I [24M] am extremely close friends with two of my exes Gina [23F] and Sam [24F]. Sam and I have been broken up for 6 years at this point, and she is my best friend. Gina is a close second; we’ve been broken up for two years.

Sam is asexual, but Gina and I occasionally hook up when we need it. Neither of us has any interest in cheating; we’ve both firmly sworn that if either of us starts seeing someone, any kind of sexual contact will immediately stop.

I am not under any circumstances leaving either of these friendships. These people are too important to me for that.

My question, then, is how I can make future partners comfortable with this situation. It would obviously be wrong to conceal the fact that either is an ex, and probably also wrong to conceal that Gina and I occasionally hook up. Neither of these is a good look.

Is there any hope, or does this completely destroy my dating prospects?

2 comments
  1. Please help me, my hair is too perfect and my wallet is too fat. You have a sweet thing going on for you. Cherish it.

  2. It won’t destroy your dating prospects completely but probably mostly. And unfortunately, the women willing to go along with it are more likely to be ones who also have exes around. But hey, you already said that you aren’t changing so.

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