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the doctor and rose, in separate dimensions, on the other side of a wall from each other, cryingDear Captain Awkward,

I may or may not be in love with my best friend. We have been close for over 10 years, and dated briefly at age 18, 8 years ago, when we broke up due to long distance and the mutual feeling that we both needed to have college experiences and relationships and sex, and to develop individually as people. We remained very close, rebuilding our friendship from there, and supporting each other through the stages of growing up, relationships, jobs, etc, from afar (with the exception of Christmases, a couple summers at home, and visiting each other, we have lived in different parts of the country for 8 years). We have always been able to talk very frankly about our boundaries as well as about our mutual attraction. We have also been able to adjust very well when either of us was in a relationship with another person, adapting the intimacy of our relationship to an appropriate level and giving each other space when we needed it. I know that if he fell in love with someone I would genuinely be delighted for him, and vice versa, because it has happened a couple of times, without issues. We would re-draw our boundaries and adapt our friendship. However, right now he and I are both single, and we are about to have a month together for christmas. I know that historically those circumstances lead to me feeling very romantically and physically attracted to him. On one hand that is great, but on the other hand, we are still on opposite sides of the country for at least two more years until we finish our degrees.

The thing is, neither of us wants to do a long distance relationship, and honestly he and I have already discussed the fact that the distance, and the fact that there has never NOT been distance makes it difficult for either of us to know how we really feel about each other romantically. When we see each other it is in these emotionally intense bursts, and I don’t know how he would fit into my daily life or how I would fit into his, whether we would truly be compatible romantically, or whether we are just building a romance in our heads. We have said that if we lived in the same city, and were single, we would probably give dating a try, since we like each other so much, and actually our long term goals are very compatible. We’ve also promised to NOT pull any “My Best Friend’s Wedding” stunts. I guess my question is this: should I keep my hands off him this Christmas? As it is now, in two years, he and I can have a conversation about actually ending up in the same state, (we’ve discussed that we are interested in many of the same cities and as of now, it wouldn’t have to be a huge romantic pressure thing to try to end up in the same city). We have never actually slept together, though we have done other things over the years when we were both single. Would it change things in such a way that it would BECOME a romantic pressure thing?

Regardless of whether he and I worked out romantically, I want him in my life and it would be lovely to be in the same city. I just don’t want for either of us to sabotage other relationships because we are secretly holding onto this one, and I also don’t want to sabotage this friendship or to do anything that could prevent it from developing into something romantic if that was the right thing.

Advice?

My feeling is, if after knowing this person for eight years you are working toward goals like ending up in the same city someday, referencing My Best Friend’s Wedding as a Thing That Might Happen, routinely renegotiating your boundaries and level of intimacy around whether one of you happens to be dating, and arranging your current romantic and sexual decision-making around this eventuality to the point that you would not get together now for the mere CHANCE to try it out “the right way” later, then the “Isn’t it rich? Are we a pair?” cat is already well out of the bag. However, I am kicking this one to the commenters, since logistics and timing are real factors here, and since “Oh, just fuck* already, you’ll figure out a lot from that and you are clearly burning for him” is probably not the thoughtful response you deserve. ❤

Commenters?

*contingent on respectful discussion and mutual consent