First time with an escort - share your experience!

[booboobooboo]

Always wondered how everyone's was. Would love to hear your side of a detailed story too. Feel free to share.

Before I began with my real job/career when I just turned 20. I decided to do a bunch of stuff. Kinda like my last stand before heading into a serious life. So one of those things is travelling. And one of my stop was a tourist area in Ontario. I travelled alone, as I always wanted to try.

Anyways. I was 20 and I was still a virgin. And wanted to experience sex.

After a series of internet surfing, I decided on this girl. She's now retired so I will keep the names off this discussion. Thinking back, the photos aren't that great. But it was real. No fancy photoshop. If I see those photos again, I probably won't go for it. But I was lucky, she was way hotter in person. Beginner's luck.

So I nervously called and email etc. Couple back and forth and lots of "should I do this or should I not". What are the risk, consequences etc. Mixture of fear and excitement.

So finally decide to do it. And day before, I bought a box of condoms (which actually don't even matter), shaved myself super clean. face and down below. And read online how to "last longer". I was young airight... haha.

So the day of game time. I tidied up my hotel room. She arrived. She was wearing a tank top with short short jeans and heels. Super hot. I read on the internet that if you jerk off before game time, you can last longer. I was hard in no time. I can't resist petite girls, and I can't resist heels.

She was average height girl with dirty blonde hair. She was a spinner. Petite.

So she came in, and we sat on the bed. And I began explaining why am I doing this (dumbest made up reason ever, and dumbest topic of discussion ever now that I think about it) and this is my first time.

She was very friendly. Said she understand. Then the action began.

We started off some DFK. I still remember how sweet it taste. Must be the gum that she was chewing.

Then I took off all my clothes, so did she. She lied down. And I started exploring her body. I loved boobs. Hers was enhanced, and I was first time ever I touched/feel/sucked on a boob. Not to mention enhanced. It tasted great.

Then it was DATY. Keep in mind I've never done this. So I was like, so this is what it looks like in real life. I did a big slurp and tried to do my best from all the porn I've watched in my life. And kept asking if it is okay etc. Then she taught me digits etc. She told me "put 1 in first... then 2 later". Probably the most useful advice ever. haha. I was so turned on by it. It's been so long and I don't remember what the DATY experience was like. But I later learn down the road that i'm a super DATY fan. Anywho.

Then she gave me a bbbj. I think back then I felt it was amazing, but now that I think about it, it was probably average. I was nervous too. so that probably has to do with it.

Then she ask me, do you want to go inside me now. I'm like huh. She's like, to have sex. I'm like oh. sure. i'm an idiot.

We tried mish, and because I was such a newbie and was nervous. It didn't work.

then she tried cg. and it kinda worked I think, and when my penis slipped inside her. I was like I've done it! now that I think about it, I don't think cg was working very well. but at least I was inside her. I was soft in no time. and I think I was outside her pussy and try to just rub my penis in whatever it was at and came.

wish I can go back and see her again but she's long gone. like a before and after experience.

overall she was very friendly and nice and helpful.

That was my first.

 

[VanessaofBC]

How about my first with a client?!?! I did not know what to expect at all. I still thought "escort" meant we would be going somewhere!!! LOL

Of course the agency made sure my date was a nice young man. We were in his parents room since they weren't home and I was so nervous I could hardly breathe.

 

[luvsdaty]

My first time was with a sw right by the hotel Vancouver(yes they use to hang out there many years ago) I was 16 just got my drivers license and just got home from fishing. It was labour day weekend so I went over too Vancouver for the PNE. Well I was cruising town on my way too my hotel room and saw all the sw's hanging out on Georgia st. so I thought what the hell & picked up this gorgeous blonde. It wasn't anything special but she was drop dead gorgeous. Ended up getting half n half, I think it was a couple of browns? don't really remember as it was over 30 years ago.

 

[badbadboy]

First time was years ago and I had just come out of a club downtown. Said goodbye to my buddies and started to head over to my car.

Two girls were near my car and asked if I wanted some company or if I just wanted to go home alone. It was raining pretty hard so we stood and talked under the entrance to a bar. VPD drove by and slowed down to check us out so I suggested we hop in my car and get out of there.

