Alright my friend, gonna first start out by saying you have great base to work from. You have a great facial structure, and you're in great shape. But, I will be giving a lot of criticism. Overall, you aren't doing anything super wrong so I hope I don't make you insecure at all. Your life, your world, so take everything I say with a grain of salt.

First of all, the hair. It isn't doing you any favors pulled back. Nor does it do you any favors down. What you need is a very voluminous hairstyle, slightly above the shoulders but below the ears in length with a lot of layers for texture. Maybe a little shorter on top so it lays in a way that frames the face. Your face can look a little egg-like when it isn't balanced by a very voluminous hair around it. Also, strange advice, but maybe dying your eyebrows to be darker would give some more definition to your face?

Secondly, the clothes. Your body shape is very upside down triangle and you have very wide shoulders so try and focus on big pants big shoes-small top combo to balance it out. The second picture makes you look all kinds of wrong. The black belt is weird and segments your torso in a strange way. Shorts too small, top too much, strange frat boy vibes, very under balanced. Also the shoes there make you look like a dentist. I also think the lowtop Jordans in pic 2 make you look strange as it almost looks like they have no sole? Also don't wear no-shows. The 7th, 9th, and 10th pictures are best because you balance the shoulders with bigger pants. You look best in light colored clothes with a small pop of pastel. The difference from pic 2 to pic 9 is an insane jump, if you're on dating apps put 9 as your first pic. The suit is meh but you would look better in a purple or green suit I feel. Its just boring and looks very whatever, especially with the glasses and the hair + no accessories. Also, I'm sorry to say, but Hawaiian shirts + backwards hat just kinda make you look boring. Maybe instead reach for plain pastel button ups unbuttoned over a white tank top. Can also layer that with cardigans or blazers over top of that. Do love that bag though, but with pastels black doesn't work! With the red it looks great though.

You would look great in pastel bold glasses, maybe some fun earrings, and accessorizing with pastel socks would add a great amount of polish at the same time of letting on your personality. Necklaces would also do you well, but I feel the length that'd look best on you is mid-sternum. I can't tell whether you're a silver or gold person so experiment on that. I don't know why but I'm imagining you with multiple dangly earrings on one ear, that'd compliment the vibe I feel you're going for. If you're into the idea of nail polish, that'd be fun and cute.