hell no. ill wear what I want. my girl can wear what flatters her
If my girlfriend wanted to do this I would think it was weird and would say no. I would feel like a whipped sissy and my friends would probably laugh at me. I don't even pay attention to if my own clothes match unless I'm going to a fancy restaurant or a job interview so there is no way in hell I'm matching my girlfriend.
I know my boyfriend and I match sometimes, mostly because I steal his stuff, hehe, but you can't expect him to just change everything so you guys can match... Also it looks like you'd want him to match you, rather than you matching him. He doesn't wear a watch but you want him to, he wears trashy pants but you don't want him to, he wears Pumas but you want him to wear CTs. Controlling much?
I don't mean to be critical, I love that my boyfriend and I can match as well, but we do it in a mutual way and just let it happen. If you make it an obligation he most likely will resent you for it.
Uhm not a guy, but I think a guy would find it kinda of gay to match his clothing with his significant other, I actually don't understand why you want to dress the same... it kinda seems like you're trying too hard doesn't it? It's better just to be original and people will see a cooler, deep connection between you to