Bi-Sexual Male / 58
Waited And Waited, Until I Went Ahead And Did It
Going on fifty I decided to give in to my long held fantasy. I was scheduled for a conference in Miami and took time to get mentally situated. I went on a dating web site for older gay men and lined up a 'date' to test the waters.
The man showed up on time, we had previously agreed on when, where, and what we were wearing. The fellow wasn't out of the closet, so discretion was paramount. We went to a nice restaurant for dinner. We talked, general topics. It wasn't till after dinner that we talked on the subject. Like me, it was his first 'date'.
We stayed in touch casually. I had a conference in Orlando and asked him to come. He agreed and we both checked in. After dinner we went to my room, we were committed to take the next step. It was awkward, and took quite a bit of time to actually suck each other's dick. Maybe I was braver, or was more willing. The more I sucked on him, with my eyes closed, the more I liked it. He shot his load. And just like that I had crossed the invisible barrier.
Later, a year later, I was in LA for a long weekend. Same website, I set up a 'date', this time the fellow was experienced. Oral was just right, I wanted him to vum in my mouth. But he had other ideas. Before long I was face down on a towel, his dick deep in my anus, experiencing the 'most amazing' feeling.
I'm experienced now, both with internet dating, and in person pickups. I'm sexually a bottom, I enjoy being penetrated. Like so many, an avid cock sucker. My regret is waiting until I was fifty before giving in to my feelings.
The man showed up on time, we had previously agreed on when, where, and what we were wearing. The fellow wasn't out of the closet, so discretion was paramount. We went to a nice restaurant for dinner. We talked, general topics. It wasn't till after dinner that we talked on the subject. Like me, it was his first 'date'.
We stayed in touch casually. I had a conference in Orlando and asked him to come. He agreed and we both checked in. After dinner we went to my room, we were committed to take the next step. It was awkward, and took quite a bit of time to actually suck each other's dick. Maybe I was braver, or was more willing. The more I sucked on him, with my eyes closed, the more I liked it. He shot his load. And just like that I had crossed the invisible barrier.
Later, a year later, I was in LA for a long weekend. Same website, I set up a 'date', this time the fellow was experienced. Oral was just right, I wanted him to vum in my mouth. But he had other ideas. Before long I was face down on a towel, his dick deep in my anus, experiencing the 'most amazing' feeling.
I'm experienced now, both with internet dating, and in person pickups. I'm sexually a bottom, I enjoy being penetrated. Like so many, an avid cock sucker. My regret is waiting until I was fifty before giving in to my feelings.
- That's Juicy! 30
- Remove It! 5
