Naughty Sex You Don't Regret
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James

Adelaide, Australia

#30 Nov 20, 2011
When I first started teaching I spent the first few years in small country schools. That's the way it works here so when you're new you go to all of the places nobody else wants. Some of them were really boring so I started having sex with some of my students. They were bored too and liked that there was a new guy around.
JustJoe

Conway, AR

#31 Nov 20, 2011
with my mom when a teen

“To push the boundaries....”

Since: Oct 07

Nazereth, Israel

#36 Nov 22, 2011
lampshade37201 wrote:
<quoted text>
Sorry but she only did her son's friend when her son was in class. But it was still hot...she was like, do you know what its like to be in your 40's and a 19 yr old kid doggying you in your son's college dorm?!? She absolutely loved it and I told her I was jealous!
I can well imagine how hot it was... after all, males are in their sexual prime in the late teens-early twenties, while females are in their thirties-early forties.
Gay

Los Angeles, CA

#41 Feb 13, 2013
Sucking a cock at the age forty. I always been straight and I love women and somehow I got into sexting with a friend of mine who's much younger talking about the threesome we had with my wife. It turned me on hearing him tell me how much he liked and wanted her. He sent me a pic of his cock to show to my wife and I responded and told him that it look good. He responded right back and I thought he was gonna go off on me, but instead asked me what I liked about it. I just responded and told him I would not mind sucking on it. This was the beggining to what led to my first and so far my gay encounter. When it happened I was very nervous and I didn't know how to go about it. It took at least an hour before I had his cock in my mouth. I could not believe how hard it was to suck cock. He went wild and had me get side way and did me from behind. This was all new to me. He pumped me really good and as he was ready to cum he had me go down on him and exploded in my mouth. It was an unbelieveable experience. The one thing that I didn't like is getting a crappy taste off his cock as he just pulled out of my butt without cleaning it.

Since: Jan 13

Location hidden

#42 Feb 13, 2013
A PE teacher while on skiing holiday. She didn't live up to the hype.
claire

UK

#43 Feb 13, 2013
When I was 17 I was going to a gig with my friend and we got there early and asked the bouncer if we could go backstage, he jokingly said if I slept with him we could, so I said ok, we went into a room and gad sex for 10 minutes and we got backstage, well worth it because the same night I slept with the drummer x

Since: Sep 10

Location hidden

#45 May 4, 2013
At my best friend's wedding, during reception with her brother (the BEST man lol) and his best friend.
brotherman

Raleigh, NC

#47 Apr 2, 2016
when i was like twelve i played "doctor" with my younger sis when she was like nine a few times and when i had learned how to masturbate i showed her how i did it one night when i snuck into her room and got her to get bottomless so i could look at her while i did it
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