I [29M] don’t know how I should move forward with my best friend’s younger sister [25F]

r/

2 years ago at a wedding my best friend’s wife tried to set me up with his sister and she was asking me when we were going to get married. Our dad’s were really good friends so he’s been my friend basically since he was born, so I’ve also known her since she was born when I was around 4yo, and this was the second time I’d ever seen her as an adult. I tried to avoid it but she was in the parking lot when I was leaving and when I went to hug her goodbye she started making out with me, I was very drunk and kissed her back but ended up walking away. She had told me she got a job offer 12 hours away, and I knew she was planning to go to med school whenever she was accepted which i thought would be 2 hours away from me for another 4 years, I didn’t want to do anything with her if it wasn’t going to work out long term. She apologized the next day saying she was drunk and it was inappropriate, I accepted and that was it we havent talked since.

She ended up going to school abroad so I feel pretty stupid for thinking 2 hours was too far and she’s 1.5/4 years in now, only coming home once a year. Last time she was home her mom ran into my sister and said I should talk to her but I didn’t hear about this until after she went back. She’s home again now and I still can’t stop thinking about her but don’t feel good asking her to do long distance across the world for years when we’ll only have maybe 2 weeks to hang out, but I also feel like it could work out when she’s done and hate feeling like I’m waiting and missing out on this part of her life.

Is it worth reaching out right now? I can probably only afford to go see her 1-2 times a year and she’s barely home so it’s going to be a long 3 years. I’d love to at least clear the air and let her know that I am interested but I’m not sure how I feel about having that conversation if it isn’t going to turn into a relationship for several more years. If I tell her I’m interested, and she’s interested but doesn’t want to do long distance I don’t know where to go with that. Her sister in law said that she was obsessed with me so even though I feel like I really fucked up I feel like there still must be some interest there?

Comments

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  2. rtural_ Avatar

    Yeah its worth

  3. emptynest_nana Avatar

    Romantic stuff aside, this is a young woman you have known literally your entire life. Having a good friend is wonderful. Give her a call. Don’t jump right into relationship, start with something small, coffee with a friend.

  4. Hungry_Blood_3949 Avatar

    Have the conversation. It’s better than regretting missing out on the opportunity.