My College Roommate Was a Secret Escort

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When I think back to my college days, one of my most unforgettable experiences was living with a roommate who had a hidden life. Let’s call her Tiffany—she had a name that felt like it belonged in a rom-com, and she looked like any typical 19-year-old in our economics class, dressed in trendy jeans and casual tops. Tiffany was always showing off her sleight of hand, promising to teach me her tricks. Little did I know the real magic was happening behind the scenes.

As soon as the semester began, she weaseled her way into my apartment, and we quickly fell into a routine. We exchanged notes about our study times and shared the bathroom, but soon enough, I started noticing odd things. For starters, she had two pagers—yes, this was back in 1992—and I couldn’t fathom why anyone would need two. Additionally, her late-night escapades raised my eyebrows, especially when I spotted stacks of cash on her dresser.

The truth hit me like a freight train when she called me one night at 2 a.m., asking for a ride from a hotel. “Bring me sweatpants and sneakers,” she instructed. Upon arriving, she revealed that the cops were onto her and she needed my help to escape unnoticed. Apparently, the attire of a hooker wasn’t ideal for a stealthy exit in those pre-security camera and smartphone days. Tiffany opened up about her life, and I was both horrified and captivated.

I was living with someone who led a double life. She let me in on her secrets, revealing that she worked as a cocktail waitress at a strip club—her bait job. The process was a calculated game:

  1. She would charm the men, presenting herself as the innocent girl who needed funds for her education.
  2. They would offer to pay for her company—think of it like a scholarship.
  3. She’d feign offense but leave a door open for negotiation.
  4. They’d up their offers, and once the price hit the sweet spot, she’d deliver the fantasy of being their first.

What they actually paid for wasn’t just physical intimacy; it was the illusion of purity—the “good girl” persona with a heart of gold…or perhaps it was more about the allure of her golden charm.

Her client pager buzzed incessantly, which clarified the need for two devices—one was for family calls. Airport runs became a frequent request, with clients wanting a quick rendezvous before or after flights. She could have given Super Shuttle a run for their money.

As the months rolled on, I met some of her regulars, affluent older men who took her to high-end restaurants and events. “He’s so gross,” she’d whisper, rolling her eyes at one of them while flashing a dazzling smile.

I learned that the word “never” was a powerful tool in her arsenal. Lines like “I’ve never had an orgasm,” or “I’ve never done a private lap dance,” were common. The biggest moneymaker? “I’ve never loved anyone else before,” which could score her anything from a new credit card to a car. The “only” line was equally effective: “I only wear these special panties for you.” It got even more complicated—she had a real boyfriend, a med student, whom she genuinely adored. Talk about dysfunction!

Our friendship, however, fizzled out as quickly as it had begun, lasting less than a semester. One day, I came home to find her kissing a guy I had just started dating. I kicked him out, naturally, but it was Tiffany’s reaction that caught me off guard. “I’ll never do anything like that again. You’re my best friend, and I only love you.” In that moment, I saw her true colors and realized she was a user. If I didn’t cut ties, I risked getting burned, or worse, caught in a dangerous situation.

Tiffany eventually dropped out of school, and I never saw her again. Thanks to social media, I learned she has been married twice since then—those poor souls must have paid a hefty price.

In the end, this experience served as a wild lesson on the complexities of relationships and the masks we wear. If you’re interested in learning more about starting your own family journey, check out this excellent resource on what to expect when you have your first IUI, or explore boosting fertility with helpful supplements. For those considering at-home options, consider the 18-piece insemination kit for a convenient start.

Summary: My college roommate, Tiffany, led a double life as an escort while managing to charm wealthy clients with her innocent persona. What started as a seemingly ordinary friendship quickly revealed layers of complexity and dysfunction, ultimately leading to a necessary breakup for my own safety.

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