Your First Time...'Fess Up

farmerart
Just read the thread from the guy talking about giving it up for the first time at age 30+ with a stripper. Got me thinking about my first time.

For me, I was such a workaholic that it didn't happen until I was 37. One of my guys brought his girlfriend to a Christmas party I threw for my employees. Both of them got roaring drunk, had a screaming spat, and the guy split on the girl. I taxied the girl to her home and walked her to the door. She was a crying, sloppy drunk and was all over me as soon as I was able to get her door open for her. Nice Christmas present for me! I tried to see her again but it was a one-timer only.

Two decades of lost sex; I had better live to a sexually active 95 years of age to catch up.

11 comments

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10inches
12 years ago
18 in high school. neighbor down the street always rode with me to school each day. got home about an hour before her mother did. started with the usual making out then moved onto the real thing (FS). several months of afternoon delight before I graduated and went off to college. learned all about hj, bj and fs. still the best cock sucker I've ever met !!!!!
Rod8432
12 years ago
I think you mean the first time we had sex with a stripper/escort/sex-worker, or do you mean the first time we had sex, period (in which case, you waited 'til 37? - Mon Dieu!).

My first actual FS sex with a sex-worker was at an onsite "massage" place in Philly, oh so many years ago. She was black, skinny, and didn't take off her top. She just slipped off her panties, leaned back on the bed, raised her legs in the air, and I was in. It wasn't much, but for $60 at the time, it worked for me.
newmark
12 years ago
Does it count if you came while the condom was being applied?
Alucard
12 years ago
My 1st sex worker FS was with a masseuse too.
txtittyfan
12 years ago
My first time was with Dougster's mom.
HonestT
12 years ago
I'm a serious late commer...

Angelique at H8S last Summer!
georgmicrodong
12 years ago
First time ever: 1978, 16 in the back of her Dad's Park Avenue. Nothing to write home about, for either of us, but we got better.

First time with a "sex worker": 1978, 17 in a club in Ft. Erie. That *was* something (several somethings, fact) to write home about, though perhaps unsurprisingly, I didn't write home about it...
motorhead
12 years ago
When it comes as a surprise, does that make it better?

I went to a MP in Indianapolis many years ago expecting a HJ or maybe a BJ at best. She asked me to go down on her first, then she sucked my dick, and I thought that's it. But she suddenly stopped and got on top of me for FS. That's not why I went in, but who's to complain?
mmdv26
12 years ago
Took a friend to a local whore house for his birthday when we were all turning 17 (in the late 60's). He chickened out when the whore came to get him, so I stood in for him. We went to her room, I gave her $20 and sheepishly undressed. Then she took off her clothes...something strange (no not that!); she removed her right forearm (prosthetic). I guess the one-armed girl had to make a living somehow. So, my first FS was BB, and I got the clap and had to go to the free clinic to get a shot of penicillin.
DandyDan
12 years ago
First time was in college with a girl who was the ex-girlfriend of one of my so-called friends. Pretty much sex-by-numbers.

First time with a sex worker was a black girl I met at the Lariat Club in Fremont, Nebraska, back when Fremont had strip clubs, shortly after I moved here to the Omaha area. We ended up in a motel room in Fremont (I can't remember what the name of the place was, but it was a chain motel). This experience could have turned me off on sex with sex workers for life, but it didn't, somehow. Someone once told me once you go black, you never go back, but if they had had sex with this particular black girl, they wouldn't say that. She mostly just sat there and seemed to be going thru the motions the whole time. It's possible this experience made me suspicious of black dancers ever after.
spoonie
12 years ago
19 in Meridian Mississippi with a hor named Patches.
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