Me and my then girlfriend now wife have experimented with cuckolding once and I have allowed her to sleep around while on a holiday with her girlfriends.
We were 25 and we were always big into watching porn together. We had been quite interested in the threesome type of porn, the two male on female kind of it. We had always great sex at the meantime.
I always teased her she wouldnt be able to do it and she was always like try me.
After months of talks and teases we tried while on vacation abroad. What started out as a threesome quickly turned to a one on one thing between the two as I decided to leave them space and enjoy the show. I was laying back masturbating while the other dude was quite literally making love to her. Kissing her passionately and switching position all the time. It went on for almost an hour and she came like 3 times.
I will never forget her riding that dick or her little toes moving around while she was cumming.
The year later she went to greece with two of her girlfriends. Both singles. Ended up in a company of dudes and she asked me if she was allowed to fool around while on holidays to which I agreed with the condition she sent pictures.
She basically was a dudes date for the week. I received multiple pictures of her topless on the beach (although she does that with me too it was nice to see) and one of her riding him. She told me she had sex every single day of the vacation. She used a condom for the most part (at least in the pic I received she was wearing one) but she admitted going raw in a couple of occasion (though she has always took the pill so its fine)
When she returned we had one of our horniest time ever. We were fucking like rabbits. She then admitted she felt a bit guilty for doing this. Eventually these talks died off and now its been almost 5 years this happened.
Now she is my wife and we have other priorities. Though I am slowly bringing up trying cuckolding again and she is not against it.
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