d wanted me to. I’d even have given you my cherry, let you be the first one to fuck me in my ass—anything you wanted, I’d have done it, if only you’d asked! But you never did that, never gave me the choice. You and your friends decided to force me, instead. So now, you don’t get a choice! You get that, Brianna? You belong to me, now, just how I used to belong to you! So, I’m going to go upstairs now; it wouldn’t be safe for me to let you drive yet anyways, not until the drugs I gave you work their way fully out of your system. I’m going upstairs, and you can just stay down here and think about it. Think about how this is all happening to you just because you never had the courage and courtesy to ask! I’ll be back in maybe an hour or so, once I’m ready to go again!” She paused, staring deeply into my eyes, then suddenly kissed me, deep and passionate, full on the lips! I was still trying to recover from my shock as she was walking out the door, closing it behind her.
I started to laugh. I couldn’t help it, closing my eyes and laying back against my table, feeling the hot, sticky gift she’d just given me pooling inside my ass. The irony was just too perfect.
“All you had to do was ask,” I chuckled to myself, shaking my head. She had no idea how those words applied to her, too. Maggie was never going to believe this, when I told her. Our regular girl, Isabella, wasn’t half as feminine looking and hot as Rachel was, and her dick was even smaller than mine! Here we’d been paying for it all this time, and if I’d only known Rachel was out there somewhere, we might have been getting it for free! I wondered, did Rachel swing both ways? I knew Maggie would absolutely love that huge, thick cock of hers, every bit as much as I just had! I’d have to be careful, though… right now, Rachel thought she was doing this to me against my will, and punishing me was clearly her primary motivation for doing it. Not her only one, though… no, that kiss she’d given me at the end there had proven that! I’d just have to wait until she’d worked out most of her anger on me, first, before I could admit how much I’d truly been enjoying what she’d been doing, and I could ask her if she’d allow Maggie to come watch, or maybe even join in! I wriggled a little on the table, trying to stretch as much as I could in my restraints. I wasn’t sure how long Rachel was planning to keep me tonight, and I didn’t want to develop a cramp! I passed the time looking at her extensive collection of toys on the walls, imagining all the fun we might have. I was already anxious for her to get back, so we could get started on round two! I wondered, would she maybe make me suck her cock this time? I would love that, but probably not, I thought. Not until she was certain I was thoroughly under her control would she let that big, beautiful cock of hers anywhere near my teeth! But that was okay—taking it up my ass again was definitely fine by me!
I let myself have a little shiver of anticipation as I thought about it, confident that if Rachel saw it through her cameras she would misinterpret it as fear. But my face, I kept a mask. Mustn’t do anything to make her think I was enjoying this, not yet! Not until I was sure she would keep doing me, even after she knew! I had months and months of ‘punishment’ ahead of me, as long as I played my cards right… and I could hardly wait!