When I was 22 I (M) had a random night of passion with a married MILF in her mid-30s [MF]

I was on vacation. I was actually with an older family member for a few days who’d flown out to meet me to hire a car and travel this huge National Park with me.

Within the park there is a medium sized hotel. The family member I was with decided after dinner to stay in the room and read. As a 22yo on vacation before starting my professional career I decided to have a look around and check out the bar and I took a book as a prop.

In the bar, amongst many others was a group of work colleagues having some sort of team building thing, but I think it had more or less finished and they were just now socialising. One woman from the group noticed me and came to sit at the bar kind of adjacent to me while I read. After 10 minutes or so we struck up some conversation.

She was petite, brunette, pretty tan and in shape, very cute. I remember she had on a black polka dot neckerchief or whatever they’re called, like a short silk scarf tied round her neck with a bow to the side, made her look a little like one of the girls from the era of Grease. Hot and milfy.

Anyway she started flirting, telling me I was handsome, and taking a real interest in me, as I did in her. She was from California, hundreds of miles from where I am from. We were both there just for that night. We chatted for maybe 20 minutes but she was conscious that her group would start getting pissed off or gossiping soon if she didn’t return to them.

She took a paper napkin from the bar and wrote in lipstick her room number, winked and said why didn’t I come up and talk some more at 10:30?

That left about an hour and a half. I went back to the room I shared with the family member and chatted with them for a little until they went to bed. At 10:30 I took a bottle of red wine I bought from a gift shop earlier in the day and went to the room number written in lipstick.

I knocked and she was there, dressed as before. She took the bottle of wine and poured us both a glass and invited me to sit on the bed as she busied herself in the bathroom; we chatted and sipped wine as she did this. She came to sit next to me on the bed.

I’ll admit I was still slightly naive about what might have been about to happen; after all she may have just been genuinely interested in me in a non sexual way or I may have been less appealing now she’d had a chance to think about everything. But when she came to sit down she didn’t sit next to me, she sat on top of me, across my lap, and draped an arm around my back, and just sat and smiled at me. Her sweet smelling hair was in my face and her lips were only a couple of inches from mine.

We started kissing. Tore each others clothes off. This was many years ago now so I don’t remember everything but I do remember burying my face in her pretty tanned pussy in 69. She was either bare or next to no hair down there, and had a tight looking little asshole. She sucked my cock enthusiastically, I remember seeing a mix of her saliva and my precum dripping from the side of her mouth. We did cowgirl and missionary. I wore a condom for the PIV but came on her face. I think I came a second time in a condom when fucking her from behind.

I wasn’t very sexually experienced at the time because I’d had one long relationship through university. I don’t think either of us could say this was the performance of our lives, but the whole scenario was incredibly hot. After ward we lay under the covers and she explained she and her husband had swung with one other couple before and allowed each other free passes when away from each other like this. True or not I hate to say it but I didn’t really trouble myself with it much; she was a lot older and had taken the lead at every step. I like to think it was true and hubby was ok with it.

She asked and I gave her a fake name.

Crept back to my room.

Avoided her at breakfast – didn’t even see her.

Took off shortly after and never looked back.

I kept the napkin for years among various bits of memorabilia but eventually got rid in a clear out after I got married to someone years later. Whoever you are, wherever you are, thanks for the memories.

Source: reddit.com/r/gonewildstories/comments/10q7qqe/when_i_was_22_i_m_had_a_random_night_of_passion