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I [29F] want to ask out the guy [33M] my sister [31F] cheated on.

I know it sounds really crazy, but there it is.

To give a bit more context; we live in a smaller town, and dating can be pretty rough. At my age it kinda feels like I've pretty much dated every eligible male in my age range and now it's just time to pick my poison. I could go with the guy who tried to have sex with my friend from a couple years ago, or the guy who gave me a bruise when he threw a coffee cup at me from six years ago, or the guy from high school who now has three DUI arrests, etc.

Summing up, I don't feel like there are many good men left around here for me to pursue that aren't partnered up.

But there is one dude I really like.

Brian moved to our town four years-ish ago. My sister met him first, and they dated for about nine months. I really liked him as a friend at the time. He was really cool, and friendly with our family, and good to my sister.

Their relationship ended because my sister, for some incredibly stupid reason, got drunk with one of her exes and slept with him. Brian found out, decidedly kicked her to the curb, and she's back with the ex.

For a lot of reasons, my other siblings and I aren't on speaking terms with that sister anymore. There was a lot going on with her that ruined our relationship, but her shitty choice to cheat on the like, one decent guy she's ever managed to be with definitely contributed.

Brian and I seem to still be something like friends. When it all first came out I figured he wouldn't want to talk to us for obvious reasons and left him alone out of respect.

But my other sister (not the cheater) works at a place frequented by him and she told me one day that he still comes in and is still perfectly friendly with her. She says he told her that he doesn't have anything against us, and he still likes us.

I'm in a bit of a dilemma, because I really like him. I had maybe a little crush back when he dated my sister. I never would have done anything when he was with someone, but he is now single.

At the time we were friends, he also commented a lot on my art, which always really made me feel good because no one else in the world seems to care about the stuff I make.

Is there any good way to ask him if he would like to go out with me?

And how do you approach someone like that? We have never been unfriendly, but stopped talking after the fallout with my sister.


tl;dr: My older sister cheated on her boyfriend over a year ago. I really like him (and feel like he is kind of the last good option in town). Is there any good way I can ask him if he'd go out with me?



Submitted April 09, 2022 at 02:45AM by thinwhiteduke1229 https://ift.tt/hnKqOyb
I [29F] want to ask out the guy [33M] my sister [31F] cheated on. I [29F] want to ask out the guy [33M] my sister [31F] cheated on. Reviewed by KING SAMUEL on April 09, 2022 Rating: 5

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