When I kind of, almost hooked up with my escort friend [FF]

For a short period of time I hung out with a woman who got paid for sex. She used the word “escort,” but I think the arrangement was what most people think of as a “sugar baby.” She just happened to have three clients who all paid her a salary as a “maid.”

Oh yeah, and she was gay.

I met this girl on a dating app, but we didn’t work out. She was really upfront about her work, and I was really upfront about the fact that I get jealous and am pretty paranoid about sexual health. It’s hard for me to be in non-monogamous relationships for an extended period.

*No judgment. It’s just not for me.*

We stayed friends though. She was terribly kind and her life was fascinating.

*Ok… I will say I have a pretty good idea of who one of her clients was. She never said the names of the other two, but I have my theories. Allegedly I would know all of them, and I am positive they were very, very wealthy. She had no family, no other source of income, and lived in a fucking beautiful penthouse. She made much, much more than me.*

What’s hilarious is none of my friends knew what she did. I think she mentioned billing by the hour so they all assumed she was a fellow lawyer. I didn’t mention it, and she’d just talk about “difficult clients” like it was any other job.

We all went out for my birthdays in my early twenties and one of my guy friends was like, “I’m surprised you never went for her. I just found out she’s gay and she seems like your type. Did you know she’s a lesbian?”

“We met on Tinder,” I laughed.

“I assumed you met at work.”

“Definitely not there.”

“So why didn’t y’all work out?”

“It’s complicated.”

She was really cute though. She was like Wednesday Adams fucked Ariana Grande.

*BTW, she was like a super dom in bed. I’m going to go ahead and stereotype the fuck out of this and say that all very tiny goth girls are terrifying soft doms. Like, you’re having a totally chill Sunday and then she walks out in leather and wants to whip you for something that happened three days ago… Again, not to stereotype.*

At some point in the night we were flirting a little and she pulled me outside to smoke weed.

“I have a question,” I drunkenly slurred. “If you’re fucking three dudes, but you’re only attracted to women, when do you have time to have the kind of sex you like?”

She laughed. “Oh Viola, I haven’t had recreational sex in so long. I haven’t fucked a girl in like six months.”

“You poor thing,” I whimpered as I reached for her hand. “That’s way too long.”

“I think you were the last girl I even tried to fuck. And it’s a shame because I’m great at fucking.”

“Really now?”

She raised her eyebrows and laughed as she shook her head. “Don’t give me that look, Viola. I’d hate to have to show you.”

“How do you dom people if you’re like five feet tall?” I asked.

*I’m not tall either, but she was hella small.*

She smirked and grabbed my wrists as she pushed me toward her. “I tie them up and make them do things to get out of the binds.”

*Fuuuuuuck.*

“You use toys?” I asked.

“Have you mistaken me for a straight dude? Of course I use toys. I edge too much to do it all with my tongue… Even though that’s fun too.”

*Jesus Christ, this girl was going to kill me.*

“You edge?” I gasped. “Fuck, I love that level of torture.”

And then we made out. It was a very mutual attack that quickly got kinky. She wrapped her hand around my hair, wrapped it around once, and then pulled it hard and flipped me so that I was slammed against the wall. She rubbed my ass and bit my ear.

“Oh the things I’d make you do, Viola,” she whispered.

She spanked me once and I whimpered because It hurt like hell. She moved her hand in between my legs and rubbed her fingers against me as I rocked into her.

“You’d be so fucking good for me,” she moaned as she licked my neck and then bit it hard.

“Let’s go fuck in the bathroom,” I groaned.

“I’m not fucking you in a bathroom, V. Do you know how many times I’ve touched myself thinking about this? I need space, handcuffs, and toys. You need to be properly fucked.”

And this is the real story of how I ghosted my own birthday party.

*Lol, some of my friends who were there know my username. Sorry about that, y’all.*

At first the walk back was hot as fuck. I pushed her into a wall, and then she pushed me into a wall. We got catcalled and she screamed back that, “Yeah you wish you could eat her pussy like I’m about to.”

I was very into that…

However, then my last round of shots hit… because I was in my early 20s and didn’t know how to drink. I almost stumbled off the curb, and she caught me. Then I almost fell down an alcove and she caught me again. She pushed me against a wall and stared into my eyes.

“Oh no,” she sighed. “You’re so drunk.”

“Im fine! I am down to fuck!”

“You are not,” she laughed. “But if you’re down to walk, we’re almost at my place.”

*All the best doms I’ve met hate drunken subs. I have a theory about this. I don’t think doms actually get off on sexual acts per say, but rather how much control their partner willingly gives up. Like, I don’t think it’s about what your hard limits are, but just that you’ll go to the edge. Alcohol blues that lie.*

I’d love to say I magically sobered up and let her fuck the hell out of me. I did not. I was far too drunk so she put me to bed in her guest bedroom.

*Who the actual fuck has a guest bedroom? In THIS economy???*

I woke up hungover AF with Advil and orange juice at my bedside. I had most definitely not been fucked, but she had apparently been very kind about it.

I would also like to say I simply ignored my hangover and fucked her that next morning. I was far too sick. I basically ran out the door so she didn’t watch me vomit.

*That was a “walk of shame” I feel I didn’t deserve.*

Anyway, we never hooked up after that. I thought about it, but tbh her work schedule was a little different than mine and our friendship fizzled.

She was awesome though.

Source: reddit.com/r/gonewildstories/comments/zemmqb/when_i_kind_of_almost_hooked_up_with_my_escort