This horny story was posted at our forum by a guy named Capablanca who seems to have finally admitted he prefers playing with shemale cocks over playing chess. ;)
I have already described my first encounter with a shemale - an amazing experience. One thing I've been looking for since that first experience is a shemale who would cum in my mouth. Now one might think that this wouldn't be too hard to find, but in fact it is a bit difficult. First of all, the only shemales I've been with have all been escorts (I've seen five different ones so far, all in Toronto). I'll mention by the way that I really wish I'd gotten into escorts when I was younger -I'm well over 40 now, and I don't think I could get a shemale for free to save my life. Sad, but true. Anyways, escorts don't like to orgasm with a customer until their last of the night - they have to keep themselves a state of arousal through the evening. And I'm not a late-night person. So when you add all this together, I was having no luck at all in my ambition - until this Saturday.
I was allegedly at the office working - in fact, I did come in and do some work. But I foolishly logged on to the web, and surfed through the Red Zone, Eros and so on, looking at various shemales. The urge hit me, and in no time I was on my cell phone, looking to see who was available. I made an appoint with A___ (I won't give her name here). And off I went to downtown Toronto for some fun.
A___ was a bit different from other shemales I'd been with. All the others had implants, and quite nice ones. A___ had none, and whatever hormonal therapy she had had not created much in the breast department. But she was very petite, very feminine. Barely over five feet, and she could not have weighed more than 100 pounds - was probably more like 90. She was also something that I don't encounter with escorts all that often, whether shemale or female - she was really into kissing, and was a wonderful kisser. So we made out on her couch for the longest time, and after a while, she undid my pants, and pulled them down along with my underwear, freeing my raging hardon.
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