Fluke Encounter (mine was a 4-way)

Hey people ,

Wonder whats your most fluke sexual experience?

Mine was actually a 4 way with there mature type woman I happened to get on craigslist somehow at the time. I was 28 and just put a normal ad out regarding a normal hook up. LOLOL

 

It was the first time I fucked a woman. I really didn't expect that we would end up having sex. I had fixed her TV a few days earlier and she invited me to dinner as payment. She fixed a nice dinner and after her putting her son to bed she came on to me. We ended up on the floor supported by the cushions from the couch. I didn't know what to do and after a while she sensed I was having trouble. Turns out the condom I had was too small. She snatched it off if I'd promise to not cum in her pussy which I agreed to. It took about 5 minutes after that before I pulled out and unloaded. From that point on she took me under her wing and taught me all about having sex.

 

When I was 16 (1979) I was collecting for my paper route in these apartment buildings will a long hallway similar to a hotel building. Anyway, I knock on this door and a woman about 30 years old answers the door totally naked. I was in awe...big sexy tits. I tell her I'm collecting for her paper, she turns to get her purse and pays me as I'm starring at those sexy tits. She says "would you like to touch them"...sure I say. So there I am caressing and squeezing those things as I feel myself getting an erection. She asked if I was getting turned on as I replied with a loud "YES"! She then takes my hand and pulls me inside and closes the door, drops to her knees and removes my pants and proceeds to starting sucking on my dick. Four minutes later I feel myself cumming in her mouth as she swallowed it all and sent me on my way. Next month I return to collect again to find out she had moved away...

 

on that suxs...she probably did it knowing she was moving.

 

Nice my first older woman was at 21 she was 41 fit toned body and all she was fucken wild she didn't like condoms and would let me cum in her.

 

For me I have three I can put as flukes.

First time I met this married but sexless woman. I convinced her to meet me to talk after she said she was not dressed very nice and I said it didn’t matter what she wore.
As we talked after sex things and made my penis twitch through my pants she lost it and I seized the moment.
Another married woman, into the swinging scene and I believe she was looking for someone else to join her swinging group and do things out of my comfort range. So anyway she said she was not prepared for anything that day so we just talked but at the end she felt bad for meeting me without any fun as previously discussed so she offered me a blowjob and I played with her breasts to orgasm.

I lucked out catching the attention of a woman online, she was going to take her ad off after chatting to a good number of freaks online.
After we felt we were a good match we agreed on a date for her to see me in person to decide if we were going to become FWB. All was fine with the visit and the conversation in her mind so she ended up making the moves on me. The moment she had her hand on my thigh I knew it was a lucky day although she took her time as we made out lots. I let her initiate and come on to me instead of taking the lead like I felt like doing but I let her choose how things happened and it was an excellent move on my part. Many wonderful memories with her.