[M26] My first time with another [M]

This is going to be long. I used a new account for obvious reasons.

For awhile now, I’ve been thinking about being with a man. I recently got out of a long relationship with a girl, and I thought now’s my chance to try. I’m 26, fit and slim, and I like to think of myself as a handsome guy. It shouldn’t be an issue finding someone who’d like to walk me through it, right? So last week I set tinder to match with guys, and after a few days I matched with Mark, who’s a little older than me. He’s tall, around 6’2″, with a burly frame. Strong shoulders and a little bit of a gut, which I was totally into. After messaging back and forth for awhile, I decided to invite him out for coffee. He was so nice and easy to talk to. After I got back home, I texted him that I’d never been with a guy before, and that I was curious, but also nervous about it. He took it well and was fine with helping me broaden my horizons, and said he had a sneaking suspicion that that was the case.

We texted all day, where I told him I’d like to try sucking his dick and how I’d like to try bottoming. He was totally onboard and set me at ease, saying that we could meet at my place and take it slow. I quickly set up a time for the next day, but I was so nervous. It was my day off, so I went out and bought condoms and an enema, and lube. It was so embarrassing, but exhilarating. I did the best I could to get myself ready before he came over. I answered the door almost petrified, but he was so confident and easygoing that it helped settle me down. I invited him to sit on the couch, where I started rubbing his chest and shoulders, and we kissed for a little bit.

I could feel him getting hard under his jeans, and I was already rock hard. I got down on my knees in between his, feeling like I was about to faint. I unzipped his pants and pulled out what seemed to be every bit of about 7 and a half inches. I paused for a moment, steeling myself, and then wrapped my lips around it. Almost instantly my nerves flew away as I began giving him what had to be the most mediocre blowjob he’d ever received, but he seemed into it. It almost felt like an out of body experience, licking his shaft up and down and doing the best I could. I began getting really into it, just enjoying myself and this new experience, savoring his taste and getting turned on by how I was pleasing another man.

After what was probably only a few minutes, he pulled my head back, and I kind of came to again. I led him into my bedroom which I’d already prepared with fresh sheets and a towel. I started getting really nervous again, but he laid me down on my bed and took my pants off as I took off my shirt. I was laying on my back and he was standing at the edge of the bed, and I could see his big dick hanging over mine as he asked me “Are you ready?”. I nodded yes and he put on a condom that I’d laid out on my nightstand and lubed himself up. He pressed his finger into me as I gasped, but he worked it in slowly, lubing me up as well. I was really enjoying lying there, Mark slowly fingering me, looking down with a little satisfied half-grin. I bucked my hips upward, silently pleading for him to fuck me. He obliged, pulling his finger out and working his big dick into me. It took a few minutes of adjusting, but once he was all the way in he lifted my legs up and began to slowly but surely fuck me. I started squeezing his waist with my legs and after a few minutes he was fucking me at a regular pace. I was dripping precum all over my stomach and he was hitting the right spot in me.

Once I felt comfortable in that position, I decided to take some initiative so I pushed away from him and crawled to the middle of the bed on my hands and knees, inviting him to take me from behind. He quickly followed me up and put his cock back in me. He was fucking me slowly again, and I started to quicken his pace by pushing back into him. He let me take over and I established my own pace, keeping him in deep and pressing back with short, quick thrusts. I remembered a meme I saw of the different arches in girls’ backs, with a full arch being the “pro”, so I sunk in deeper as I pressed my ass into him. I almost came right there, stealing a glance at my full-length mirror across the room and seeing myself giving into Mark, angling myself for his pleasure.

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Mark seemed to read my mind, sensing that I was tiring out in this position. He leaned up over me, pressing me down prone underneath him. It drove me crazy, it felt like he was right up against my prostate and my cock was pushed down between me and the bed. He sped up a bit and put four of his fingers in my mouth, which I began to suck on but he pulled them back out and slipped his hand underneath me to rub my cock which almost made me explode. I was about two seconds away from cumming when he leaned down and with a little moan said “I’m about to cum in your ass”. That sent me over the edge and my whole body wracked with orgasm, his hand around my cock and him deep inside me. I could feel my ass tightening up as my entire body spasmed and shook. That must have done it for him too, because I could feel him shudder on top of me and slow down. We stayed just like that, him panting on top of me, me almost paralyzed from pleasure, before he worked himself out. I stayed just how he left me, listening to him rustle around before returning to slap my ass. I was feeling some shame, a little disgust even, as I’m sure most have experienced when trying something new like this, or even for me previously when I watched male porn, but I was in too deep now, so I tried to roll with it. And plus, I’d had a great time and I was still buzzing from how hard I’d orgasmed. I invited him to take a shower with me where we soaped each other up, and by the time we got out he was hard again, so I brought him back to the kitchen where I got on my knees for another attempt at a blowjob. He made me work for it, but I made him cum a second time, all over my face. I don’t know how he could muster it, since I was completely spent, but it was satisfying and so hot in the moment.

I’m very glad for the experience, and I think I can pretty safely say I’m going to continue meeting up with Mark. Please let me know if you’d like to hear about my next encounter :)

Source: reddit.com/r/gonewildstories/comments/ifo69b/m26_my_first_time_with_another_m