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First Time With a Prostitute

My first time was with a prostitute. I was eighteen, and I had just moved to the big city. I came from a conservative, sexually-repressed family, and I was still very shy around girls and had no idea how to approach them sexually. I discovered these magical ads in the back of the local free paper. They were for "escort" or "massage." When you called them, a sexy-voiced woman would answer, and she would quote you a price for "full service." It doesn't get much less ambiguous than that.

After calling around to these services for a few weeks to figure out how they worked, I got up the guts, and the money, to schedule an appointment. I remember my hands trembling while I pulled the $200 from the ATM, realizing that this was the money that was going to get me laid. I went home and called one of the services. The husky-voiced madame told me to go to a coffee shop out in some suburb. I told her it would take me like two hours to get there . . . I had to take a subway and bus. She said that was fine, I should just call her from the pay phone in the coffee shop when I arrived.

That suburb was a magical place. It had a bunch of seedy little motels, all with their blinds drawn. You could tell this place was full of sex. I wandered around there a while, and actually stopped in a drug store to buy condoms, because I didn't know if the girl would have any! Shows how green I was back then. Finally, I found this coffee shop and went in and called the madame. She said, "The girl is on her way. Sit down and have a cup of coffee and then call me back." I drank a cup of coffee, my hands still trembling, and then I called the madame back. She gave me a room number at the seedy motel across the street.

I crossed the street to that motel. I was so excited and almost drunk with desire, I'm lucky I didn't get run over in the traffic. I went up and knocked on the door, and open sesame, a woman was standing there in a short nightie. She invited me in. She wasn't a knock out, but she was pretty enough and very friendly. She could tell I was nervous, and she said, "Don't worry, I'm a very nice person." And was she ever! She asked me a couple of times if I was a cop, and I told her I wasn't. Then she reminded me that "full service" was $200.00, and she said we could do "other things for less money." I told her I definitely wanted "full service," and I gave her the money. She counted it and put it away in her bag. Then she told me to take off my clothes and lie down on the bed. I lay face down, and she massaged my back with oil. Then she told me to turn over, and she massaged my part with her hand until I was ready. She had her own condoms, and she put one on me. Then she slipped off her nightie and lay down beside me. I told her I'd never done this before, but she was nice and explained it. I got on top of her, and she guided me in with her hand. Once I got the rhythm, it was the best sensation I'd ever felt in my life, and I was so happy and grateful she was willing to do this with me. I finished really fast, like in maybe two minutes, which would have been embarrassing if I'd been with a girlfriend or something, but didn't matter since I was with a pro. She just held me then and said, "There, baby, do you feel better now?" I did. It was a wonderful first time, and she was a wonderful person. And prostitutes have been some of my favorite people in the world ever since.

chrismccarthy chrismccarthy 26-30, M 28 Responses Jun 13, 2008

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man, what a story!!!!!

Forget bro you've ******!!! I'm 24, and I've never had sex before, not even a mouth work. Many girls have shown me heads, like 25 chances of free sex in my life, But not once have I replied, Not that I don't want to, just that if I start I may continue forever tho... With this I know that the first girl that I'll **** will get sore, menn I'm 9 inch. I don't even watch ****!!!?

Forget bro you've ******!!! I'm 24, and I've never had sex before, not even a mouth work. Many girls have shown me heads, like 25 chances of free sex in my life, But not once have I replied, Not that I don't want to, just that if I start I may continue forever tho... With this I know that the first girl that I'll **** will get sore, menn I'm 9 inch. I don't even watch ****!!!?

If a guy wants sex enough he will be as hopefully mentally capable to pursue it. Be careful to read about STD's and accuracy of testing before doing this. Get educated about condom usage and read the negative stories so you have a unbiased view of prostitution.

that was a wonderful story man

You should have either done more or paid less. That wasn't worth 200 dollars.

$200??!! for only that? too expenssive don't you think?

Beautiful. Empowering. Thanks man.

Great story. Unless you count massage with happy ending, I have never used a prostitute definitely NSA (except the cash)

Great story. "I do declare, there were times when I was so lonesome

I took some comfort there..." From the classified ads to the agencies to the legal brothels i Nevada the professional ladies have never failed to make me happy. I've found the independent working girl is the best value and works hard for the money. As Gordon Lightfoot said, "And if you got the money You can get yourself a honeyA written guarantee ta make you smile. It's time this honorable profession was made legal everywhere.

Totally same as my own experience. Nice to know that.

Way to get laid dude. I kinda wish I'd just thought of that. Lol.

On my first time i ended walking around the block a couple of dozen times before going in! However, ,,i'm glad to say i'm able to go straight in now.

thanks for sharing this story man, really enjoyed reading it! :)

thnx for the story..it really built my moral to have sex with a prostitute

Great story chrismccarthy, I agree, my experience with a prostitute has left me with a more respectful view of the sex industry especially those who chose to go into the trade, enjoy and treat it as a real profession which it is.

Thanks for sharing the story.

Absolutely . . . and worth every penny. I only wish I had tipped her.

You gave her 200$ for 10 minutes of pleasure?!

its so funny the way u r so open about the fact that u hav payed a prostitute wat if a cop sees this lol

I can understand. It's harder to get with men that are not prostitutes either, and I'm average looking...

my first time was with a prostitute as well (in china).

did you tip extra..just kidding :-)

Great story, much better then my first time I'm very jealous now

Yes, thanks...that was really sweet. I hope you've had lovely times since.

That's an awesome story. Thank you for sharing it! :)

Not at all . . . if anything, I'm skinny. :)

So, ummm... how overweight are you exactly?