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So I posted an ad asking if any gay men wanted to cuddle with a cute straight boy for money. It worked but was very inconsistent. So I decided to offer more.

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First just massages and so on. Started offering the whole enchilada for women and some service for men. I knew there was money to be made and I found out on my own the best way to go about it. I charge for a full hour. For women I usually ask them what they want me to do and go from there. I really do like what I do. It was very weird and crazy at first but I have had a lot of fun, met tons of great people and made some decent money.

I started doing it out of necessity and just ended up sticking with it. My women clients are all very similar.


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Not what most would call attractive. Usually ages from 30 to 45 with very few outside that age range. They are usually larger women and some of them have definitely been a bit slow. Not retarded or anything but just a little dimmer then the average person. Nearly all are inexperienced. There have been a few that fall outside all those traits but it really is a rare occurrence.

But in the moment I find it pretty easy to fantasize about other women or experiences. Either by closing my eyes or just letting my eyes slide out of focus and start picturing a more attractive woman. What works really well for me is thinking really hard about some of my favorite sexual encounters and my best orgasms. Any condom should keep you in the game long enough. There are quite a lot of couples out there who are looking for something new to spice up their bedroom life. I honestly love when couples contact me. A lot of my clients are in totally sexless relationships and I always wonder if the fire could get hot again if only they talked about some new sexual experiences and acted on them.

I work on my own.

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I just feel like there are more important things to do in the city then tracking down one male pro. As far as sketchy clients go I always read the messages beforehand carefully to weed out the weird sounding people.

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If the words someone is using give you a bad feeling then skip it. Again bad feeling in your gut then bail. I am a pretty big, strong guy as well and I always feel like I am capable of defending myself. I do consider myself straight and yes I do oral on men. Age, looks, riches of little importance, but must be physically affectionate, emotionally open and like a lot of communication. A fondness for gardening, good food and moseying around the neighborhood is a plus, as is an inquisitive mind and exploratory spirit — and enough self-indulgence to enjoy spending rainy days in bed.

Lots of flaws accepted, if accompanied by sufficient warmth, humor. The longer you write, the more you have to pay. One of the benefits of online profiles: I once saw Alan Alda in Soho and it was the best celebrity sighting of my life. Confused about the dog. That seems unfortunate.


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  • Note that age range! Sweet, smart, pretty, professional Jewish woman, 30, seeks a wise, whimsical and basically wonderful Jewish man for lasting love. Ah, the shame of reaching out in this strange newfangled way, in the pages of a magazine! Photo required. I love a metaphor but the Tin Man was the guy without the heart, right? Single Jewish woman, 32, nonsmoker, social worker, politically aware, unusually compassionate, likes theater, square dance. Seeks responsible, full-time employed man, 28—45, who believes that ultimately the purpose of life is to make the world a better place and is at least a little troubled by the concept of abortion.

    Well, this is a bold move, invoking the specters of both abortion and square dance. She was quick to point out that the ROI was well worth that cost. Only thing left to do was kick back and let the requests pour in. Lots of guys. Amber had told me to expect this, so I rode out the storm. After a little waiting and staring at my inbox: A year-old woman who said she dates younger guys messaged me.


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    • And get this: She said she likes to financially invest in them because that power dynamic was the crux of her fetish. Um, OK. You want to put all your money in "Chase"? Go right ahead! I'm only 27, but I've slept with women older than 31 before without getting paid for it. This sugar mama sounded too good to be true. And alas, she was too good to be true. My response to her email was met with silence.

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      Perhaps it was for the better. Who knows how tempting it would have been to go through with a transaction if she'd actually written back. On that note, I was getting pretty discouraged, and Amber needed to get back to work. Sensing I was losing hope, she told me this looked like a pretty normal pattern.

      Depending how long I stared at my inbox and wait, I would most likely start getting a reasonable ratio of flakes to actual clients. I was already seeing detailed, if somewhat arcane messages.

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      There was an unwieldy shorthand to discussing "activities" in this world. Sensing she had sent me down a dark path, Amber warned me about the dangers of discussing "activities" with potential customers. Never any acts. That's where you get caught up.

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      If they keep pressing about what I'd do with them, I tell 'em, 'Listen, dude. You sound shady. Take care. The odd message keeps popping up, and I'm still ignoring them lest the allure of the payout get the better of me. I can market myself as a prostitute, but do I really want to find out if I could make it as a prostitute?

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