First time Crossdressing

I am a bisexual man, meeting straight, bisexual or gay men for our sexual pleasures. I post messages on various message boards that allow members profiles and posting messages. I also post to local groups in my area that allows one to post messages to a small geographical area or to a distant user group. My posts are usually brief, 'White married bisexual submissive bottom seeks a dominating top. I am 58-year-old 5'-10' 210 pounds short gray hair about twenty pounds heavy but not fat. I am seeking to give oral to completion for nothing in return.'

In my younger day, I was constantly searching to meet strangers for adult fun, to give them oral without the man having to give anything back in return. I had regularly posted advertisement to personal encounters of Craigslist, resulting in receiving several e-mails a week from men wanting to meet. I answered every e-mail asked them when they could they meet, where could we meet and when we met, what did they want to do. When they responded, with the necessary information, I reviewed their information then decided if I were willing to meet. E-mails were from local men or from men traveling and want to play when they were away from home.

I received one e-mail from a stranger in San Diego; his name was Ray. Ray was coming to my town for a few days on business, mentioning my advertisement posted on Craigslist. He wanted to meet me, so I could give him a blowjob. Ray and I exchanged a few e-mails and I agreed to meet him because he could host at his hotel room. In his e-mails, Ray asked a strange question, "Do you know any transvestites?" Ray mentioned he had a fantasy about meeting a chick with a dick. In my e-mail back to Ray, I told him that I had a fantasy about a Tranny topping me. I told Ray I would look around for what we both had erotic fantasies. I provided Ray my phone number should we need to speak about our threesome. The next-day Ray, my cell-phone rings and it was Ray.

First question after hello, Ray said, "Do you swallow or spit?"
I responded boastfully, "I like letting a man shoot off in my mouth and having him tell me to swallow his load."