1. Happy ending?
2003, I am an exceptionally naive 22 year old with six figure debt from a failed marriage and a baby to support on my own. A year before I had been approached by a friend of my sister who offered me a job as an escort. A had no idea what an escort did but the offer of $150 an hour remained in my mind and I called the guy when I reached as low as I was willing to go. I thought escorts danced or masturbated, I wasn’t even a good dancer. I have no idea what I was thinking.
Looking back, my first appointment was a disaster. John was exceptionally patient but I was so anxious. We had a drink, smoked a bowl, and he offered me some coke. Never have done coke before, I hoped it would help my nerves and obliged myself to his offer. That obviously didn’t work. Another hour of chatter and he asked me what I could do, sensing I wasn’t exactly on firm footing with the current endeavor. I had brought a bag of lingerie and offered to model it for him. Somehow this was sufficient for him and the drive home later was to this day one of the most fun drives I have ever had.
Of all the things in life I am thankful for, few rate higher than my dislike of coke. Instead of getting sucked into all that, I got myself out of debt, bought a house and went back to school. Graduated two weeks ago debt free with one of the most sought after degrees from a prestigious school. I have been working independently since 2005 and currently work one $1500 session a week (all my clients I have had more than five years). It has been a lifestyle that has served me well, I have met amazing people and had unforgettable experiences that would otherwise been impossible. Retiring is one of the harder things I have to do but in three months I hang up my heels and am walking away.
I still see John, of course I fuck him now. It only took about four appointments and a huge blow up with a client with more realistic expectations for his $250 an hour to figure out what I was supposed to be doing, then I learned how to do it really well. I have spent a third of my life as a prostitute but I have a beautiful home with big diploma on the wall, happy kid, multiple vehicles in my garage, and the world an open possibility. I am a very lucky lady.
2. Weirded out
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 50 (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.
3. Degree with no money, left to own device
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.
4. Very nervous, so much that she almost turned around on the drive over
It all happened over Thanksgiving break my freshman year (college). I had heard a website for sugar baby a/daddy’s and decided to try it out. After weeding through all of the messages I got, I found a guy that was actually attractive and had chemistry with. So we decide to meet up at his place.
The drive over I almost turned around 5 times, I was so nervous. I know on his door and he looks mostly like his pics, just a little older and shorter than I was led to believe haha. Its both of our first times so we have no idea what to do. We sit on the couch, talk and put on a movie.
Afterwards we go to the bedroom and fool around and do everything but sex (I was too nervous). It was great and I spent the night. He ended up paying for my rent ($670) and a new phone ($500). All-in-all, he was a super nice guy but ended up getting too attached :/ I’ve continued to be a sugar baby and make awesome money from it with the added bonus of only sleeping with guys that I’m attracted to 🙂
Finish… At the moment.