I've been a secret bi bottom for about 15 years and I love it. I had long had curious urges towards men and I started all those years ago with anonymous Craigslist and adult bookstore encounters. It was scary and exciting but the sexual highs of playing out long time fantasies with strange cock and figuring out what I liked quickly had me hooked. Slowly taking a new cock past my lips and into my mouth, and feeling it pulse and throb with excitement as I bobbed up and down on it and coated it with my saliva before feeling it explode in orgasm down my throat often had me quivering in excitement. Rarely did I have to do more than touch myself for a few strokes before cumming back then.
Once I found my way in this world, my encounters got better and more meaningful. I've had some occasional blowjob regulars where working the same dick a few times was great. Knowing what a guy likes and being able to take my time getting there was empowering in a way that I hadn't expected bottoming to be. I like being submissive when I'm being fucked but being in control during a blowjob and having a guy beg me to blow a load in my mouth is a sexual high like nothing else.
About a year ago I'd found a local regular to do just that to. After half a dozen mind bending blow jobs at his place, he nervously progressed to giving me a handjob, then quickly moved on to sucking me off and fucking me with his beautiful cock. That unexpectedly progressed to sucking off one of his straight buddies and soon enough we were having threesomes where they would take turns filling my throat and ass with their cocks and cum that was some of the best sex we'd all ever had. In that we were all married, it was a bit difficult to get together, but mind blowing when we did.
To fill in the between times, I had occasionally turned to encounters on the road, where it all started for me. I travel a lot for work and upgrading an anonymous blow and go to something deeper, more involved and more intense had gotten pretty hot too. Earlier this summer I was in Seattle for work and stayed over for a day to play some golf and unwind. I didn't have any specific plans for a hookup, but after a shower and cleaning up in a nicer waterfront hotel, I ended up at a nearby wine bar. It was a pretty quiet Sunday night and I was sitting at the bar enjoying some small plates and a glass of wine and chatting with the bartender. After about 15 minutes, a good looking guy sat down 2 seats over and struck up a conversation about the wine and food. Like me he was dressed business casual and I correctly guessed that he traveled for work as well.
"I'm Rick, by the way," he introduced himself.
"I'm Jay," I said and we shook hands. He had larger hands and he seemed to hold my gaze for a moment and a little jolt of excitement shot through me. I couldn't believe my good luck but allowed myself to get interested and hopeful.
We hit it off and decided to share a bottle of wine and ordered some more food. The bartender opened the bottle and excused herself to start closing up, and Rick moved over to the bar seat next to me in what was now a nearly empty bar.
"I don't want to get too close, it'll just be easier to enjoy this," he said with a hint of playfulness.
"Get as close as you like, I don't mind," and gave him a wink.
That definitely caught his attention, and I knew we were onto to something. We started talking about Washington wine, travel and all the usual things. More innuendo was being thrown around, and eventually we finished up the wine and I asked the bartender for the check. Rick and I had the usual brief argument over the check, but I won out and threw done a credit card.
Rick thanked me and then said "This was really enjoyable, how can I repay you?"
"I can think of a few ways," and gave him a wicked look as I signed the check.
Rick said "Tell me more," and quietly reached under the bar and squeezed my upper thigh and lightly brushed my balls and fast hardening cock with his hand.
"Follow me," and we quickly walked out into the night. I told him that I was in a nearby hotel and that I would love for him to come join me for the night. He agreed that was a great idea and quietly asked what I like. I told him I love sucking cock and would bottom for him if he was up for. We were in a darker spot on the street and he stopped and said he was a top and would be down for all of that and more. I reached out and felt his growing bulge. He pulled me close and kissed my neck and grabbed my crotch. I whimpered with anticipation but quickly broke our embrace so we wouldn't be seen and we turned the corner into my hotel.
We both had noticeable hard ons as we walked through the lobby, but we tried to move slowly and not be too obvious that we were soon going to be naked and going at it in my room. We made it to the elevator alone and as soon as the door closed we were all over each other, with Rick kissing and tonguing me up against the wall. Walking down the hall and keying into my room, we could barely contain our excitement.
As soon as we were in my room, we started kissing again and feeling each other up and peeled off our shirts as we backed towards the bed. There were no lights on in the room, but the curtains were open to the waterfront and the lights of the city erotically lit the room. As Rick was kissing my neck, I had a firm hold on his now fully erect cock through his pants but I needed more. I undid his pants and they fell to the floor and I followed to my knees, coming face to cock with his underwear covered bulge. It looked and felt big and I slowly rubbed and stroked it while looking up at him. Wicked pleasure was in his eyes and he said "Go slow, this is going to be good."
"Yes, this is," I hissed and pulled down his boxers to expose what was a massive purple cock head. I caught my breath and leaned in to flick my tongue around it, and Rick got weak in the knees. I squeezed his still covered balls, and could feel the size and weight of them that seemed to match his dick. He moaned and I took the opportunity to whip his boxers off. He stepped out of his clothing, now fully nude and sat down on the edge of the bed and spread his legs for me. His cock had to be at least 8 inches long and thick. I scooted in and started licking and sucking on those massive balls, and Rick took the opportunity to slowly stroke his cock and rub it all over my face whenever I came up for air.
I needed to slow this down, so I stood up and took my pants off. Rick was still slowly jacking his cock and watching me, so I made a strip show out of rubbing my covered cock and wiggling my ass for him before I dropped my underwear too and stood before him naked. We both jacked our cocks for a minute and made eye contact and I stepped back in and kissed him. He reached for my cock as we kissed and he lightly stroked my erection. I dropped back down to my knees to find he was already leaking pre cum. I took hold of his cock and squeezed a few more drops of cum out and then gently licked it off his dick head. He moaned and fell back onto the bed as I played with his balls again without losing hold of his beautiful erection. I gave him a minute to settle down, then without warning I swallowed him almost whole and held his cock deep in my mouth, sucking and swirling my tongue where I could.
"Oh my God!" he just about yelled. I slowly started working my mouth up and down his erection, lapping up his increasing pre cum and working the head of his dick, building up saliva before I eventually took that massive cockhead in my throat. I held him there and just pumped his cock just slightly in and out with my mouth and throat as I took breaths when I could. My saliva was pouring down his dick now and onto to his balls. When I released his cock from my mouth for a moment and started massaging his balls, he slid up fully onto the bed and I followed onto all fours, still in position over his cock.
I took hold of his dick again and just started slowly stroking it and enjoying the feel of the skin moving up and down against his hardness. "This is fucking amazing," Rick said in almost a whisper.
I felt totally in control and I replied, "We're just getting started, my friend." He quietly moaned and rolled his head to the side, and I went in for my first prize of the night and while holding the base of his cock, went back down on his glistening hard on. I would slowly take his dick all the way into my mouth and gently squeeze his balls and then work my tongue all over and around his pole on the way back up before giving his head some action. He was leaking a pre cum river now and I knew he was close, so I started bobbing up and down on his cock with increasing speed and pressure. I could feel his cock start to swell and when I went to squeeze his balls on a downstroke, I felt them contract, he went still and he exploded with a massive, grunting orgasm into the back of my throat with 4 or 5 huge blasts. I could barely contain it all and his cum quickly leaked out the corners of my mouth and back down onto his cock and balls.