Questions: Dating

I have a gym crush and I'm planning on asking him out. We've been in the same gym for around 4 months, we see each other probably 2 times a week but we never talked. It's hard to smile or even just make eye contact with him, as he's always stuck on his phone with his earphones on. So I was thinking of just coming up to him and say "hey I think you're cute, I was wondering if you were single". Can this be off putting for a guy?

I've been with a few guys that have been exceptional in the past. They were so respectful, they treated me like a princess, they made me feel so special and secure. Unfortunately, things didn't work out, mostly because of bad timing, unhealed traumas, relocations... Now I feel like it's so hard to settle down with someone new, even if they're absolutely great. I really want to be in a relationship, but I can't find anyone that meet my expectations anymore. My friends say I'm too picky and should compromise more. Even when I meet someone very nice, smart, handsome, I feel like I can't be with anyone less than outstanding. But at the same time, I've grown so tired of spending my time looking around and I really start to feel lonely. I don't know what to do. Both options feel risky, because if I keep my standards so high, I might end up all alone, but if I settle down for less, I might be missing out on something greater. Have anyone been through this?

He knows that I like him and he used to like me too but we never dated. Now that he found himself a girlfriend whenever I look at him he looks away on purpose and seems tense and uncomfortable. He also unfollowed some of his former crushes he used to admire for years on instagram. Why does he do this? Does he only do it for his girlfriend? Or does he do it to avoid temptation? Or is it the opposite and he is completely over them?

My boyfriend and I went to this Greek restaurant and the waiter/ owner was insisting for my boyfriend to pay for me and he was refusing to do separate bills for us…. was it rude of the waiter to impose that on my boyfriend? Or was it rude that my boyfriend didn’t wanna pay for me due to the fact that he couldn’t afford the whole entire bill?

ps - my boyfriend and I go 50/50 but occasionally he will treat me…

I found that while it's rarely a deciding factor, there are some people that wouldn't do that, because for example they can't imagine having a cat/dog at home in the future. Also, do you think that being a dog/cat person comes with a certain set of traits, and if so, could that be the reason for that preference?

I have been ig you'd say dating someone since September now , dates, car dates, exchange gifts on special occasions or sometimes just because. We've been intimate a number of times and lots of cuddling. My family has met him but.. I have not met his , his friends or he hasn't said if we're actually a thing so it gets confusing. I have asked the what do you see me as question twice now he basically said he isn't sure. I dont know where I stand especially when the vday gifts were lovey dovey lol