I got home late one night from my usual cardio session at the gym. Working out had got me sweaty and horny, so I raced home, glancing to be sure the DVD was still on the passenger seat, something I had grabbed from the gay section at the porn shop I worked at, before leaving for the day.
I took a quick shower and gave myself an enema, my typical ritual before a hot dildo session, making sure I was nice and clean inside. I quickly dried off and then pulled my favorite collar from the lowest drawer and slid it around my neck, latching it tightly. It was just snug enough to tell it was there. It wasn't necessary, but always added that extra erotic touch to sex with myself. I admired my small, naked frame in the mirror and noticed just how feminine I looked. Satisfied, I quickly moved to the living room. I pushed the DVD into the player, turned on the TV, then settled on the futon, my big dildo and lube beside me.
As the movie started, it jumped right into the action. A jock sat on a bench in a locker room, getting sucked off by a fem ballboy. My cock twitched and I grabbed the lube, squeezed some into my hand and started to work it around my ass, not forgetting to pop a lubed finger in and work some into my aching hole. I worked one finger in and out for a minute, then squirted some more lube as I pushed another finger and finally a third into my now relaxed hole. I grabbed the dildo and squirted some lube on the tip and worked it around.
I looked up to the movie and the ball boy was now just starting to sit on the jock, reverse cowboy. His hard, uncut cock stood out from his groin and he pulled his balls up for the camera, as he began to work himself down on the jock's thick cock. He grimaced a little from its size, but it didn't take long for him to be sitting comfortable on the jock's lap. He laid back against the jock's chest and started moving up and down, slowly.
I mirrored the action, propping the dildo on the floor below me and slid off the futon, hovering my lubed ass just above the head. I rested my elbow on the futon, perched my sphincter against the head of the fake cock and sat down. The dildo slid into my ass with ease and I rested at the bottom for a moment, then rose and started riding my favorite sex toy. Up and down, I rode the cock, easily faster and harder than the boy rode the jock. I closed my eyes and got lost in the sensation.
Moments later, I heard a door open and my best friend Jon's voice, getting louder, as I came out of my trance.
"Hey man, what's going- Fuuuuck, looks like I caught you at a bad time."
My face turned bright red. I was still sitting on the dildo, my bare, flaccid cock dangling between my legs.
"Fuck dude, you ever heard of knocking?!" I jumped off the dildo and it fell over with a faint thump.
"I did, but you didn't answer, so I checked the door and it was unlocked." Jon stood there for a moment, taking stock of the situation. I stood there, still frozen from the sudden intrusion. "You know dude, I've always known you were gay. Why didn't you just tell me?"
"What? I am noβfuck." My voice trailed off. I took a step back and sat down on the futon and buried my face in my hands. "Shit, this is fucking embarrassing. Certainly not the way I ever intended to tell you."
"Dude, it's totally cool with me. Whatever makes you happy, right?"
Jon paused for a moment. "So, uh, you ever fuck any dudes?"
My face was still in my hands and I could feel a lump forming in my throat. There was no point in hiding my sexuality anymore. "Not exactly. Well, I'm not really into the top thing, but once, I did some guy in college."
I reached down and picked up the dildo. "This is about all that fucks me now." I tossed it to the floor in embarrassed disgust.
"Shit, that sucks. I'd go crazy if I didn't get some trim once in while." He paused again, a little longer this time. "So, I'm curious, have you, uh, ever thought about me like that?"
My head snapped up. "What? No!"
"Why not? I'm a good looking guy, right?"
"Well yea, it's just-" I hesitated for a moment. "I mean, you're my best friend, who just happens to be straight, and I wouldn't want to do anything to mess that up."
"Well, I gotta be honest, I've sometimes fantasized about what it'd be like to fuck around with you. I've thought about asking you, but I figured it's not just about sex, so... But damn, look at you, you're pretty fuckin' cute right now."
"Seriously?"
"Fuck, an ass is an ass as far as I'm concerned. I'd tear that shit up in a heartbeat." Jon grabbed his crotch and laughed.
"Like here, right now?" I looked up at Jon. My mind started to race and I could feel my heart pounding in my chest.
"Sure, why the fuck not. We've known each other forever, why not just be fuck-buddies while we're at it?"
"Uh, I dunno, it seems kinda weird."
"Shit, I'm game if you are..." I glimpsed at Jon's groin, as he grabbed the growing bulge in his pants and adjusted himself.
"Fuck, I'm so tired of this dildo, I could use some real cock for once." I looked up at Jon. "Then get your ass over here and fuck the shit out of me."
Jon wasted no time. He stripped off his pants and briefs, exposing a long, uncut cock and a massive set of testicles. The size of his flaccid cock surprised me a bit. My tiny cock matched my petite frame, but it was nothing compared to his hog. Even soft, his cock was much longer, I'd guess seven inches easily. It was thick and the foreskin covered the head completely, just like mine.
"Whoa, that's a big dick." I couldn't help but stare at his massive cock.