Sex on Campus 2009

Special Feature

Want to see more of sexy, studious Miss September Kimberly Phillips, pictured above? Click here.

As school gets back in session, Playboy takes an inside look at the secret sex lives and steamy side jobs of six all-American college girls.


Role-Playing 101


Lea, 22, University of Illinois

It was my freshman year, my scholarship money was running out, and I didn’t want to live in my parents’ basement for the summer. I had a friend back home who had made good money as a phone-sex worker, so I thought I would give it a try. I quickly learned that fetish hotlines provide the best compensation. You don’t have to audition; you don’t even have to fake an orgasm—you just have to sign up for it. I was 19, and I’d had sex with only two guys when I started doing phone-sex work.

You get paid by the minute based on the average length of your phone calls, so I had a technique to draw them out longer. I would answer as an operator and ask, “What kind of fantasy would you like? Would you prefer a younger girl or a girl with more experience? Someone submissive or someone dominant?” Then I would put the caller on hold for about 30 seconds, clear my throat and answer the phone as whomever or whatever they’d asked for. Usually the guys were ready to go and just wanted to have someone on the other end when they came. Part of the job of doing the operator’s voice was to talk them down so the minutes would keep adding up.

I kept a diary with descriptions of my different characters. The three I did most were Tiffany, my college bimbo; Natasha, my dominatrix; and Electra, my she-male character. I didn’t know I’d need a she-male character, but one day this guy—without any hesitation in his polite voice—said, “I would like to speak with a she-male, please.” And I thought, Am I allowed to do that?

There are rules about what you can and cannot pretend to be. You’re not allowed to pretend to be an animal. You’re not allowed to pretend to be a minor. And you’re not allowed to pretend to be related to the caller—that’s incest. But there’s nothing in there about pretending to have a penis. So I ran into my living room, where my gay roommate was hanging out, and I said, “I need help.” He came into the room and started coaching me.

If every caller had been like the guy who wanted to talk to a mother and-daughter pairing, it might have changed my opinion of men—negatively, obviously. But the guy who wanted a she-male was a perfect gentleman. He even said thank you after he was done. The job completely changed my perspective on having a partner with fetishes or kinks. It doesn’t make him a pervert.

The most frightening thing anybody ever said to me? “Now let me talk to your mom.”

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