I didn't have much money on me, maybe $120 or so. They said they would take that but they needed a place to stay that night so it worked for me since I had a place in Kits. We got to my place by 2 AM and all took a warm shower together which was a fun way to get things started.

We had to be quiet since my landlord lived upstairs from me and that turned out to be pretty difficult since one of the girls had a real potty mouth and was pretty direct on what she wanted etc. All I remember was one of them was really into coke and was more of partial spectator/participant. We all played for a few hours and then fell asleep.

I got their phone number, just in case and said bye to them around 9 AM. The landlord and his wife (who are Mormons) were outside working in the garden and it was one of those "priceless" moments seeing the look on their faces. I just sheepishly grinned at them and didn't say a word.

Fast forward four or five months and one of my buddies was having his 21st Birthday bash which was actually more of a stag. Anyways I called the girls and invited them to the party and told my buddies to bring some $$$. They put on a hot strip show with lots of girl on girl action and then they took over the bedroom to make some cash after doing my buddy.

 

[Ms. Yoko Anna]

First time with my client, I went home and cried in my boyfriend's (at the time) arms.
I thought I lost something precious.
But, it was actually all because I mirrored myself to the girl from "Pretty Woman".
The next morning, I realized I actually had not lost anything that creates who I was.
I still had dignity, I still had my morality, I still had my solid identity.
So, I had a cup of coffee, and went back to the agency I used to work at (CCE).

 

[shyboy123]

My first time was on a whim. After hanging out at a party I thought I would get laid before going home. I had seen ads before. I had no idea what to expect. This was before the Internet. I called a number for an agency from the classifieds. The phone girl was reading descriptions of the available girls and it was hilariously bad like a telemarketer script.

I picked one that sounded good. It turned out she was a black girl, which was great for me, but I was surprised the phone girl did not mention it as that was actually pretty rare back then compared to now. There was no showers before the deed back then, but I did "wash up" my parts at the party before I showed up. Hopefully my friends did not notice

She was a great little spinner and there was no kissing or daty or digits, but she licked my balls with more enthusiasm than I have ever experienced since, then cbj and road me Asian cowgirl while rubbing my balls. She moaned for me but there was no way she came or even came close It was pretty mechanical, there was no gfe back then, but she was very nice. I remember she seemed really surprised I had to pay for sex, and asked a couple of different times and ways to figure out what I was doing there. I got a chuckle out of that. All in all it was pretty good for me, and I have been at it ever since on and off between relationships.

 

[VanessaofBC]

Hmmm....I have to dig that one out of the archives.

I do remember that it was at an agency and I was young and cocky. In my mind I was the perfect client; young and athletic. In retrospect, not so much. It was after the bar in the middle of the night and I was drunk.

LOL, retrospect is a funny thing.....

 

[PlayfulAlex]

I began work on the day after New Year's that year. A local mp with a pretty good reputation, in the day. Very little training from the 'manager', a few ideas about what to wear, what to say, what not to say.

I finished my first appointment, older guy. Went back to the staff room and the manager asks me how it went. I say, OK I guess, just a BJ. She says, 'You used a condom, right?" I'm like, "A condom...for what?"

My first, and last, bbbj (by accident)! :nod: True story!

 

[Cami Parker]

I was 20 years old and modeling in NYC. I broke up with my boyfriend and needed some income ASAP. I've always been attracted to gentlemen older than myself, and have always received pleasure from giving pleasure to others..... Not to mention being a lil nympho for as long as I can remember lol! I was sent to the Waldorf Astoria for a 3 hour booking with another girl (it was my first time ever, they wanted me to have a lady with a bit of experience join me). Not only was the guy a well mannered and generous gentleman and lots of fun, but it was only my third or fourth time with another girl (I'd always been bi-curious, but a bit shy when it came to approaching a beautiful lady...) so it was an even more thrilling experience for me. I'd never felt so sexually empowered in my life, not to mention getting off 8 or 9 times in the session.... I've been hooked ever since....