It makes sense. You’re up late, winding down from work and ready to go to sleep so your brain turns to sex. Maybe you slog through another boring missionary-only, lights off session with your partner. Or maybe you jerk off alone.
Either way, it’s prime time for reaching out to a sex worker for your unfulfilled fantasy and while Cassie knew “Roger’s” inquiry was probably a waste of time like the other nine she got that day, it’s always worth responding to see where things go.
The key was to keep it simple, short and sweet. Never get specific about sex acts in an email, never tie sex acts to money. Set up a couple of obstacles to trip up your time-wasters or law enforcement officers looking to set up a sting.
It was a time tested system Cassie worked out from weeks of research on a sex worker Reddit board and DMs to real-life escorts who appeared friendly on Twitter. For a bunch of strangers selling their bodies, the sex worker community can be oddly reassuring at times and it helped her immensely when she was just started out.
Cassie’s first reply to Tony fit all her criteria. It took 30 seconds to send and she immediately put it out of mind. It wasn’t until he answered that email, paid half her rate up front and they actually set up a time to meet that this felt real.
That was a week ago. Tonight’s the night they agreed to get together and Cassie was ready to make quick work of her latest client. The faster you get them off, the faster you can go home. With a body like hers, that was never much of a challenge. It wasn’t always that way.
Cassie grew up as the youngest of three sisters and never felt particularly great about her appearance. For the first 16 years of her life, she looked like a stereotypical awkward teenage tomboy. She wore baseball caps, baggy t-shirts and ragged jeans and could not have cared less about her appearance.
It wasn’t until she caught a late growth spurt and suddenly had bigger tits and a shapelier ass than either of her siblings that things really changed, both physically and mentally. In a span of one summer, she went from being invisible to the opposite sex to the girl everyone of both sexes snuck a peek at when they thought she wasn’t looking.
And the boys? The same ones who used to be mean and make fun of her for her flat chest and awkward clothes were the ones suddenly tripping over themselves to have a chance at her.
Cassie’s attitude didn’t change too much internally as she grew up but she wasn’t stupid. She was always the same girl at her core but she knew her appearance was an advantage and she used it as such. In college, she always wore lower cut shirts when she was out with friends and she NEVER paid for a drink.
In fact, college was the first time she was ever asked if she’d trade sex for money.
His name was Greg. He was an ex-boyfriend but not someone you’d ever take seriously. Months after they broke up, Cassie ran into him on a night out at the local Irish dive bar. It’s a night she won’t forget and she still occasionally laughed about it when it popped in her mind.