My friends’ experiences of their first time being escort

After 5 years into this field, I have going through a lot and made some friends in this industry – yes, we are human and we make friends. Some friends talked about their first time doing this job and here is a post about them.


I met him at his 5 star hotel and he had bought me about $400 worth of sex toys. All he wanted to do was watch me cum with the vibrator he had bought me. After I came, I gave him oral until he came and he then gave me $1000 AUD. He let me keep all the toys too. On the train ride home I couldn’t stop smiling because I was so happy. I saw him maybe 5 times and we still didn’t have sex. So basically I gained $5000 for masturbating five times.


I’m still not really sure what to call myself even to this day, over a year later since I first accepted money for sex. I’m an independent, it means that I don’t work for an agency and I don’t ‘work’ everyday. Every so often I will meet up with one of the men I have an ‘arrangement with.’

In total I have only ever met 3 guys for straight up sex (sometimes just oral.) When I say that I mean there was no arrangement or relationship type deal. The first time was with a guy that contacted me through a dating site, it took me a while to actually meet up with him, but eventually I did and I don’t remember feeling upset. I was glad to have the extra money as I wasn’t working at the time. The first guy and second were great, the third was awful and I had to shower for a long time after. That is what I would call prostitution. Eventually at a bar while drunk I found a man in a business suit, he wanted to take me home and somehow we agreed on a price. I saw him for 7 months.

I would call that escorting or having an SD. As sometimes we would just go for dinner or I would come hang out at his house for a few hours. I never stayed the night and very very rarely did we do anything sexual. He would still give me upwards of $300 each time I saw him. I was always on edge and worrying about running into someone I knew while out with him (he was much older, it would look fishy), so it got to the point of going very far out of town or just staying in.


Well my first day was an interview. I was a nude ‘masseuse’ so the interview basically consisted of giving the owner a rubdown. He came out with a towel around his hips and I wasn’t really sure what to do. I was like 95% sure that I was supposed to give him a handjob, but pulling someone’s towel off and grabbing their cock is something which really requires 100% certainty. So, I did a swedish massage for about twenty minutes before he says “this is a full massage.” (FYI a full service massage is an regular massage turns into a sensual massage then turns into a more intimate massage or more…read more about London sensual massage here) So he got his happy ending and I passed the interview. He showed me some erotic massage ‘moves’ but honestly, I was better at it than he was and never really used them.

Then I got a tour of the facility- two massage rooms, hot tub, showers, case of sex toys for sale, laundry room, and also the BDSM room for people who liked spanking. It was pretty tacky, a lot of red lightbulbs and signs that say “thanks for cumming.” The owner was incredibly sexist and racist, so much so that it seemed more like an act than something that was actually part of his personality. He had a little white dog named after a nearby suburb, because it “started off white and then got all black and dirty.” That sort of stuff. On the other hand, he was a dead ringer for David Duchovny. He and a Scully lookalike used to do parties.

After the tour I spent most of the time hanging out in the break room waiting for clients to show up. The dude called all his regulars and told him he had a new girl, so I got a fair amount of business the first couple days. In between clients I read “The Terror” which is a fantastic book, incidentally. The other girls didn’t really get why I would want to read a fictionalized account of a historical mission to locate the northwest passage. Mostly they were on the phone having arguments with their boyfriends. I think a lot of them were having sex with the owner. He asked me, but he wasn’t paying, so I gave it a miss.

The second client I had offered me extra for a blowjob but I was pretty set on sticking to handjobs. That’s what the job advertised for and that’s what I felt comfortable doing. I think a lot of the other girls did extra things for extra money, but everything was discussed in euphemisms so there was really no clear way to work out what was expected of me or what I would be receiving in return. No one could speak clearly because there was always the possibility that the other person was a cop.

I only lasted a few weeks on the job. A regular came in and I guess he was used to the other girls doing extra stuff. He asked if he could massage me, which was a fairly common request, but once I was relaxed he started to fuck me. I panicked, he panicked, it was bad. He seemed genuinely confused which made it really hard to come to terms with. You can’t really say “I was accidentally raped” without starting a fun and exciting round of the blame game. Anyway, that was my last day.


My first time…well, I didn’t know I was escorting before I did it.

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 modeling job.

I’d done some amateur modeling, 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 ‘Asian model 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 modeling 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.

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.

Personally for me it was mostly a lot of handjobs in cars. I wasn’t interested in providing oral because I wasn’t going to do it unprotected and I hate the taste of latex too damn much. A couple guys wanted to go down on me, but I always refused just for personal reasons.

A lot of the other girls regularly handed out BJs, let dudes eat them out, and did full service, but I mostly tiptoed around that stuff. I did full service just a few times, for guys I really liked and/or who were willing to really pay out for some time and effort. I also took on a few clients who were into being dominated and did full service there if you count pegging, which a lot of the other girls wouldn’t do, so that sort of became my niche.

But it took a good month of me talking to other girls and even watching them work (with clients who would hire 2 or 3 of us at once) to really understand that no matter what the agency owner claimed the rules were, we were expected to fuck for money.


I work in an escort agency. And my first night was terrifying. So much so, that I didn’t make a single cent. But I went back the next night and persevered and was assigned a friend and from there it was awesome! My first client was a house reg, and I couldn’t stop shaking. But he was really sweet. My mentor and i have become best friends and i have turned it into an amazing business for myself!


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.

Talk about myself? No, I won’t. My story is too complicated so that there won’t be a ‘short version’ , I’ll write a book about the whole story.