There is no right or wrong way to cuff your jeans! This is just an easy reference graphic that may be of help. But here are some tips on different cuffs you can do with different kinds of booties.
The Wheeler Boot- need to get myself some winter boots!
How to wear ankle boots with socks! Click through for more great Fall and Winter fashion tips and ideas!
How to wear ankle boots. One way: ankle boots + jeans + plaid shirt + fur vest + scarf
Kelsi Dagger Brooklyn Kalyn Ankle Boots Anthropologie (US) Advertiser: Anthropologie (US)
How to wear ankle boots in the spring and summer. T-shirt dress