My first time and the urges that follow

I was 22 at the time, I’m 37 now and bi… I was traveling the country using couch surfing as a way to find places to stay. I had just rolled into Huston and he was the only one who got back to me, we talked a bit and he seemed nice, gave me his address and I headed over. When we met I could tell he was of the persuasion, again though super nice guy and he invited me out to a bar. We went and hung out, drank some drinks, I was getting hit on by a few woman and sensed he was uncomfortable, we eventually left and went back to his place. We sat down on the couch and start talking. Pretty soon he started mentioning my physique and then made a move towards me, he asked if he could see my stomach, I was hesitant. Up to this point I had only fantasies of being with a man, but had never had the opportunity and now here I was. I was nervous, he wasn’t very attractive, but he was polite and nice and so I lifted my shirt. He remarked on how fit I was and pointed out the line between my hips and stomach, we know the line, the highway to the cock… he motioned with his hand if he could touch it and I nervously relented. The moment he did I became extremely aroused, I’m not large in the pants, but he could tell I was feeling something.

He asked if I wanted a massage, and honestly that sounded great, he took me to his bedroom and I took off my shirt. He started massaging my back, but quickly started rubbing his hands lower, he then instructed me to take off my pants. I don’t know what came over me but I obeyed and he began to rub my ass, letting his fingers slip between my cheeks. Then he told me to stand up and turn around, again without hesitation I obeyed and quickly I felt his tongue slide into my crack. I had never had my ass eaten before and the pleasure was incredible. I was moaning like I had never before, it was uncontrollable. He stopped after a bit and asked me what I want. I then turned around and told him I wanted to suck his cock, words that just slid out of my mouth, he took his pants off and revealed his mushroom headed dick, I took my time, touching it, feeling it, then let my tongue slide up his shaft. I could feel an overwhelming sense of odd pride when I slid his cock in my mouth and he let out a loud moan.

I began going to town on his shaft, licking it, massaging it, letting it slide down my throat. I had no idea I would be able to deep throat a cock, but jt came naturally. Suddenly he asked me to stop because he was about to cum and didn’t want to yet I obeyed and he rolled me over onto my back and then went down on me. I couldn’t believe how quickly I was deep into pleasure as he rolled his tongue around my dick. It was instant and I could tell he knew as he slowly moved is mouth up and down my dick, then I felt a pressure on my hole and before I knew it his thumb was stuck in my ass, the pleasure was intense and I could feel my legs shaking “I’m going to cum” I said and he stopped, “not yet”. Fuck it was hot to hear someone boss me around…

What happened next is something I still regret. I was still on my back, he put my legs in the air and I could feel his cock press against my hole, I think the problem was I was in a very vulnerable position and I called out for him to stop. “Just the tip” he said, I wanted to let it happen but as his tip slid into my ass I freaked out and again asked him to stop. He was respectful and did stop, I told him I didn’t think I was ready for that and apologized. He said that was fine and he stuck my dick in my face again, I let his cock slide back into my throat, this time he held my head as I took his cock deep into my throat and he began to thrust. Again I was alive with pride as he fucked my throat and I took it like a good bitch.

He grabbed the back of my head pulled me in so close my nose was shoved into his stomach, let out a loud moan and I could feel his cum shoot into my mouth. It surprised me and I couldn’t help but gag, I tried to swallow but my body wouldn’t let me. He then went back down on me and proceeded to suck my cock dry, it was the most intense orgasm I’d ever had. He then sucked me off another 5 times saying he just wanted to see how many times he could make me orgasm.

Since then I have still yet to ever bottom. I think about it often but I just don’t seem to find myself in the right situation with another man. I’ve tried the online thing and only ever get flakes. I’ve sucked off more men and learned that I can take 9 inches of thick cock down my throat, but it’s never gone further than a blowjob. I still regret to this day not letting him enter me and fuck my ass. I’m still open to meeting a man willing to fuck me, but I am over trying the internet thing and would prefer it just be more or less organic, maybe one day, until then I just imagine the pressure on my ass and wish I had let him go all the way.