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Sex Workers Reveal What Their First Night On The Job Was Like

Some jobs are more controversial than others. One job that’s got a lot of stigmas attached to it that of sex worker. Over on Reddit, current and former sex workers spilled the beans on what their very first nights on the job were like. Their answers varied a bunch. Some people didn’t really mind it, some even almost liked it. Others felt “empowered” and enjoyed the quick money. But others found it wasn’t so much for them.

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1. Abbie82

I drank a heap of wine before I went to the agency. This was about 2.5 years ago when the industry was booming. I did booking after booking and went home with a massive wad of cash. I didn’t think about it too much. I just loved the rush of being booked and making so much money.

2. throwaway9347187

I started working because I’d gotten a few propositions through a dating website. I was studying med at the time and I was short on money. So one time, this guy made me what seemed like a lucrative offer and I agreed.

I didn’t know how any of it worked, so I told a friend I was going out and to call or text me in an hour’s time. We initially met in a park at night, sat in his very, very nice car, had a bit of a flirty chat, then made an appointment. He said he was 58 years old, but I think he was about 15-20 years older than that.

A week or two later, I drove over to his apartment. I was petrified, but I needed the money so I rang the doorbell. It was a lovely apartment, and he paid upfront. He was nice enough. He asked me to do some things that I didn’t want to do, so I said, “Maybe not this time.” Kept an eye on the time (via the helpful clock radio next to the bed) and thankfully he finished on time. Had a shower, bit of a chat afterwards, and then he kissed me goodbye on the cheek.

I think the fact that I said no to rimming annoyed him a little, but he texted later and asked if I would like to do a threesome with another working girl. Things proceeded from there.

3. throwawaybecausepros

Throwaway for obvious reasons, but I’m an actively working girl. My first time was only about a month ago. It was through a website where you make offers to pay a girl to go on a date with you. They had to be very clear that it wasn’t a prostitution website (you compensate for time it said, many many times) but sex was fairly well implied.

My first time was with a 43 year old married man in town on business. He had contacted me about a week prior, through the website, offering $80 for a date. he said he would give me $2000/month for regular sex if we liked each other. I said yes, and he told me which hotel to meet him at and when. He also told me what to wear.

I arrived and he wasn’t too bad looking–slender and way more tan than you normally see as far north as I am. He bought me a drink first at the hotel bar and we talked for a bit. I was unbelievably nervous, but he was fairly reassuring. I was sure everyone knew what I was there for, and I was terrified of anyone calling me out.

Eventually he suggested we head up to his room, and I gave the meekest “okay” that has ever passed my lips. We went up and sat on the bed and chatted a bit more before he kissed me. after a couple seconds he pulled back and said “i like the way you do that. Let’s take off your clothes, and see what else you do well.” I got naked and gave him a blowjob. I wasn’t really expecting him to finish that way, but he did.

After that he laid back on the bed and indicated I should join him so we snuggled and talked for a bit more. Eventually he told me that he thought I was funny and sweet and “too good at that” and that he didn’t want to see me again in case he formed an emotional attachment. He said he just wanted sex, he didn’t want to mess things up with his wife. I said that was fine and we talked some more.

Eventually I started putting my clothes on. I was waiting for him to give me some money, but he wasn’t making any moves in that direction, so I sat and talked with him a little longer. Eventually I reminded him that we had agreed on $80 for the date, and he acted all surprised. then he made a show of looking for his wallet and then counted out each bill and dropped it on the bed as he did. I took it and left, not accepting his offer to call me a cab.

I felt pretty gross. My later experiences were better.

4. throwaway995511

I was an independent escort for 4 years. My first night, I was ridiculously nervous. I went to an upscale hotel, nervously walked thru the lobby, hoping I looked like I belonged there, and not like what I was really there for. I was nervous the whole elevator ride up to his room. I walk to his room, lightly knock on the door. He opens the door, says (for the story’s sake, we will use the name Sarah) “Hi, Sarah?” and like an idiot I reply with my real name. We laughed it off. It was quick, 10 minutes. He was polite and clean. In the area for business. I ended up seeing him a few more times over the years, always very nice. Tipped on top of the hourly rate, which was always appreciated and made me choose to see him over other clients in the future.

5. 2559

My first job was a private client, and I was totally calm on my way there and during, it wasn’t until I got into a cab to go home that I started crying. I wasn’t even upset, It was just involuntary.

A month later I joined an agency my first night they gave me this guy who became my first regular, always booked half an hour and I never stayed longer than 10. The other job of the night was in an office in an old industrial estate, two very married man and another escort. She was really nice and reassuring and helped me get over the initial embarrassment. The rest of the night was just sitting in the car with my driver talking about world war 2 and listening to Frank Sinatra.

most of the time I even had fun! But I still always got butterflies on the drive there. I think it was the anticipation of not knowing who the guy was, they could he sincerely nice or they could be a complete jerk.

6. throwaway012375

This sounds awful, but I was so desperate for money that I posted on Craigslist. Obviously that was stupid and dangerous, but I was 17 and I didn’t think about it. I basically asked people to bid to see who I would go with. Keep in mind this was a suburb in the midwestern US, so the money wasn’t crazy. I ended up driving 45 minutes to meet a guy who then drove me to his house. Again, so stupid. I can’t believe I didn’t die that night. This dude was like 50, heavy cigarette smoker, smelled like booze. I told him I was 19. (So stupid.)

The guy paid me $60/hr for three hours. He smoked a few bowls, talked about jazz, and then very creepily went on and on about my boobs. I jerked him for like 30 minutes with this horrible rose-scented lotion, blew him, and eventually we had sex. I was impressed he could get it up with how high he was and figured he must be on something else. That’s mostly what I was thinking about the whole time.

