I responded to an ad on craigslist for a group that occasionally does "orgies" in my city. It is a group of men who have parties occasionally, usually attended by about 15-25 guys, either during lunchtime or evenings. Their ads stress that newcomers or inexperienced types are welcome, so I thought, why not. After exchanging some emails and jumping through their hoops to be approved, I got the time and address for a noon party. It was at a pretty classy hotel, not too far from a Victoria's Secret. I thought this was super convenient and I had an idea. So after getting permission from the host to dress as a girlie girl and about an hour before the party, I went to VS to shop. Surprisingly, the girls there were very helpful.** And since it was early in the day, the store was pretty empty. I bought a matching bra and panty set--black--with a garter and thigh high stockings. The look was classy, but very close to slutty.
After paying, I asked the salesgirl if I could put the items on before I left. This took her by surprise, I think, and I realized at this point that she might have been inexperienced or new at the store. I felt like I was turning red, what if the manager just booted me out of the store. But the manager just walked past at that point and the salesgirl blurted out the question: "This customer has just purchased some stuff--is it ok um if he puts it on before leaving?" And the manager said, "Oh, sure. That's fine. Just make sure to keep the receipt with you." Excited, I put my new items on and left, with my clit pretty engorged at that point. I then stopped in at a Marshall's right by the VS store to buy a blouse and miniskirt. I was disappointed with their selections, but I found some things that fit. At that point, I vowed to shop earlier and be more prepared the next time.
When I arrived at the hotel, I asked to use the bathroom. I changed and emerged dressed like a total whore, Sara! You would have been super proud of me! I even had on lipstick to help me in sucking. I had my man clothes in a gym bag. I walked over to the elevators and drew a few stares, but no one stopped me. There were mirrors lining the elevator car, so I could see myself from every angle, I did look hot! But not passable....
I arrived at the party. There were about 20 guys. There was champagne flowing and gay porn playing on the hotel room tv. Some of the guys didn't seem into me, and really only wanted to do stuff with "real" men, but there were about 8 - 10 guys who liked it. I was totally amped that I had attracted a fair degree of attention and asked that they formed a line. I sucked about 6 cocks and got fucked twice in the ass. When I was done I had cum all over my face and new clothes! The guys who fucked my ass used condoms, but I did swallow a few of the loads and took sticky facials. As a reward for being a good cocksucking sissy, I asked a guy for a handjob, and he gave one to me, but he didn't do as good a job as a woman. I really like looking at a woman's hand with nail polish when she strokes me. I showered in the hotel room, threw away the cummy blouse and skirt, kept the VS lingerie in my gymbag and got back in my man-wear then headed to work. My work isn't 9 - 5, I have flexibility to be naughty when I feel in the mood.
So it's been a few days since my blow-bang experience, and while it was pretty hot and humiliating, the more I thought about it, I don't know if I will attend another one. Everything felt a little too consensual, not enough like I was a gutter ho tricking for crack money. That level of humiliation gets me off harder. I will be sure to let you know about my next adventure(s) as they happen!
**The girls at VS are on commission, they know sissies are easy marks to sell to, so of course they are very helpful! ~ Sara
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