Search Results: wait to ask

I've met this guy 2 months ago at an extracurricular activity and immediately thought he was cute and I had the vibe that he liked me too, he even asked for my ig. Around 2 days after that, I couldn't stop thinking about him so I sent the scary first text and that's when we started texting constantly, he asked me "out" but didn't say it was a date explicitly, we had a lot of fun and saw each other 2 days after that, and so on. He initiates physical touch like back patting or holding my hand for a second etc, he gives me flowers, we talk about deep stuff sometimes until dawn, and overall I'm completely sure we like each back. However, even though he always has fun on our dates, I have to initiate them almost all the time. It's like he avoids telling me the exact day he will be free so I always have to suggest it. I'm feeling really uncertain about this whole situation and want to let him know how I feel because I'm a 100% sure he feels the same way but he's either scared of rejection, or scared of getting hurt in a future relationship. What do you think I should do?

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?