Unforgettable First Time

All this was great: the panty-wearing exhibitionism and masturbation; the anal toying, cock-tying humiliation; the fucking of beautiful, big-breasted, cute-assed women in all their holes. But there was one more experience I had been fantasizing about for some years - to be fucked by a large man and feel hot cum erupting deep in my ass. I finally decided to do it!

So I called in on my transsexual mistress. After she had milked me in the usual way, I gave her a proposition. She doesn't normally take money, but I thought it would help achieve my ends if I offered her $500 with my request. I asked if she could persuade some of her usual visitors to meet me at a hotel room a week on Saturday. I felt that I could trust her and that she knew me well enough to make me a good choice.

Waiting for the night, I made sure that I held my cum, so that by the time the day arrived my balls were hard and full. I woke up early with a very stiff cock, went to the shower and shaved my balls, ass and cock, leaving just a small triangle of thin, soft hair above my pube. I had already bought a new outfit, but decided at the last minute to go out and buy a new cock strap. I found a lovely white leather one with a ball splitting strap, decorated with faux diamantes. I picked the smallest in the range. I didn't try it on when I got home. I hoped it would be possible to fit it, although I knew it would be tight.

I had been wearing a black silk camisole and panties underneath while out shopping. I made a sandwich, then stepped out of my outer clothes, poured a gin and tonic, then settled back to watch a movie. About 5.30, I downed two Viagra with a bowl of noodle soup - I didn't want to eat too much - and headed to the hotel. The surprise guests were expected at about 7.00.

Once I had checked into my room, I changed into my new outfit. First, a sexy and expensive white suspender corset thing made from some kind of sheer mesh fabric; then matching, small, white g-string panties. I remember my hard cock just stuck out the top.