The First Time I Got Paid for Sex I Did Everything Wrong

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The First Time I Got Paid for Sex I Did Everything Wrong
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'I started by negotiating sex for money, which is an industry no-no. I just broke Rule 1—never talk sex and money. If my new client had been a cop, I’d have been arrested on the spot,' jennydemilo writes.

I drove into the parking lot of a cheap motel in the San Fernando Valley—the porn capital of the world. It was the kind of place where the exposed balconies lead to bright orange doors. I remember thinking there was way too much activity for a random Wednesday at lunch time.

I could have never imagined that when the Twin Towers came down on 9/11 it would lead me to become an outlaw. A month after the attack, I was laid off from my fancy job as an art director in advertising as work dried up amid a collective uncertainty about what the future held. I had only recently moved from the Eastside to West Hollywood to be closer to my job. Now my Doberman, Maximo, and I were living off my cashed-in 401k to buy food and pay the rent.

The problem we soon found out with booking calls and dealing with escorts is they can be very unreliable. The most popular girl, Kacey, who I booked for, was also the most unreliable. She’d call on to work then disappear for days. I had booked hundreds of calls for other people. I had hundreds of conversations with sex workers about what to say, what not say, how to stay out of jail and how to keep themselves safe. All that flew right out of my head, and I did everything all wrong.

My phone ringing took me out of my daydreams of paying all my bills with a few hours of work. It was my booking partner. “Why haven’t you called me! Are you ok?!!” I had just broken Rule #2— ALWAYS check in with your booker after you get the money to let them know you are safe and that everything’s OK.Illustrations by Luis G. Rendon/The Daily Beast/Getty

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