Cargos work perfectly with sperrys and probably a polo or button down shirt. Also if you're going for a more preppy look you can also try colored shorts too. I personally think this style shorts in navy, khaki or coral look really good. Guys at my school rock them with a pair of sperrys all the time. Have fun!
The pic above ^ (y)
Sweaters, khakis, colored pants &button downs usually go great with Sperrys. Not all at the same time, obviously.
Can you be more specific please?