Each new experience pushed me further down the road of gay exploration as I was previously only a bi-curious 50+ man who had only slept with women. My first taste of cock cemented the fact that somehow, I like sucking cock, and just figured it out and that having someone finger my asshole felt amazing when rock hard
I had two experiences thus far, a quick although meaningful jerk and suck in a dark room at the Embassy Suites in Tukwila with a 19-year-old named Ethan. I never saw his face; he never saw mine; we never spoke, the whole arrangement was detailed in advance and was only about me getting him off, that was my first gay experience and fantasy.
The second one was way better as I got to watch myself suck and then swallow a young black guy named Derrick who was 23. Derrick also slipped my cock into his mouth and gave me my first ass fingering experience which was completely unexpected and amazingly erotic at the same time. I came so hard when he got three fingers in me and was pressing against my prostate, I could only imagine what a pulsating cock would feel like and that was the next trap I suppose. Each step has been better and more erotic than the previous.
Sucking and jerking on a cock for the first time was glorious, Ethan tasted so fresh and clean and being only 19 he came so quick all over my face and chest. Derrick was a dream, good looking, younger black man with a huge cock who let me work it over and introduced me to anal stimulation and became the first load I ever swallowed. I knew if I was going to get fucked in the ass for the first time it would not be with his cock that's for sure, so I looked for a younger, small guy to finish up my gay trifecta of gay exploration.
I kept thinking if I could find a guy about 5' or 5'2", his shoe size would be a 5, which would equate to about the right length and about the same girth as Derrick's three fingers which blew my mind. I wanted that experience, that feeling of my asshole stretched to the point I knew was comfortable and provided an orgasm that no women had ever unleashed, except this time with the guy's manhood entering me.
It seemed easier to turn the job over to a professional this time as I didn't want just anybody fucking me in the ass, so I chose to pay up and choose very carefully the guy, and the cock. A quick search within 50 miles, 5'2" or shorter, small build, under 25, and eleven options came up. Most of them were super fem, just not my turn-on, but there was a super cute 23-year-old skater looking dude, a super-hot 25-year-old Brazilian guy and Jin, the 21-year-old Korean. All three were male escorts and any of them could be paid to fuck me in the ass.
I really debated over the three, looked at and jerked off to their pictures before finally deciding that Jin and his 5" Asian cock was the one that would enter me. Jin was short, maybe 5'1" but buff, masculine, like a little wrestler guy buy weighing all of 112 pounds soaking wet and had his hair over in a wave like a KPOP star. He looked completely straight, which for some reason was part of the turn on for me, and we talked three times through the website we met on of what my expectations were. After all, for an hour he was to be my employee and I was paying him $500 for very specific work requirements.
I told Jin that I wanted the BFE treatment, or the Boy Friend Experience, which basically meant there were no limits, kissing, anal play, cock play, fucking you name it I could do it or have Jin do it to me. The following week the encounter was planned, as my wife of 32 years was headed out of town with a girlfriend, and I could finally arrange the gay liaison with the young Asian man.