Does he even respect me or is he just clueless?

I have been dating this guy for about 6 months now. We're both in high school. We met thru a mutual group (one girl, two nbs, one boy) and have gotten closer overtime and then we finally confessed our feelings. (He is the kind of person that feels like he needs to people please everyone and has a great sense of humor, he's very clueless sometimes and lacks experience in relationships- they all only lasted 1 month and they never kisses or cuddled)

Things were going well until this "trans-guy" or "genderfluid" person kept getting touchy or jokingly flirt with my bf. They're naturally like that with everyone including me but it still made me uncomfortable. Especially since my bf wasn't doing anything to stop it like I was (the person would squeeze his cheeks and call him cute or make stupid jokes about sex with him)

So later on, I finally built up the courage to ask him if he liked her/him/them back. He said no but he used to (in middle school but they rarely talked) so that did give clarity but made me cautious. So then, he said he will try to not let them touch them in weird ways. He did, he would purposely keep away from him but the stupid bitch did not get the idea so I had to keep reminding them to stop. And on top of it, my bf only just distances himself but never told them directly to stop like I did.

Aside from that, we have another mutual friend (cis-girl) but they have been friends for a year and bond over shared interests like me and her bf or an anime. Things were going ok with them until our daily routine was interrupted by her. Our daily routine was that on Thursdays we would always go to the ports outside TOGETHER and then he goes with her instead that time. Mind you, she has a bf. And his excuse was that the route was shorter or that she felt left out which I was never aware of. He did tell me that the plans changed AT THE LAST MIN and I said ok but in sad way of texting and he never responded.

So I brought it up to him saying that it hurt me because I was really looking forward to seeing him and that it was random. He said his excuses again and said "ah **** I knew that hurt your feelings im sorry" "well.. Ig cant please everyone" like... Ofc not? Its the matter of priorities and I expect to come first before your friends (certain circumstances) like I do for you?? And he also said things like "well yk my love Lang is psychical touch so- not saying that that excuses my behavior ofc and that excuses for hurting you and again i am sorry"

Adding onto that, he made some insensitive comments towards to a possible SA victim saying "just get over it/ I have known him for a long time I dont think he would do something like that" but redeemed himself by saying to her "**** sorry ok ik SA is hard to get over but like I dont want to hear this"

And I gave up, I broke up with him the next day. I know he says things without thinking and usually never means the first round and apologizes immediately after realizing it but idk including the whole problems with other people just makes me more upset too. Like if he knew it made me uncomfortable, jealous or anything like that... Why do it? Why disrespect me like that???

Anyway later on, we communicated our issues out and he apologized to me (including the SA victim) and everyone else was saying that he's just a dumb 16 year old boy and yk Men being Men and that he is kind but makes little mistakes which I can see that like I made mistakes (like talking too fondly of a fictional character or mentioning ((we were together that time)) that i could get a sugar daddy or mommy anytime ((it was a joke and we weren't together that time)) that made him overthink and we always communicated about it but i never DISRESPECTED in extremes him in that way like he did or at least that is how it felt to me. He always apologies and does put in an effort to be better.

Anyway, after working out issues, we got back together and we definitely were stronger than ever. Until of course, he decided to hold hands like finger intertwined with our mutual friend (the same girl) IN FRONT OF ME during their secret handshake (he has a secret handshake with almost everyone he knows) so I later asked her about it and she said it wasn't planned and it did make her feel weird considering she has a bf. I told her thanks and told off my bf. And he said "oh im so sorry I made you feel that way -I didn't realize thats like romantic but now I know, thanks for telling me". I have told him before that hand holding makes me uncomfortable when we were listing our boundaries together.

I dont get it. I cant tell if he's telling the truth or if he's actually sorry or that he does these stupid things to make me jealous just to get my attention. Making me jealous works, but the attention part? Never, I just get grossed out and dont want to give in and distant myself until im ready to communicate or just consider a breakup overall if it appears to be on purpose.

All of our problems were always about someone else and im getting tired of it. Like why do it. If you know, why do it? Are you even sorry? Are you actually that clueless or do you know what youre actually doing? I still love him dearly and i just want to see what you guys think about this. I want different perspective on this than his and mine. Thank you.