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I used to live in the city with roommates. We were all very vanilla guys, rarely got lucky and mostly just smoked a lot of pot, with the one roommate usually having girls coming over all the time because he sold pot and had money.

I’m currently in an open relationship where she can do anything she wants while I remain loyal, in terms of sex. I can play with others but she prefers that I am open about it.

I met her while living there.

I was not into cuckolding then.

Now, I look back at what could’ve been. I could have been more open and even asked her to hit on my roommates (2 guys that I’m all honesty we’re definitely more hung and better in bed than I was) while I was in the other room playing video games.

I fantasize often about having a place in the city by myself before meeting her as a bachelor of sorts, but where I’d be essentially a cuckold that would let girls use my apartment, hang out platonically, and tease and deny me as sort of a platonic girlfriend. I would introduce myselves to girls in this fashion, offering what I could in goods and services for the lack of pleasure my little penis and pathetic stamina is able to provide them.

Oh what could have been.


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