I don't like the way he dresses, help!

Anonymous
So I've been with my boyfriend for a while now, long enough that we're completely and 100% comfortable with each other. Only problem is, I don't like the way he dresses but I can't find it in my heart to mention it.

He's a t-shirt and jeans kinda guy. Fine. I like his t shirts. But his jeans look dorky. And his shoes, jacket, etc too. And it's like he wears the same thing every day. I don't care if he doesn't wear expensive things but I at least would like him to dress nicer. How do I suggest he dresses better without sounding like a horrible bitch? I feel like if I tell him he dresses badly, it'd hurt his self esteem and make things awkward between us. I love him but, man, there's only so much I can look past.

Any suggestions?
I don't like the way he dresses, help!
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