I wrote this a couple of years ago and didn't finish it at the time. My writing ebbs and flows and lots of stuff doesn't get finished I'm sorry to say. Then I had a computer go down. Probably 60 stories, this included that might have been lost. I had a spare computer so I didn't put much effort into recovery until recently.
What I realized when I found this was this was the foundation of my Bending Cory story. It's the same and different. One of Jake's earlier conquests before Cory. A prequel I guess. I'm now going back and reading what else is there and there may be some others coming if I can finish them. Comments appreciated.
That moment of epiphany when you feel that blunt flesh against your most private part. The one only doctor's see normally. Or lovers. Well lover is not really right. Implying familiarity. In this case the familiarity was a couple of texts and sucking that flesh just a few minutes before.
A little longer than average, being the sudden connoisseur of cocks that I was. He had a nice girth too. Not too fat but I was certainly going to feel him up there. Circumcised with a classic shape. Yes he would do quite nicely.
Back to where we were. I gave a little shake of my ass when I felt him there and then the pressure. That nice pressure that tells your hole to relax and enjoy the moment he slides in.
"Oooh baby... That's it... Right there... Give me that big cock"
My ring swelled with him. The path right but that breach not there yet.... Ahhhhh. Right there and the twinge of it hits as I pant and try to will my hole to relax. I haven't done this of often yet. Something I intended to correct.
He slides in an inch or two and I press my hand back against his thigh. "Give me a second.... Uhhhhh."
His hand slides over my ass. Rubbing and then it creeps around my hip. Gripping my half hard shaft. I had lost my hard on with the penetration but that wasn't unusual I found. It didn't mean I wouldn't come. More of acknowledgment that it wasn't going to get used beyond spilling my cum.
"You're hot and tight. Feels so good on my cock. Gonna love fucking you. Just relax that hole. We got all the time in the world."
He jacked me as he whispered in my ear. And he was feeding me more of him. The shaft slipping through the greased ways slowly and I arched to present my ass to him.
"Yeah baby... Serve it up" and this was all the invitation he needed to inject the rest of him in to me. My head came up and I knew my mouth opened to echo the shape of my asshole as he pressed against me and got every last inch into me.
"God... Fuck... Gimme that cock... Fuck it feels good..."
"Yeah you got it all... Gonna fuck you deep... Breed you.... You okay with me breeding you... You said it was okay... "
I had. Carried away with the texting and wanting it. I was on prep knowing I was going to slut it up. And I wanted it. The natural result of getting sodomized... A hole filled with cum... Extracted because you did a good job.
"Breed me deep... Gimme your babies."
"Fuck yeah... You're a hot little slut."
His cock was sliding in and out then. Fucking me. I had mostly relaxed. Sometimes feeling a twinge but also the hints of pleasure from my gland. When his hand gripped my shaft and stroked to match his thrusts the pleasure intensity increased.
"Fuck.. Fuck.. Fuck..."
I was a slut for it. Something I had learned since the breakup. I hadn't done it a lot. This was my third time and each had made the fire just a little bit brighter. I still was attracted to women but wasn't pursuing them right now either. Instead I was pursuing this. Close to anonymous fucks. With other men. And I was the one getting fucked.
Two years before...
The first time was an accident really. There were two bars there and I went into the wrong one. It wasn't busy yet and there were a mix of men and women but I really didn't notice it was mostly men and they weren't buddies hanging out. A little lonely I was a perfect pickup. Interesting discussion, more than a few drinks and I hadn't been laid in three months.
He was charming. Would have been dropping panties everywhere if that was his goal. Turns out his goal was to get into my boxers and he did. Three Jack and cokes had my inhibitions down and the offer of a blowjob had me back at his nearby apartment.
It was an out of body experience in some ways. My mind wandering as he pushed me back on his very stylish, masculine bed and sucked my soul out through my cock. Playing me with a skill I didn't even know existed. After months of cum boiled up into his talented mouth I didn't object to the massage that had me purring and erect again.
His mouth descended again and it was just as good. So good that I didn't object to the finger rubbing my taint. In a blissful state when it stroked my untouched asshole. Going with the flow when the fingertip anointed and then penetrated. Over the moon when it rubbed my unknown gland. Malleable when the second finger began massaging my inner walls.
I think I must have had my eyes closed when he put on the condom and lubricated himself. My eyes flew open when he tugged me to the edge of his bed and pressed my legs back.
It's a vulnerable position that one. Bent in half, entire crotch exposed and I was very aware that my entire backside was wet with lube and vulnerable. "Uhhhhh..." I was going to voice an objection. I know I was.
"Shhh baby... I've taken a lot of cherries. You're ready" and I felt that first prod of another man's dick and slim tapered form went right in my well prepared hole.
"Oh God.... " It was a combination of shock, pleasure, alcohol, need, and opportunity. I'm guessing now after having had a few experiences that the booze, massage and blowjob had me so relaxed that his slim cock had no problems.
Try objecting when your knees are up and a man is thrusting solidly up your ass. It doesn't happen. He took my virginity as cleanly as possible and trying to be honest, it felt good. Like an internal massage. But it was difficult to reconcile what was happening.
I was the penetrated partner. Submitting to him and taking a cock into me as he strove to get off in my body. I had a man fucking me. Like a woman with legs wide accepting him. And for some reason I was ok with it although in the back of my mind I struggled to accept it. There was no denying he was fucking me. Like a cheap tramp.
There was a respite. A brief moment of finish as he pulled out and I thought he was done with me. But that was dashed as he simply twisted my legs so I was on my belly and there was no mistaking the hard flesh poking me from behind.
I moaned like a little whore when he shafted me again from behind this time. There was something too erotic about his hips riding my ass they did. The stimulation of the sheets below on my cock was a concern. And he was hitting something in me that felt good. I can only describe it as pleasure that filled a tank like water. When it was full I exploded into another set of muscle tremors as my balls emptied into those silky sheets which had set me off.
"So hot baby. Love when a man comes on my cock. I'm fucking close too. Such a tight little asshole... Fuck..."
The same muscle paroxysms I had just went through were evident in him as he thrust deeply into my body and mashed my ass cheeks wide with his intrusion. His cock jerking with each ejaculation into the thin condom that separated our skin.
The worst part is he didn't pull out afterwards but lay there on top of me. His softening cock shrinking its way out of my rectum as he whispered in my ear.
"You were fantastic. Best fuck I've had in a long time. You're so fucking hot I'm gonna be ready to go again in not too long. Let's get you cleaned up. Just stay there."
He slipped from inside me and I gave a little groan at the sensation. The new experience of a dilated anus focusing all my attention there. Would it ever get back to normal size or be the same? Did this make me gay? So intent was my self-analysis that I barely recognized that he was back with warm wash clothes and he wiped me down there which was both comforting and unsettling at the same time. I wasn't used to be taken care of.
Malleable as I was I complied when he rolled me over and cleaned my belly where my cum smeared itself. My cock couldn't help but harden again either when he bathed it in his mouth again.
He was poised over me on all fours and despite my misgivings my hips began rising of their own volition. My guess is this prompted him to rotate. His cock and balls dangled right there and he paused to look down and spread his legs to lower them to my lips.
I hadn't noticed it before but my nose twitched with his man musk. Maybe despite washing off the scents were a result of the first sex but they were overpowering. And I didn't know how to categorize them. It wasn't the sweet smell of a woman but a musky, powerful smell that both revolted me and drew me in. It was punctuated by the drips of liquid from the tip. They wicked across my lips as the head touched them and into my mouth. Salty and something else and the head nudged my lips apart as I became his cocksucker for the first time.