I've always had a love/hate relationship with cuffing pants. If done wrong, it can make your legs look stumps. If done right, it can make you look laid back and cool all at the same time.
Lately, I'm leaning towards the cuffing. See below for further proof on how cool it looks (minus Sarah Jessica Parker's mom footwear).
|*Image via People.com|
|*Images via Tommy Ton/Style.com|