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You were making out with Bill on your couch, letting him press your back up against the arm of it. His shirt was already off and he was fighting with your belt buckle as you sloppily kissed him. You tangled your hands in his greasy hair, yanking it as you struggled to gain control. You could feel the tent in Bill’s pants pressing against your thigh and you almost laughed at how pathetically hard he was from just kissing you. He finally managed to get your belt undone and started to undo the front of your jeans. He broke the kiss to whisper in your ear, “can’t wait to fuck this pretty little cunt…”
You rolled your eyes, those were bold words from a man with a 4.7 incher at best. Plus, you didn’t really feel like getting penetrated tonight anyways, that was too boring for you. “Come on Bill, why don’t you let me peg you again?” You suggested, knowing how much he had enjoyed it last time, even if he insisted that it was “gay shit.”
Bill pulled back, a slightly shocked look on his face as he replied, “I’m not a fucking faggot, why would I want that?!” The still throbbing erection that pressed against you told a different story, but you chose to ignore that for now.
“You liked it last time, and don’t even try to lie and say that’s not true,” You said, gently running a hand down his chest. Bill shivered as your fingers grazed his skin and the soft hairs that rested there. You stopped when you reached his stomach, not wanting to give the impression that you were going to go any further.
Bill flushed even harder, rubbing the back of his neck shyly. “W-Well yeah it felt good, but that’s still gay shit!” He mumbled, gaining slightly more confidence as he went on. He tried to go back to kissing your neck, one of his hands coming up to harshly grope your breast.
“Come with me,” You said firmly, grabbing Bill’s hand and leading him to your shared bedroom. Normally he would have resisted or made some sort of snarky comment, but he was just so desperate for any stimulation that he just blindly followed you. You had him sit on the edge of the bed while you immediately started digging through your closet.
“What are you gonna do?” Bill asked timidly, setting his clammy hands in his lap. He craned his neck to try and see what you were grabbing, but he was unsuccessful.
“If you insist so hard on not being gay, then I’ll make you my girl instead,” You responded, turning to him with your black lingerie set in hand. Bill went bright red, he couldn’t believe that you had even suggested that, and he hated the way it was making his cock twitch. He didn’t bother to say anything in response, just started to strip off his jeans and boxers. He laid back on the bed obediently, letting you slip the panties down his legs.
Once you got to his upper thighs, he lifted his hips slightly so you could slip the lacy fabric over his bottom, relaxing back against the bed as you gently adjusted it to fit him. His cock caused the front of the panties to bulge out, but he was just small enough for them to still fit him properly.
“Sit up,” You commanded gently, climbing behind Bill on the bed once he did so. You draped the lacy bralette over his chest before clipping it together in the back. You guided his arms under the straps and adjusted it so it fit him perfectly. Bill didn’t have much to fill out the bra with, but you thought he still was the most beautiful woman you had ever seen.
You shifted slightly to bracket Bill’s spread thighs with your own, and while he was slightly taller than you, this gave you all the power you needed. You started to kiss up his shoulder and the back of his neck, mumbling, “y’know, I never thought I’d have such a pretty girl like you in my bed.”
“Y-yeah? I’m not that pretty anyways…” Bill mumbled timidly, and you could see just how far he was immersing himself into his new role. You let your hands wander to his slightly hairy thighs, running them up and down as you squeezed.
You slid off of the bed after a minute of this, grabbing the same harness and dildo as last time, as well as some vanilla scented lube to use on him. You stripped off your jeans and put on the harness, expecting to turn around and see Bill spread out on the bed for you. However, what you really saw was Bill on all fours, face down, ass up as he waited for you. In your mind, that was an even better treat.
“Such a good girl, getting right into position for me,” You praised Bill, kneeling behind him on the mattress. He just whined in response, but that was fine with you. You lubed up two of your fingers before pulling the panties to the side and gently circling his rim. He tensed as you smeared the lube onto his sensitive skin, but quickly relaxed again as you kissed his upper back. You slowly pushed one finger in, wriggling it around to help him get used to the feeling.
“More, please…” Bill whined, seeming incredibly eager for someone who had been complaining about this being gay not long earlier. You added a second finger, scissoring the two around to stretch him before finding his prostate and giving it a firm rub. Bill let out a high pitched and whiny moan, making you chuckle lightly.
“Aw, you like that?” You teased, working a third finger in to further stretch him out as you massaged that sensitive spot inside him. Bill pushed his hips back into your touch, his pre-cum leaving a wet spot on the front of the panties. You slowly pulled your fingers out, earning a whimper from Bill as his grinded his clothed cock against the mattress.
You lubed up the dildo and lined it up with his entrance. You held onto Bill’s hips, leaning down to whisper in his ear, “you ready babygirl?”
“Y-yeah, I’m ready,” Bill half mumbled/half moaned, still grinding against the mattress. You grabbed his hips to steady him and stop his movements before slowly starting to push in. You finally bottomed out a couple seconds later and Bill almost screamed, his cock twitching as he grasped at the sheets. He had never experienced anything this intense in his life, and he was just so insanely turned on at this point.
You started to thrust, heat building between your legs at the sound of Bill’s desperate pants and whines. You adjusted your angle slightly to hit his prostate before slamming into it head on. Bill’s whole body jolted forward and he whined and squirmed as you continued to thrust against that sensitive little spot. Bill was already close and he tried to warn you, but all that came out was incoherent babbling. He was starting to go brain dead from all the sensations. So when you slammed into his prostate, one, two, and three more times he just let himself cum.
Bill moaned loudly as he spilled his load into the black panties, still rocking his sweat slicked hips back against yours. Once he finally came back down to earth he went boneless on the bed, just completely fucked out. “You did so good, my pretty girl,” You praised him before pulling out again, planting gentle kisses on his shoulder blades as you did so.
You tossed the dildo and harness to the side before grabbing a wet washcloth from your bathroom. You came back in the room to see Bill groaning in pain and exhaustion as he tried to adjust his position. “Ugh, what the hell, everything hurts…” He mumbled as you helped him lay on his back.
“Sorry baby,” You replied, cupping his stubbled cheeks and kissing his forehead gently. You unclipped the bra and slipped off the panties, cleaning off any of the lingering mess between his legs with the wet cloth. You laid back down beside him, letting him curl into your side and fall asleep. You would definitely be having a conversation about this later, but you were happy to just hold him and play with his messy brown hair for now.