Escorts Explain the Highs and Lows of Their First Day at Work

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Sex work is rarely described in a positive light, with the trials and tribulations of the profession more frequently discussed than its perks. While it certainly has its risks, in recent years there has been a push for people to be more vocal about the topic, and to no longer view the subject as taboo.

It’s helpful, then, that a site such as Reddit, which bills itself as the “front page of the Internet,” is currently fielding stories from current/former escorts on its homepage. It’s also interesting that the majority of these stories are positive ones, with many commenters detailing their positive experiences of being an escort. Obviously this is in no way indicative of the experiences had of every escort, but it’s interesting to see the other side of the coin.

The responses were submitted in answer to the question “Escorts of Reddit, what was your first day at work like?” Check out some of the replies below:


“I masturbated with the wad of cash in one hand.”

Pretty much, through my agency, I was pick of the pack since I’m a virgin and some guys are really into that. There are four girls at my club that remain virgins to cater to these guys because it’s a pretty common fetish. I was nervous as hell, but I knew that I was chosen by that client specifically for my lack of experience (minus training), so there wasn’t much point in hiding it.

All the girls were super supportive before I left, giving me lots of tips. I met up with a not totally unappealing, wealthy business type. Pretty typical client. I went to an event as his girlfriend, got a few drinks, ate a nice meal, made conversation. We actually had a lot of fun coming up with my back story on the way there. How we met, my name, etc.

We went back to a hotel room and he wanted a dance. Granted. Then some dry humping and oral sex. Granted. He really, really got off on the fact it was my first time, and that he was my first client. Spent most of the night there – he didn’t push the no penetrative sex rule. He ended up giving me $3000.

I was really wound up all the way home, and honestly, I’d never seen that much cash in my whole life. I’d heard other girls say they’ve done this, and I guess I couldn’t help myself either because the second I got home I masturbated with the wad of cash in one hand because I was so turned on from the nights activities + money. I knew it wouldn’t always be like that, but oh my god. It’s been two years since then, and he’s still a regular of mine. I haven’t told him yet, but I’m pretty sure he’d love it.


“And to think I’d been doing it for free all this time.”

I put my ad up on a website. He replied. We set up a meeting, he paid for the room and got there first. I was so nervous. I imagined being arrested for prostitution, my picture in the paper. What would my family say? I imagined being choked to death, unable to scream. So many horrible thoughts. I regretted this. I shouldn’t be doing this. This is horrible, karma is going to get me.

When he opened the door, he had this welcoming, warm smile. We began making out. And really all that happened after that was 45 minutes of being eaten out and less than one minute of sex at the end that I wished would have lasted longer. He offered extra money at the end.

I absolutely was expecting to feel degraded and used at the end of this. Instead, I felt like I had just been worshiped. We kept in touch for three years afterward. On the drive home, I said to myself, “and to think I’ve been doing this for free all this time.”


“A guy paid me $200 to spank me and walk me on a dog leash.”

i was living across the country from anyone i knew. i needed to make some cash, so i turned to the oldest profession. my first day involved getting driven out into the suburbs of a affluent desert town. a guy who owned a limo company paid me $200 to spank me while nude and walk me on a dog leash around a hotel room.

i hadnt eaten in almost a week prior, so i went to the grocery store with a friend, got the fixings for stew and a six pack of Guinness. i still to this day don’t feel guilty about it nor do i feel ashamed of anything i did afterwards. i had a full stomach and cash until i found another job.


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“I didn’t know I was escorting.”

Well, to start with I didn’t know I was escorting.

I was just out of undergrad and working part-time. I was broke and desperate for money and trying to find a second part-time job at least. I started browsing ads for “adult gigs” on craigslist as well as creative gigs, etc, when I came across one advertised as a modelling job.

I’d done some amateur modelling, some “shot girl” type work, band promotions, etc. so this was my usual sort of gig except that there was more nudity I figured. I called and went in to interview.

The woman who ran the agency asked me a few questions, one of which was if I knew what the job really was. I said I thought it was just modelling and posing, and she said it was “more like a stripper job without a club setting”. I told her I couldn’t dance, but I was okay with that and willing to learn.

My first night a few days later was not particular scintillating because I still didn’t really understand what was going on. In retrospect, I feel bad for my first couple clients because they didn’t get what they paid for at all compared to later on when I knew what was expected of me.

ETA: Once I figured out what was actually going on, I did have fun with the job and mostly had a positive experience. Ultimately, things went sour a few months later just because the money wasn’t reliable enough. I’d make a ton of cash one week, but then make almost nothing for the next three weeks and still wind up broke. Plus I was still working a normal job during the day (2 PM-6 PM 5x/week) and then going to the agency and being there from 9 PM to 3 AM two or three times a week. It was pretty exhausting both physically and emotionally.


“I was making a comfortable $5000 a week.”

I worked at an agency in the city. Pretty well known and had about 9 or 10 other girls. All very nice and very attractive. I believe just one of them was on drugs but hey, all her. My first day was very busy. I had outcalls all afternoon so I was driving from one part of town to another. A woman ran the company and she was pretty professional about it. I believe she ran the business for about 8 years. Had her own lawyer and everything. Pretty sweet. I was a new girl so every guy I saw was trying to break me in. I’ll be honest, the first day I took so many showers I thought my skin would start peeling. I felt so gross but I made about $700 doing only a couple of calls in a few hours. After I was broken in and got used to everything going on, I was making a comfortable $5000 a week. The money was too easy even with the risk. We always used protection and we were able to decline anyone we didn’t want to see.

I got out of it because it became overwhelming and I got into a relationship with someone I love. Some days I want to go back to making easy money but I sit down and think to myself it isn’t worth the emotional damage that comes with it that you have to cover up and wash off. I am clean. I got tested once I left and am grateful I didn’t catch anything.


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“They were just lonely old guys who wanted to get their rocks off and have some company.”

I met the guy in the Internet, went to his house and sucked his dick, he sucked my dick, then we sat around smoking cigarettes and talking for a while, then cuddled and went to bed. He gave me $300. I felt so so so powerful and fucking beautiful. That intoxicating sense of “hot damn, I’m worth something” became addicting. I eventually was running with four regular clients, all except one were just lonely old guys who wanted to get their rocks off and have some company. They treated me well and paid me better; between them I was making about $2500 a month on top of my legit day job. Not a bad deal for a college student.

I’m like a 6 or 7, but I also have a nine inch dick so there’s that.


“I offered him the money back for the extras we didn’t do.”

I’ve done it only once. After that, I got sick again and it forced me to stop. (kinda a standard in my life).

Anyway, I placed an add on an escort site, with fees for a variety of things I would do. I had a ton of people lined up, though many bailing. Many others were serious (site required a membership for the clients, so more serious people than you’d have on a free site).

Anyway, my first (and sadly last) day on the job was easy. The guy paid me upfront, as I required. He paid for the things he planned to do + tip. And he didn’t get around to doing most of them. It turned into a very short encounter of like 10-15 minutes and he was all done.

Being respectful, I offered him the money back for the extras we didn’t do, but he was okay with it.

Was easy money. Thrilling to do, but kinda scary.

I am considering trying again in the near future.