My (28F) boyfriend (33M) of two years makes negative comments about how I look and its really bothering me. How do I get him to stop?

Throughout our relationship I?ve known that my boyfriend likes women that are curvy and that his ultimate crush is Kim Kardashian. I couldn?t be further from how Kim looks. I?m petite and tomboy-ish; a size 2 - small boobs and a small butt. I like how I look but my boyfriend seems to be bugged by it.
He does call me beautiful and his friends and family always poke fun at him for me being ?out of his league? although I don?t think I am, he seems to be proud when he posts me on Instagram and people say I?m pretty (trying to indicate that I feel he isn?t ashamed of me or anything, not wanting to be vain) but other times he?ll make weird comments to me. He?s a personal trainer and has made jokes about me needing to do squats. I?m happy with my body, I think I have a nice shaped butt even though it?s small and like how I look which I tell him when he says that stuff but he?ll say oh it?s just I like curvy girls.
One other thing he comments on is my clothes. Last time we were meant to go out and meet his friends I got dressed up and put on black jeans and strappy bra top, but it turned into a fight because he wanted me to wear a dress. I felt so ****ty about it that I ended up staying home and he went out. I?m not a glam girl and he complains asking me why I don?t wear ?that lip stuff that makes girls lips look bigger? meaning lip liner. I do wear makeup, mainly mascara/concealer, and my hair always looks good so it?s not like I look bad, I just don?t look how he wants me to.
These things he says always throw me off because we have such a good relationship otherwise. He?s helpful, puts me first, includes me in everything, is extremely affectionate, he?s generous and attentive during sex and like I said he says he?s attracted to me and behaves like it to boot. I feel like it?s a Dr Jekyll/Mr Hyde thing because it comes so out of left field. He?s been burned badly in the past so he doesn?t like getting too ahead of himself but he does so much to show me he?s serious about our relationship and intends to settle down with me so these dumb comments frustrate me. He?s absolutely gorgeous and my perfect man in every way (besides this I guess) and I make sure to tell him how much I love and appreciate him, so I?d love that acceptance too.
Yesterday he made a comment about my boobs (watching Botched, he asks if I would get surgery, I say no due to risks, he says ?well... double d?s would be fun? in a kinda jokey way but my bf uses humor as a mask sometimes so I don?t know) and it?s really bugging me. I confided in a friend who said that I?m so used to guys ?fawning? over me that him showing a preference for something else is hurting my ego so I tried to let it go but I broke down in tears last night as I just feel undesirable to him sometimes. I don?t expect every guy to like me, I totally understand that I?m not everyone?s type, but if a guy commits to me I would like him to find me attractive.
What?s the best way to handle this?
EDIT: So I just got off the phone to him. He called to ask me to come to his moms even though I already told him no when he texted me this morning, I repeated what I said before and said I need time alone because I?m still upset about what he said about my boobs. He says ?oh come on, it was a joke? in an annoyed way. I said that even though he meant it as a joke it hurt my feelings. He said? it was just a joke, don?t take it so seriously?. I asked him to just apologize so we could move on, he said that there?s nothing to apologize for and I?m making a big deal out of nothing. I stood my ground and said I feel there is something to apologize for, he said ?ok well call me when you?ve stopped being a baby? and hung up the phone, then two mins later texted me a photo of this dish his mom makes that I love and wrote ?got my mom to make this for you and now you?re not coming? and now I feel like ****

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tl;dr: I?m not my boyfriends ideal type and he makes negative comments about my looks. Our relationship is good aside from that. How do I get him to stop making these comments?


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