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Watching [M]y Roommate Have Some [F]un

I shared this story in a PM with someone who liked my first one and wanted to hear about another voyeur experience. This happened a few years ago, and had never been told to a soul before. Enjoy!

A sound stirred me from the hazy confines of half-drunk sleep. I knew what the sound was as soon as I heard it again.

My paid sexual encounter with a 69-year old woman

I will start from the beginning.

I have always been attracted to the idea of paid sex with a stranger that I just met for the first time, but have never lived out the experience. The appeal is tied the thought of having an encounter where there are truly no strings attached and the whole reason for being in the same room is to simply have sex. There is also an "I'm in charge of this." edge to the fantasy that is not something that ever happens in a normal sexual exchange.

True Story. (m)e taking her (f) shopping

This was last Summer, so I need to try this again....

I put an ad on Craigslist looking for someone to take for some sexy shopping. The idea is I would meet her at the mall, we would shop as if we were boyfriend and girlfriend, which means I would pick out skimpy outfits for her to wear, maybe feel each other up while we shop, etc.

A few responders were asking what I would buy for them. This was not an invitation for prostitution. I was not looking for a professional, but I would possibly purchase some sexy panties etc. for fun.

[F/18] - Family Vacation: How I hooked up with my step-brother in the hotel room

We just came back from a weeks vacation in California, and I'm still shaking every time I think of what transpired. Let me give you all a few visuals and background. I'm 18, my step-brother 19, and my dad has been married to his mom for 7 years. Basically, I've known him a good chunk of my life. He's very attractive. A little over 6 feet tall, lean but a little muscular, dirty blonde hair, and perfect blue eyes. If you're wondering about me...

[m/m] crossdress curiosity leads to lost V

This happened to me 6 years ago…. I was 19 years old at the time.

I had been cross dressing on and off privately through highschool. Mostly trying on panties and lipstick and picturing myself as the girl in getting fucked while watching porn…

On a lazy summer afternoon I was doing my usual routine, jerking off in some lace panties… when i finished I cleaned up and went out to the bar with some friends… still having some girly thoughts in my head.

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