When I was 20 I was pumping gas at my job and washing the windshield on a customer's car. The driver was hot and she kinda gave me a peek up her skirt at her panties with a big smile. One thing led to another and I asker her out. She said thanks but I am a little old for you but I have a daughter. I met her daughter and she became a random fuck frienf for about 2 years. How weird is that?
I met my wife in kindergarten and didn't see her again until 2007. Only to realize years later we went to school together. Pictures and all that she has of us when we were kids.
When I was 15 and collecting for my paper route, yeah back then the newspaper boy collected the funds every two weeks. Anyway, this 30's something lady answered her apartment door topless. Big sexy pair she had. She let me in the door to get her purse, she paid me and asked if I'd like to touch her tits. I go for it and they are awesome, then she said go ahead and suck on them please. I'm squeezing those things and sucking her nipples and my dick is hard as hell. She pulls my head off, bends down to release my hard dick and proceeds to suck me off. Five minutes I blow out my load and she swallowed it all. Sent me on my way and when I returned two weeks later to collect she had moved.
I was at work in my office and I got a call. She gave me her name and said we dated 10 years ago. She said she loved me and wanted to see me again. I had no idea who she was.
If we knew at the time we got married. It would so be on the invitations . Small world does amazing things.
Somewhat similar to the OP.... I was dating a girl who had a pretty wild mother. Pretty much a slut, in the 6 months or so I dated her daughter she brought home at least 7 or 8 different dudes. Anyway... one night when I was at their house, my GF went to take a shower. I walked into the kitchen where her mom was and she started to talk..and out of nowhere she put her arms around my neck and started kissing me on the neck. I withdrew... shocked as hell. She said I am the cutest boy her daughter has went out with and she has wanted to do that from day one. I never told my GF... obviously.
I took a job across country right after we were married. At work the receptionist invited me to a party she was throwing. I asked if it was just for coworkers or were spouses included. She told me it was for just her and I and that my wife could stay at home. I declined the invitation.
I was playing pool with some guys and during a moment of goofing around an attached woman watching us guys gave me a big kiss on the lips in front of the group. Later on she made it very clear we could go to her place and have sex. We all knew her BF and I didn’t want to be that guy who gets his GF behind his back. She tried again days later. Turned out she also approached a couple more guys around the same time.
In my younger days I was in the military living in the barracks. I finished some dirty work so spending time cleaning grimy hands in the common bathroom. Enter military brunette who was in my barracks for a reason I didn’t know, she asked what I was doing then seeing I wore thin-ish track pants she came near me talking, and I got a rapid hard on in my flimsy underwear. She asked what I had for her in my pocket and reached for my cock and started playing with it. That only lasted seconds when I told her to stop, telling her I had a GF. The way I did was harsh and I hurt her feelings a bit but I apologized and I kept a social informal friendship with her and nothing else happened between us after that. But that episode made me want to stay there and let her continue that day, I stayed hard for quite a while from the excitement of being groped that way.