My cousin, my escort

“Hey Cass, I miss you,” Greg slurred. “Let’s hook up tonight. Come on. I just wanna have fun.”

“You’re drunk,” she replied, waiving him away. “Go home.”

“Come on,” he insisted. “I miss you. Let’s have fun. I’ll, like, give you some money or whatever.”

“I’m not a whore, asshole,” Cassie said, taking a drag from a half-smoked cigarette. “If you want a hooker, go online and get one.”

Cassie never fucked Greg again but she thought about his offer for longer than she’d ever admit.

Why not? She liked sex. She liked making money. And, hell, it was 2014. Sex work isn’t even that frowned upon anymore. Chances are, if you asked enough people, you’ll find someone who had sold nudes or stripped before. If they haven’t and they’re under 30, they’ve probably taken the photos and sent them to someone for free anyway. Why not make some cash while you’re doing it?

That thought lingered like a seed buried deep in her brain for a few years. Eventually, it grew into posting nude photos on Reddit to see what the reaction would be. Then selling custom nudes to her followers. Then, finally, getting propositioned offline again.

It wasn’t until 2017 that Cassie took money for real-life sex work and her first experience was about as boring as it gets. The guy was named Ed. He was a coworker at her day job in an auto insurance company and, while drunk one night, he offered her $300 to fuck. She turned him down. He wasn’t that attractive and she wasn’t interested.

But when he offered her $200 just to get topless and let him jerk off in front of her? Who could say no to such easy money?

He lasted five minutes. She didn’t actually have to do anything.

Immediately, she was hooked.

The more Cassie thought about becoming an escort, the more it excited her. Sure, sex with random people you meet on Tinder or in a bar is fun but sex with a complete stranger? When it’s also kind of against the law? There’s something hot about that.

It took Cassie until she was 31 before she thought about seriously doing it. It took her another 10 months to put up her first ad but, once she did, there was no turning back. On her best nights, she got paid to sit and listen to guys complain about their lives. On her worst, she had to fuck some unattractive mid-level white collar douchebag who could only last, maybe, ten minutes.

That was three years ago. And though she doesn’t take a lot of clients, Cassie’s built a steady customer base and only advertises occasionally when the need arises. She still has her insurance job but it’s mostly to keep appearances for her friends and family. The sex work was the real money-maker and, if she played her cards right, it would be the reason she’d retire decades before she would have otherwise.

Sex work is also how she started talking to Roger and tonight, she was going to meet him and they were going to have sex. It was going to be quick. It was going to be easy. And she was going to be $1,200 richer. Or … that’s what she told herself as she headed out the door to his hotel room.

Please wait…
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