Wrong.
It felt wrong.
And “feeling wrong” is exactly what led to him contacting Cassie for the first time.
=====
At 38 years old, Tony was the definition of a simple guy. He worked 9-5. He spent time on the weekends with his wife and his friends and complained on Reddit when the writers of his favorite TV shows botched the ending. He’s the quintessential mature, responsible man … who also happened to love porn. A lot.
Ever since Tony was a teenager, he’d watched porn almost every day. Sure, that’s not surprising. A lot of men do. But what started as a fun way to spend a few minutes forgetting about the tasks and world around him quickly turned into a hobby. There’s not a day when he wasn’t at least scrolling through videos on his favorite tube sites to see what’s new, even if he didn’t always masturbate to them.
Tony loved amateur videos more than overly-produced ones but, really, his interests tended to fall into videos that had a story or could at least be plausible.
That’s where he got his fetish for sex workers. It’s a popular genre. A guy hires an escort, pays her an undisclosed amount of money, gets what he wants and they leave.
It’s a simple concept on the surface but deep down? It’s wrong. Or, at least, the stigma around paying for sex and sexual exploration as a whole makes it “feel wrong.” That’s also what makes it exciting.
When done properly, escort porn takes the time to develop the relationship between the guy and girl before the sex starts and it makes the inevitable action between the sheets much more rewarding. You can’t just get right down to the sex. If you did, why would you bother creating a storyline in the first place? Why wouldn’t you just get your actors to smile, look at the camera and start fucking?
Escort porn is different. It takes the time to slowly build the erotic excitement that makes that sweet release feel special. That’s why he’s here, in the middle of a nondescript hotel room with a raging erection, waiting for the first escort he’s ever had the guts to contact for a real-life appointment.
It was bound to happen. You don’t fantasize about something for as long as he has thought about this without eventually giving in.
And fantasizing was what he’s been doing nonstop since Alyssa agreed to meet him.
=====
It all started with an ad.
Bored one day and looking to find something exciting to jerk off to while his wife was at the grocery store, Tony checked out the local board on a website where men from his area gathered to talk about sex workers.
From time to time, he went on this site to fill his fantasies and let his mind wonder. Most of what’s on there is bullshit and he knows it but readers could usually figure out what’s real and what’s not and they almost always provided links to real escort ads, which are a great resource when you want to roleplay in your head and imagine hiring someone for sex.
Inevitably, Tony would read a description of one of the local girls, check out her ad and spend the next 10 minutes or so fantasizing how he would contact them, what he would say and how their entire sexual encounter would go.