Dating

I’ve liked the same guy for 5 years and can’t tell how he really feels; should I just give up?

I’ve liked the same guy since 2018. We became friends in high school and then after about a year started a friends with benefits relationship that lasted for a little over 2 years. We haven’t hooked up in a little over a year, but we still text occasionally. When we see each other in person, we are both very nervous and bashful. I can’t tell if he’s extremely emotionally unavailable, very shy, or just not that into me. I’ve always wondered if he does or ever did like me as more than friends with benefits. We only talked about intentions at the very beginning (he said he didn’t want a relationship with anyone at the time) and I have a feeling that we both, or at least I, just never have had the guts to bring it up again (crippling rejection issues). He hasn’t had a girlfriend since high school, and from what I can tell it was a pretty bad heartbreak. I don’t know if I should try to make another move at this point. Should I just give it up or go for it and try to start over with him?

I’ve liked the same guy for 5 years and can’t tell how he really feels; should I just give up?
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