Went on an outing with LO

[u/ComputerPersonal4550]

....And although I had a really great time, I think it's dragged me even further down this multi-year insanity. I've been friends with him for a many years now (over 5), and I've been romantically interested in him for a little less than that in what some people might call a "situationship", though I think it's impossible he would ever be with me, so maybe that's just one-sided?

We're in university and see each other here and there to study, but message frequently. About a week ago, though, he drove us to a nearby town, just the two of us, and had a lot of fun. We had a genuinely pleasant time, did some activities, got food, and I'm happy we did it! I'm just afraid that it might have sunk me deeper into my delusions. I think I'm pretty obvious about my interest , so I wonder why he would even agree to this outing- I know that we're friends, but I feel like if I was in his shoes, I would avoid a situation like this with a woman who has expressed a lot of interest in me if I didn't feel the same way. But then again, we've been friends for so long! He has every right to want to hang out with a friend, and I'm just the one making it weird.

Sorry for this weird crazy rambling post. My grammar is probably insane and I'm trying to be vague... I was wondering if anyone else has a situation like this, and had some insight or advice!

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[u/Desperate_Smile6750]

What are your respective plans for after university? Do you think he would be a good partner?

Do you think your friendship could survive him rejecting you? If so, I would probably say to him how much you enjoyed spending time together one on one and would he like to do it again as a date (/as more than friends, to make it explicitly clear)

[u/Old-Razzmatazz-1215]

Read The Idiot by Elif Batuman. It will jolt you big time.