Search Results: should i tell the guy i like him

Hi guys, so I've had a crush on this one guy and I've been debating if I should dm him on insta wishing happy holidays? Will I come off as needy? Must say we talk and he tells me stuff even though he's the type of guy that doesn't tell anybody anything. FYI: Not too long ago I asked him why doesn't he add me on insta (I haven't requested anything just wanted to see his reaction) and he was in shock (he said noo way maybe that cause I'm barely there). Two hours later I sent him a request and he accepted it immediately (seems like he waited for me to do so) and sent me a follow request just as quickly. Does this mean anything?

30f and I really can’t tell if I’m inevitably single because I don’t want a relationship or it’s a case of self sabotage. Within the past few years, the only attention I’ve gotten from attractive guys were on dating apps. But that should be taken with a grain of salt, I feel like compared to the average woman, I don’t get attention from quality guys in person. I’m pretty shy and tend to speak when spoken to, on top of bad anxiety, I’ll say I question if women can relate to my lack of sex drive. I haven’t had sex since my early twenties/don’t masturbate and couldn’t care less if I died a virgin, will feel some kind of way if I’ve never found love though.

It’s as if I want the reassurance I’m desirable (from what seems like decent men) vs actually going out on dates, I’m insecure but wouldn’t just go for anyone that gives me the time of day. I just don’t get why it can’t ever go my way w/ the OLD apps, it’s likely bad luck but a pattern of: ghosting, fizzling out, the convo not flowing to my expectations & I dip out, just lack of interest (can go both ways) etc. I’m attracted to men, I really don’t think id date a woman but something about men at the same time turns me off (physically & personality wise). Like almost every woman I've known has been boy crazy since they were pre-teens and I never got it, I thought they were exaggerating or I was a late bloomer. Well here I am 2 decades later, my closest thing to boy crazy were celebrity crushes.

Am I looking for excuses to justify being single? Is it simply a case of being unlucky? Is there more to unpack here? Or is the right guy all it takes for it to fall into place?