Have you ever fucked a complete stanger

Almost.

Many years ago, I was having a celebratory lunch with a bunch of guys and we got talking to a bunch of women at the next table. An hour or so later, one of the women invited me back to her place. At least I got her name before I took her knickers off. I assume that it was her real name. :)
 
More often than I'm proud of in my younger years... The sex was mostly as forgetful as their names and faces. I'd tell my mid-20's self, "drink less, sleep more, and spend more time doing things you love..."

Not to shame anyone but sex with strangers - for me - is empty, unsatisfying, and exactly what we've always called it... Meaningless.
 
Remember that friends always start off as strangers.

I did that once. I meet a girl online, she invited me over and we became fwb. Even though I left her, I ended up feeling burned.

Would I do it again, doubtful.
 
Like others here in younger years. Random online encounters which spilled over into the real world.
 
My wife did once and he turned into a friend who visited probably the most over the past 3-5 years. Means it’s probably time to stroll along looking for strangers again!
 
While traveling for business years ago my workmate had a fb in a small town . He wanted to get together with her but when he called she was with a gf that was leaving for college the next morning . You can guess what happened , yep I was assigned to entertain her friend . Turned out she was a virgin who didn't want to go off to college as a virgin .
Being the gentleman I am I couldn't refuse to help her with her dilemma .
I took it very slow and it took most of the night but she accomplished her goal .

Interesting but as i look back it seemed like a lot of work !
 
Did a few times. Most recent was this past weekend on a family ski trip. Meet a couple guys at the lounge and Hubby invited them back to the condo we were renting while the kids and their bf/gf was out doing night ski.
 
Back in College. Met her on the plane. We had some nice petting under the blanket. I remember fingering her and her enjoying it and then took her back to my place and Had a pretty good fuck as I recall and then I took her home. Her name was Sherry and she had a sign on her mailbox, "Eggs" so I have fondly remembered her as "eggs Sherry" ever since. No cell phones back then. I didn't get a number. No idea if she had a partner or not. Never saw her again.
 
Many times when i was younger. Outside pubs in beer gardens or in cars. Often just a blowjob, sometimes more.
 
Back in college my roommate (now my sister-in-law) provided the "entertainment" at frat parties. We got fucked by a lot of strangers we never saw before or ever again.
 
Pre COVID, we played with several men that we met in clubs, casinos, even camping, F*** Covid!
 
A complete stranger on a plane

My most memorable experience was with a woman I met on an overnight flight from NYC to London.

We talked, flirted, touched and then I fingered her under her blanket - she was so wet and came so hard. Never saw her again.

Dave
 
Yes!
Times have changed now. But yesterday a really nice lady contacted me on a dating site. We met at a coffee shop in a grocery store in our neighborhood, sipped and shared a fudge cake. She followed me home and sat on my face and we fucked in every position we could come up with. She left. Only contact is the website. Hope to hear from her soon....
My original random sex was when the high speed internet was new. All the dating sites were brimming with horny chicks. I made it a mission to 'fuck my way around the world'. One from every culture. I may have succeeded. I had a rule - if I wouldn't lick it I wouldn't stick it. A little conversation on mail or chat invite them over for dinner. I was a gentleman. Always waited for them to make the first move. Those were the days. Better than the University!
 
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