I don't know If I'm just like him or if all guys are like this but if
1. Your boyfriend thinks that some dresses look good on girls then obviously he won't want you to wear them because you would attract other guys. I'll tell you the truth. Guys are afraid that girls might leave them because this world is full of surprises, who knows you might find a guy who loves you even more than he does, then you're bound to leave him.
2. He used to date a stripper thats ok but did he really loved that stripper ? ofc no because he is with you now. Pole dancing is not a decent act and if a guy lets you do that, then that means he thinks of you nothing more than his booty call.
3. Well if your friend does want to get a boob job then thats okay. He has nothing to be insecure about here rather than being attracted to her after she gets the boob job :p lol. The only reason he wants her not to get a boob job is because he might think its not the right thing to do, and even if you search the internet, most of the guys say its not a good thing to have.
4. You can just tell him that I'm not a child and I don't need your approval. I know that you love me a lot and I love you back but I just won't leave you for someone who doesn't love me like you do so you need to calm down and let me do what I want because if I've got a life of my own.
5. If i was the guy and If I knew your character for e.g if you really loved me I would say, ok then I'll start flirting with random girls all around me even though I still love you.
6. The way you explain things you really make me feel that the love between you guys is not something thats going to last. Because it depends on these small meaningless things. If you really loved him and he really loved you there would've been nothing that could break you guys apart. + what seems here is that He loves you but he's insecure because he knows that you don't love him back the way he does.