So a couple years back, a girl I went to HS with (and fucked at a party once) popped up on my “people you might know” thing on FB. I’ll call her Anna for the sake of the story. I haven’t seen this girl in almost 20 years and we don’t really have any common friends. I stalked her profile and figured out she lives very close to me and is a single mom. She still looks good in her pics, slightly thicker around the hips, but in that sexy milf way. Until this point, I had hoped to just run into her by happenstance at some point at the grocery store or something, but no luck. I’ve decided tonight I’m going to shoot her a casual DM just saying hi and see how it goes.
As the title states, I’m married. And quite happily for the most part. But if you read my previous post, you’ll see that every so often I get an insatiable craving for strange- namely trashy, small-town types of girls. Now calling Anna “trashy” might be a bit of a stretch, but she definitely checks a lot of other boxes for me. She isn’t dumb, but she’s chronically naive, which I find incredibly hot. To the best of my knowledge, she’s never been your classic “slut”, so I can’t picture her out there throwing the pussy around to anyone, but I know she’s always had a crush on me and might still have a weak spot.
I’ve resisted the urge to reach out to her long enough, I just gotta fucking see what happens. I’ve got a bunch of time off coming up soon, so I’m hoping we’ll be able to meet up for a drink or something. My gut tells me that it won’t take long before I can get her in bed, but she’ll be nervous about me being married. Hopefully she’ll accept my justification, which really is my wife’s rule for me: she just doesn’t want to know. I’m very high libido and my wife is very up and down and she’s aware of the disparity. She has told me that she doesn’t care what I do, so long as she never finds out. (In fairness, she has the same freedom, but I have a hotwife kink, so I want to hear every detail haha).
So if I’m able to meet up with Anna and I’m getting good vibes from her, I’ll put that out there and see how she reacts. Worst case, she says no thanks, best case I end up with a sexy milf fuckbuddy!
Source: reddit.com/r/gonewildstories/comments/tn9xha/married_guy_41_about_to_roll_dice_and_reach_out