Doing your parent's friend

[Ahi_Viking]

I'm curious if anybody else has hooked up with a friend of their parents.

When I was 18 and about to leave for college it happened. My mom had a coworker - we'll call her Jen. Jen was a pretty, albeit a little chunky, single mother of two boys about our age. So, we regularly hung out at their condo with our parents, had dinner, etc. She was late 30s. I called over to see if the boys would like me to come over to hang out by the pool one summer afternoon. Jen said her boys were at their father's for the weekend but we agreed I could come over and enjoy the pool anyway. I was surprised when she was in her bathing suit when I knocked on her door and she came out to join me.

In the recent past, when we were all together, I had overheard her talking to my folks after a couple drinks and it was clear she was romantically lonely. Then, a few times, she'd brush her hand over my shoulder and smile when she'd walk by me. Yep. Our conversation by the pool was very comfortable and we talked about all kinds of things. She invited me back to her unit for a cold drink before I left and a goodbye hug there led to a passionate kiss, bathing suits on the floor and me licking her like a man possessed on the kitchen table. Before going to college that Fall we arranged a couple more swim dates for me when her boys were gone for the weekend, but didn't make it to the pool again. I should write the story and submit it, cum to think of it...

 

[klippert]

my real sexual education came from a divorced family friend... though I did suprise her with my oral sex skills... she was the first mature lady I ever had...from then on I was hooked

 

[melly001_uk]

Dad's bet friend........

I was their babysitter, for some time

xx

 

[TwoShades]

I was in my late teens.... my mom worked with this HOT chick who was in her late 20's. They become good friends. I will never forget the first time I met her. I went to see my mom at work in my new car. It was lunchtime. She came out with my mom to see my car. She was wearing this tight brown sweater with nipples that looked like they were going to poke right thru it. She was sooooo fucking hot.

We flirted for years and made out a couple of times. But I never did fuck her. Damn.

 

[bigwarwood]

I was still in high school. I was a party my parents were throwing. I walked out to the front of the house and was going to have a cigarrette next to the garage. The only light was coming from the inside of the house through the kitchen windows. I walked around and lit it as I walked across the driveway and when I turned towards the garage between the parked cars, there she was. The wife of a co-worker of my dad. I cupped the cigarette in the palm of my hand but she saw it and she softly said, are you supposed to be doing that. Busted! I held it out and said I was told as long as I didnt do it openly. She was sitting in a vet and said, let me get a drag, she was sluring her words, she was feeling nice. I stepped up and held it out, she threw a leg out from inside and spun in the seat and now sat open legged and her bright white panties were showing. Needless to say my cock grew down the inside of my thighs and outlined itself in my jeans. she puffed on it and handed it back to me and as I grabbed it she reached out and paklmed my cock. I stood there looking down at her palm rubbing my dick and I said, you supposed to be doing that, she looked up and said smiling, as long as I dont do it out in public. She pulled it out and three or four minutes later I was giving her the egg nog she didnt get at our party. She licked her lips and said, your not done, and turned in the seat and knelt on it and pushed her ass out the door. That second nut took me about ten minutes and she even yanked the vet out of gear pulling on the shifter. The second time was at fire island where they owned a house. That time we fucked for hours.

 

[bigwarwood]

Did I mention that when she was blowing me, she reached with her other hand and slid it under my balls and tickled my pucker. and when she scratched at it with her long nail and pressed into it my ass just gave way and swallowed it. she moaned as her finger slid in smoothly and I panic'd thinking she could feel how loose it was and she would know I took it there. Now that I think back on it, she always got around to fingering my ass, even did it while I was humping her missionary style!