Fucking With Friends

This is me - and my best friend. I have many more stories about him - feel free to request.

I notoriously sleep with friends of mine. Seriously. We’re friends for ever and ever, and suddenly – we’re more than that. It started with my first boyfriend, Jared, whom I loved very, very much. He had been my closest friend for two and a half years, before he finally made a move on me.

Then I was with Sammy, who – again – had been my friend for a while, although I guess he doesn’t really count, cause we kissed the first time we ever met, but then again we were drunk, and nothing ever happened after that for at least a year!

There were a couple of other guys, and then there was Ruben. Ruben and Jared were best friends which is why we could never tell anyone about our relationship. Before Jared and I had gotten together, Ruben, him and I had been the infamous trio at high school. After Jared and I ended, things got complicated. Ruben wanted me, but sleeping with your best buddy’s ex is against all the guy codes in the world.

We did it anyway. I was sleeping over at his place, we were cuddling on the couch, watching a movie, when I felt it. Ruben was pressed up against my back and this cock gradually hardened at my butt cheeks. When I couldn’t ignore it any longer, I started to wiggle around, just a little, just enough to let him know that I was feeling him.

With a swift movement he turned me around, crushed his lips on my mouth. It was a wild kiss, passionate and hot, and I felt blood rush to my cheeks.

After the kiss we just lay breathless for a moment. It was overwhelming. “Shit,” I whispered. “Yeah,” he agreed. Then we just lay for another while. The movie was still playing but neither of us paid any attention. Both of us were thinking about Jared.

Even though I felt terrible for betraying Jared like this, it didn’t kill the tension between Ruben and me. Finally, I turned to him. “Is is really that bad?,” I asked, hopeful that we would agree with me. He did.

Next thing I knew I had hopped on his lap and he was pulling at my clothes. It was tough to kiss and undress at the same time. Finally, he picked me up and carried me to his bed, threw me down and pulled his pants down. I could see the outline of a massive cock in his underwear, and my mouth started watering.

Quickly, I sat up. I looked him deep in the eyes while I unhooked my bra. He sighed at the sight of my firm small tits, and stepped closer to pull at my nipples. I reached out to pull at his boxers and freed his erection.

Ruben’s cock must be the most beautiful one I ever encountered. Silky soft skin covers rock hard flesh, it is straight, the size of my underarm, and has a beautiful purple head. The way it slaps against his belly when he makes it twitch is utterly enticing.

I lowered my head down and gave him a coy kiss. The way he cocked his hips toward me was all the encouragement I needed to wrap my hand around his meat and start sucking. I let my tongue twirl around his head a couple of times, licked up and down his shaft to lubricate him, before I swallowed him whole. Ruben’s head fell back with a moan.

Before I could go too far, Ruben pulled himself out of my mouth, pushed me back on the mattress and pulled down my panties. He kissed my thighs, my vulva, my belly. I didn’t want him to eat me. At this point, I was literally dripping wet, and all I wanted was to feel him inside me. Pulling by his neck, I maneuvered him exactly where I wanted.

“Are you sure?,” he asked and I nodded. I could feel his dick at my entrance, then he pushed. I inhaled sharply through my teeth. It had been a while since I last had sex and Ruben was huge. I didn’t lie when I said he was the size of my underarm.

“Am I hurting you?,” he asked anxiously.

“In all the good ways,” I gasped and he gave me a wicked smile, before he bent down to kiss me. At the same time, he pushed inside me. I bit down on his lip, determined to hurt him just as much as he did me. We both gasped.

We fucked like rabbits. He pounded into me, and I hardly had to help myself to cum all over his cock. He emptied his balls on my back and ass, then we just feel onto the bed and had trouble to catch out breath again.

Long story short, that night we fucked at least three more times. I told him that I liked it rough, and for the next year and a half, we both explored our kinky side. I have never felt so liberated. Ruben was my master, he dominated me, but only in bed. Otherwise, I lead the relationship.

He bought me collars and butt plugs, paddles and gags. For the times he was away, he got me a vibrator and a dildo – but we didn’t only use them then. We incorporated rope and nipple clamps, even a vibrating butt plug, and he beat me black and blue. After some sessions, I was unable to move, cried, or just feel asleep. One time I fainted from how hard he was choking me.

Ruben and I needed to get away from our families and friends so we went on vacation together. He had a backpack full of toys designed to torture me. I was so excited, I could hardly wait to get there. In my defense, I am very self-destructive. When we reached the highway, I leaned over and started kissing Ruben. He tried to keep his eyes in the road, but it was impossible with me in the passenger’s seat. He slapped my thigh and told me to sit still, in that tone he just used on me.

I sat back, but I knew he was turned on. He filled the dominating role so perfectly as if he had been born for it. I could see a bulge form in his pants. We didn’t make it much further before he pulled over into an empty street leading into the forest. He quickly removed his pants just far enough for his cock to get out, then grabbed my hair and pulled me down onto him.

I opened my mouth and swallowed him, my face hit his thighs, my eyes teared up when he hit the back of my throat. Gagging, I slapped his knee, but he just pushed me down further, pulled my hair harder, and wiggled my head. Finally, he let me go. I came up for air, hardly caught my breathe, before he pushed me down again.

“You like that, huh?,” he murmured. “Little dirty bitch.”

His words were like oil to my fire. I sucked him with such passion, that he came within a couple of minutes, down my esophagus, I didn’t even taste him, just drank straight from his cock. When he finished, he let go of me and I leaned back, wiping the saliva and tears from my face. He packed up his junk and we drove to the hotel.

0