The first time I lost my anal virginity on a sketchy craigslist hookup [m/m]

I'm bisexual. But in the weird way where I only want to date girls, but occasionally I really want to be fucked by a guy. And by that I mean I want to have a guy rip of my clothes, call me a slut, throw me on the bed after forcing my mouth on his cock, and plunge himself right into my ass without asking anything about what I want. When it comes to men, I just want to submit, get fucked, and be abused.

I had this itch a few months ago, which led to me going on Craigslist and responding to someone's ad. He was tall, athletic, half asian, and looking for someone to drop a hot load in. As for me, I'm half Korean/Caucasian, athletic build, long dark hair, with a nice smile. People tell me I'm really good looking, so let's just go with that.

So I show up at this guy's place, let's call him Chris. He's every bit as tall and as cute as I was led to believe, but a little shy as far as first impressions go. I entered his apartment, and we have that awkward silence where we decide this is going to be safe or if one of us should just split and get the hell out. Feeling like it was safe, I asked "so are we doing this?" And he responded "yeah, let's go into the bedroom." So we go into the bedroom, and he immediately shrugs off the shyness, smiles and says "you want to get fucked don't you, you little slut." I'm practically quivering at this point, as in past the point of no return. He walks over and sticks his hands into my pants and we start making out awkwardly. But as he grabbed my shaft, I felt myself melt and lose the rest of my inhibitions. So I started taking off his clothes and grabbed another man's hard cock for the first time in my life.

It felt amazing. Before I knew it, we were both naked on his bed, him on top of me, as he kissed me while rubbing our cocks against one another. At one point, he rolled over and said "come here and lick my balls." I melted. He was ordering me to do something incredibly hot, and I quickly obliged.

I took his cock in my mouth. It didn't really taste like anything, maybe a little salty from the precum. He was about 6 inches, with a neatly trimmed bush. I slowly began bobbing my head up and down, occasionally running my tongue over his balls and up his shaft, while listening to him moan and grab the back of my head.

Clearly whatever I did was working, because all of a sudden he picked up my head and ordered me to lube up my ass. I was shaking at this point, because I had never had a real cock inside of me before. A plug, beads, dildos, yes, but never the real thing. I lubed up and fingered myself a bit as i straddled him. I was on top so I could have more control in case it hurt.

I grabbed his cock and slowly lowered myself onto him. As he entered my ass, I felt a sharp pain and slight burning sensation. I was gasping at this point, because it felt amazing even though it was really painful. Not sure if I was going to be able to take a lot of this, I forced myself to relax, breathed out, and began moving my ass up and down on his cock.

Now that the pain started to go away, all I was feeling at this point was the most insane pleasure of my life. I began moaning in the most submissive tones you can think of, and buried my hands into his chest as I went up and down, plunging his dick deep into my ass. I felt like I was going to cum, and I think he could tell since he began rubbing my cock while he fucked me.

After what seemed ages, or maybe a split second, he flipped me over in the prone position and went to work. I no longer had any control, as he slammed in and out of my ass, yanking my head up by my hair so he could kiss my neck. I laid there facedown on the bed like a limp ragdoll, just taking the fucking of my life and moaning into the sheets.

He rolled me over again, this time on my back, and pulled my legs up over my head so he could be on top of me. Having folded girls into this position before, I couldn't believe that it was happening to me. This angle allowed him to penetrate me deeper than before, which hit my spot and made me nearly scream in ecstasy. Within moments, I was cumming all over my chest and face as he pounded away, licking up whatever cum was within his range as he fucked me. As I came, I felt my ass tighten around his dick as I spasmed with him inside me.

He was clearly ready to blow his load, so he put me in doggystyle and went to town. As he fucked me, with my head buried into the sheets and my ass up in the air, he slapped my ass and called me a dirty slut. Even though I had already came and the pleasure wasn't as great as before, the idea that I was literally being used for him to get off really turned me on.

He quickly came, and I felt his cock spasming in my asshole. He was wearing a condom, so there was no cum inside of me, but I swear he spent a solid 60 seconds just spurting into my ass.

Still inside me, he laid down on top of my back, with my face still buried in the sheets, both of us panting for air, quivering in a sweaty pile of sex. I clenched my asshole to see if I even still had any sensation down there, and he began to come a second time. This time we were already in the probe, so he grabbed me in this bear hug of a hold and just started pounding away in my already numb asshole.

After he pulled out, we just laid there next to one another in silence, breathing heavily. I had a mischievous smile on my face, because I knew I had rocked his world. Also, I could still feel his cock inside me, because even though I was sore, knowing how abused my ass had just gotten was still a huge turn on.

As I got dressed to leave, Chris told me to come back anytime. I shrugged, smiled, and told him I would sleep on it. I walked home instead of taking the subway, because I could feel every step in my ass. My body was sore, I smelled like sex, my hair was a mess, and my ass felt used. I couldn't have been happier. So naturally, the next night I went back ;)

More to come later.

Source: reddit.com/r/gonewildstories/comments/31471h/the_first_time_i_lost_my_anal_virginity_on_a