Gurl, I don't have time to try and be matching! lol I'm not one of those gays
But I find you can never go wrong with some Jeans, A button up shirt, with a little pocket on the breast (it adds a mysterious factor to me, cause I wanna know what's in there! lol), a fantabulous Tam(the type of hat I'm wearing in my pic) with or without a brim and some cute shoes that aren't cockaroach killers, but are still sturdy looking like construction boots(but not them exactly!). Or even some Crocs now-a-days, I especially like my black ones, cause they go with a lot of my stuff and they are comfortable, but not really "out" wear.
If you have long hair, you can wear it in or out of the tam and with short hair, it's best to leave a good bit of your hair exposed in the front, with the tam hanging from the front and not covering it.
+ those shoes.
Also, I find guys who wear Sweater Vests to be soooo cute and like, if you put on some nice Dickies(no pun intended :\) with a White or Black button up shirt and throw an Argyle sweater vest over that bad boy and some nice shoes(not fancy ones), then you'll be a hot-steppah for sure! :>
I have these very same pants! The shoes go well with it as well!