I didn’t feel it when he came because I was too concerned trying to give a good performance. So awkward, but he didn’t seem to notice. When I got off him there was no condom on his dick and I freaked until I realized it was still inside me.

We “hung out” for a little while (read: he slept and I tried not to puke) and then he took me back to my car, filled up my tank and gave me $300. All in all, not a horrible first experience, but also not wonderful. He’s called me a few times, but I never went back.

7. fauxh

No longer an escort (only saw a few clients and decided I’d rather make money the normal way) but here’s my first experience. Signed up to an escort & cam girl site, my partner couldn’t accompany me to the meet so I got my gay best friend to drive me. It was in a Travelodge (classy!) And I was super nervous. I’d asked him if there was anything in particular he wanted me to wear, and he had said he wanted me in casual clothes and no make up. Of course, guys don’t really have a clue what girls look like without a stitch of makeup on so I put on foundation, blush and mascara and a cute sundress. The guy was around fifty (I was twenty at the time) and he mainly wanted to make out and cuddle. For some reason he had covered himself in talcum powder which was odd, and he wasn’t attractive which made it hard for me to get aroused but he seemed very happy. The thing that weirded me out a little was he kept talking about how young I was and asked me for my real name several times (I had a fake name for obvious reasons). I was reluctant to give him my real name and instead just gave him another fake name – I told him my real name was Elizabeth but my friends called me Lizzie and he called me Lizzie for the remainder of the appointment – then had the cheek to try and haggle me down for an extra hour which I declined. Afterwards, when I was 300 quid richer for an hour of “work”, I felt strangely empowered.

8. throwaway349000

I was 22, just graduated with a BA in a major that would make me no money. Moved in with my parents and was on a downward spiral. I posted on Craigslist ($400 an hour, I had no clue about rates and still don’t but from this thread it seems high) and met a man the next night at his house for an agreed-upon 30 minutes. We sat on the couch and talked a little bit. He ran a small business, divorced, overweight, 40s. Really ordinary and quite nice, actually. He took me into the bedroom and there were lit candles and a bottle of lube on the nightstand. I wouldn’t kiss him for awhile, but he seemed lonely I guess? I eventually did. (Stupid, probably.) He put a condom on and I blew him for awhile, but he didn’t stay hard consistently. I climbed on and rode him and he didn’t come by the time the 30 minutes were up. I liked him, so I kept going until he finished — maybe another 20 minutes? I didn’t charge him for the extra. I didn’t enjoy it as much as I would with a regular partner, but it wasn’t bad. After we finished he thanked me and we hugged. He suggested that next time he make a spaghetti dinner and we could eat and get to know each other.

It wasn’t as bad as I had expected, and I wasn’t traumatized, but I never did it again. I’m not sure why. He texted me several times after and eventually I told him I’d moved.

9. mkthrowa

This was only a few months ago. I haven’t made the best decisions in life. I was still 18 at the time and I moved out on my own. I started having a hard time making rent so I started posting ads and going on “dating” sites. I got a lot of attention and started to talk to a lot of men but never actually went through any of it. That was until a month later or so and I got desperate and finally accepted an offer from one guy I had been talking to for a while. He was in his 40s, from another town, and offered me $900 for the night.

When the night came along, he booked a hotel, and I went over there some time that evening. I was so nervous, I could barely speak a word when I got there. He was an average looking guy. I wasn’t attracted to him but it didn’t cross my mind that it mattered. I was still about to have sex with someone I technically just met, and for money. He ended up offering drinks (yes, I know how stupid this was now that I think about it) and I got drunk enough eventually to relax a lot more. Once I was relaxed, he started kissing me, we eventually got naked, performed oral. We had sex twice and he got off in less than two minutes each time. Which was a really good thing because he was bigger than I expected too. After that, we just went to sleep and I left in the morning. yes, i stayed over night which was probably another dumb thing to do but oh well.

I guess it ended up being better than I expected but maybe I was just luckier than some girls here that he wasn’t too creepy or gross. Since then I’ve only done this twice more but not with him.

10. tellme_areyoufree

I remember the first time I accepted money for sex. A guy messaged me on a gay dating site. I was 17 at the time, “18” on my profile. This man (60-something years old) offered me $100 to suck my dick. I knew I was down immediately. I countered back that I’d do it for $150, and he had to let me watch porn while he did it. “Can I swallow it?” Uh yeah, duh.

So I went to his place. As a (28 year old) adult now, I think – what the fuck… that guy could have murdered me. He could have raped me. He could have cut my skin off to wear it like a dress.

But he didn’t do any of those things. He put on some porn for me (very helpful, as I wasn’t attracted to him at all). I pulled out my dick, started jacking off, and once I was hard he sucked me to completion.

$150. Thank you very much. “Would you be willing to come again some time?” Uh yeah, duh.

So I would head over to his place about once a month. Cum. Get paid. Repeat.

When I moved away for college I found similar guys. Old men. Fat men. Especially ugly men.

I never had to make them cum. They just wanted to make me cum. So that’s what I sold them – a chance to make a hot young guy with a big dick cum. (forgive the vulgarity). It was all about letting these guys fantasize that they had gotten me without paying for me. I learned quickly that they were happier if I could make them feel like it wasn’t an exchange.

My favorite/fondest memory though was one guy who didn’t even want that. He wanted someone to cuddle with, rub against. We stayed in our underwear. I actually sort of felt good about visiting him because it didn’t feel as gross. He just wanted human contact. And I gave that to him. For a price, but I gave it to him.

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