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bi-curious, first time giving my ass to another man [M/M] | 2016

TL;DR; I finally took the plunge to be fucked by another man and surprise myself with how much I enjoyed it.

I've been bicurious for a while and over the years I've had some light fun with other men, mainly wanking and oral. I guess that my approach to sex with men has sort of been that of a mostly straight person: being ok with with pleasuring each other, but weary of becoming more passionate by kissing, stroking and having too much body contact in general. In the past i was definitely against ever allowing anybody near my ass, seeing that as passive role mostly reserved for people that only felt attracted to men. However, over time, I've been slowly wondering what would it really be like to give in to another man, to let him penetrate me. I'been fantasizing about discovering that against all my predictions, I could actually enjoyed having another man's dick up my ass.

Eventually the desire to experiment grew to the point that I plucked up the courage to search craiglist for a suitable partner to put this fantasy into action. It took some time but I eventually found somebody I was comfortable with. Let's call him Lucas. He's about 5'11" (180cm), has a swimmer's body, green eyes and brown hair. He described himself as an assertive but not excessively dominant top. Lucas and I exchanged various messages and photos, and eventually agreed to meet at a pub near his flat to see if we got along before proceeding any further. I was naturally a bit apprehensive and nervous at first, but we really got along quite well and spend some time talking about life in general over a few pints. After some time, he asked if I was ready and I wearily said yes, so we walked the short distance to his flat.

Over our initial emailing, the only point of discourse between us had been that he was keen to fuck me bareback, arguing that the pleasure would be greater for both of us. He regularly tested himself, and indeed had results that were only a week old that he was happy to show me. Based on my experience with women, I agreed that indeed condoms reduced pleasure, but even so, in spite of the test results, I was not really keen to go bareback.

Once we got to his flat, we both sat on his sofa, and spend a few akwards minutes before he started stroking my leg and eventually, my cock. Things started to heat up, and we removed our t-shirts, and trousers, sitting on the sofa in our underwear, stroking each others' cock and bodies. Lucas then grabbed my arm and dragged me to the bedroom, where we both removed our underwear and climbed into the bed. My cock was so hard that it was actually hurting. Lucas lay on the bed while motioning towards his cock. I got myself comfortable and then proceded to suck my first cock in almost two years. It was a beautiful, hard cock of more than 8". Lucas likes talking during sex, so he asked me if it tasted good, to which I answered yes. As I continued to suck, he would keep on teasing by continuing to ask if it only tasted good to which I answered that it tasted great.

After a while of me sucking his cock, he lightly grabbed my hair and pulled me up. We then swapped positions and he started to expertly suck my cock. I was so horny that every now and then I had to tell him to slow down to avoid shooting a load down his throat. While he was licking my balls, the following conversation ensued:

  • So what do you want?
  • I want you to fuck me. I replied.
  • What's that sorry? I didn't quite hear you.
  • I want you to fuck me in the ass!

I was a little surprised with my remark, but I was so worked up by him sucking my cock that it just came out. Lucas then proceeded to lift my legs a little and then stuck his tongue right into my ass. I felt an incredible jolt going through my body and I uttered a few groans as he continued licking my bum. He gradually introduced one finger, then two and eventually three with little discomfort from me. After some time stretching my hole, he told me to lie on my front, and he grabbed some lub and a condom from his bed side table. He then proceeded to lub my ass and he reinserted his three fingers, which slid right in. As he pop in a condom I could feel the cold lub sipping into my ass.

  • Are you ready to be deflowered? Lucas asked.
  • Yes. I said nervously.
  • Sure?
  • Put it in! I answered back, trying to sound confident.

Lucas slid the head of his cock, it was tighter than his fingers but it felt far more intense. He gradually pushed his cock into my ass, slowing down occasionally as I felt a bit of pain or discomfort. He eventually made it all the way in, and I could feel his pubic hair against my bum. "All in!" he said, and I replied that I couldn't quite believe that I had a man's cock up my ass. He then started to fuck my slowly, picking up the pace as I got more comfortable. The feelings were intense and inexplicable. It was a pleasure far more intense to what I had ever been accustomed. I kneeled on the bed, gradually standing up as he fucked me from behind, kissing my back and neck. He grabbed my cock, and as I was getting close to cumming he suddenly stopped and violently withdrew his cock from my ass. I felt a sudden deep sense of loss and anguish.

  • What happened? what are you doing? I said.
  • You need to show me you're a good boy by properly sucking my cock. Lucas said

Lucas was still kneeling on the bed and he quickly removed the condom.

It's hard to explain what possessed me, but as I saw his throbbing cock that had been deep inside my ass only a few seconds ago I felt an animalistic urge to shove it down my throat. I've enthusiastically started to suck his cock like I have never done in my life. Lucas moaned approvingly for some time, and then pushed me away, saying that I had proved myself to be a good boy, deserving to be fucked.

He told me to lie on my back and to place my legs on his shoulders. He then asked if it was ok to fuck me a little bit bareback so I could get a taste of the naked cock. I hesitated a bit, but knowing that he wa safe I said it was ok but only for a little while.

He then slowly slid his cock again, and it just a few second he was fucking me energetically. This position was more intimate as we could stare into each other's eyes. I started to stroke his chest and he gradually moved down to kiss my neck and ears. We then french kissed for the first time for just a few seconds, which was a little bit shocking as I had never really enjoyed kissing a man before. After that kiss, he moved back and withdrew his cock, saying it was time to put in the condom. I shouted "no". :No?", Lucas said. "No, please, I want you to cum inside me, please!". I was a bit shocked at my own words, yet the eagerness to have him cum inside me kept growing by the second. As I said that, a smile appeared on his face, and he quickly inserted his cock back into my ass. I grabbed his head by his hear towards me and we started to kissing passionately, while he picked up the pace. My cock was being rubbed against his stomach, getting me closer and closer to cumming. After a few minutes he told me he was about to cum and I just repeated my remark, and told him that all I wanted has his cum deep into my ass. As I felt his cock throbbing and the warmth of the cum sipping into my ass, I started spurting cum into our stomachs. He gave me a final kiss and then pulled out, lying besides me on the bed. I have to say that I had a few seconds of shock and disbelief at my own behaviour. I just couldn't believe how much I had really enjoyed giving in to another man. After a while those feeling subsided and all I could thing was how amazing this experience had been.

Over time, we have become good friends and we've developed a sort of fuck buddy relationship. I'm more than happy to provide any further stories if anybody has enjoyed this one.