I’m 27M and for the past two years I’ve been extremely close with my best friend and business partner (31F). We are building a startup together and things are going well professionally, but personally I am really struggling.
When we first met, we went on a couple of dates. I was the first man she had ever tried dating, but after our second date she told me we should just be friends. Months later she came out to me as a lesbian. She said she had tried to like me, that I ticked all the green flags, but that she just felt nothing romantically toward men. I understood and accepted that.
After that we became inseparable. I would spend 10 hours at her place every other day, even working from there. We did chores together, went on trips, tried new experiences, and became best friends. She’s honestly my favorite person to be around.
I thought I had gotten past my feelings, maybe 60–65 percent of them faded. But now she’s started dating a woman, and it hurts more than I expected. I actually encouraged her to go on the date and helped her with the messages because I care about her. But since then I’ve been restless, depressed, and unable to sleep. It feels like it’s finally hitting me that it will never be me.
I wouldn’t say I’m still “in love” with her, but the feelings are definitely still there. I haven’t dated anyone since her, and Tinder hasn’t worked out for me so far. I know in theory that dating would help me move on, but I don’t feel ready.
Men who have been in a similar spot, how did you move on from feelings for a best friend you couldn’t be with? Did you distance yourself? Did you force yourself to date? Or did you just ride it out until it faded? I’d appreciate any advice or perspective.