Should I message him (crush) asking how he is? (Read for context and info) ?

anoymousunistudent

So I am wondering whether to message him or not asking how he is, I’ve been crushing on him since March and we first spoke in March. For context, he was in my uni class and was very quiet, he had a girlfriend in our class but it only lasted around a month, if that. We get on really well, mainly in person as we barely message but he likes my selfies sometimes on instagram and views my stories and likes my artwork on there. We have similar hobbies etc. But the problem is, he is very quiet and I know he has depression and anxiety so I am wondering if him never messaging me is because of that or because he only likes me as a friend, we have been off uni now for summer since late May and around a month ago, I messaged him wishing him a good summer (He doesn’t always reply and carry conversations in but when I do message he first responds with usually quite a long message) but I also asked him to hang out and he didn’t really say much or avoided the question but still continuined to like my stuff? But he is very quiet, has very little instagram followers (under 20 we are talking, I only have around 60 myself) and seems to not do a lot and when he does, with his parents. But i saw a post on his reddit (he doesn’t know I looked) and it says “I have only been in one relationship in the past 6 years and couldnt even stay in a relationship for a month- meaning his ex) and I really can’t work him out? Should I bother messaging him (As I say, the reason him not messaging first could be his anxiety and him not replying to meeting up/ hanging out) or should I just wait until September to see him in person? Or wait until August when its my birthday to see if he says anything…. I really don’t know what to do :( will this even go anywhere? I can’t see why it wouldn’t as I feel I have more in common with him than his ex did and I am much more positive as a person than she is!! (She complains about uni a lot yet still turns up etc and can be quite depressing and common from my view)

Updates
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I think what threw me out is the fact that he didn’t say much when I asked him to hang out but I know he has anxiety anyway (he opened up to me about it when we first met and said it happens when ordering food in shops / places etc) and he's only posted about going to his favourite concerts with his parents so maybe I wasn’t annoying him? (i felt like I was thats why I haven’t been messaging him since)
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1 y
Note: I didn’t message him a lot before then anyway, just a few times
Should I message him (crush) asking how he is? (Read for context and info) ?
1 Opinion