Friday Fashion Debate: Ankle Boots

I am going to be honest, I am writing this debate today for my own personal needs. I When wearing jeans with booties, an exposed ankle is key to keeping your ankles looking as slim as possible. One of the ways to create this gap between the jeans and boots is a cuffed hem.   Tip #3. Try this look with a longer pair of skinny jeans, rather than an ankle length pair. A larger cuff (2-3 inches tall) is more flattering).: recently bought an adorable pair of black ankle boots and NONE of my jeans look good with them. I am aware the trend is to roll the jeans to the top of the boot as pictured, but these particular boots have a slant from the front to the back and I can not find a single way to roll my jeans to look good.

Just for my own curiosity, I tried just wearing my skinny jeans that were extra tight around the ankle without rolling and that looks bad as well. At this point I am tempted to give up and only wear them with tights and dresses but I felt like Friday Fashion Debate was the best place for my last chance at wearing them with jeans.

Maybe the problem is just the boots I chose. I looked at photo after photo and none of the ones I saw look like the ones I am discussing. So my instincts tell me to stick to a very specific type of ankle boot.

My second thought was that maybe it is the jeans I am wearing. I noticed a lot of the ones pictured are short and the roll is very small. I am slightly vertically challenged so my jeans always seem to be longer than I want but I don’t buy “short” jeans because then I can’t wear them with flats which is my go to shoe.

Help me out fashionistas! What are your suggestions??

Chained Up Booties

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