Last week a long-time Kiskadee customer was trying on some of our ankle boots (which, btw, are now on sale) and couldn’t get them to look just right with her pants.  She felt as if her pants were not skinny enough to tuck into the top of the shoe, they looked silly with her pants over the top of the boot, and felt she was not young enough to cuff her jeans.  While I adamantly disagreed with her about the age, she left sad over the boots she loved but could not get to look just right.

It got me thinking that many of our customers may not feel comfortable wearing their booties in a variety of ways. So I would like to share five ways to pull them off now and throughout spring and summer (then back into fall!).

1) Casual Skirt or Dress

Wearing booties with dresses or skirts helps transition these pieces from cool to warm seasons and back again.  Tip: When it is colder throw on a sweater and tights (and do not be worried if you have black tights and brown booties – mixing neutrals looks great!).

2) Dressed Up

Think of a heeled bootie like a pair of heels.  I know it will take some getting used to, but they really are interchangeable!  These Joie booties come in black and taupe, and are so neutral that they go with everything.

3) Work

One of our employees spends her 8-5 job working for the government and LOVES these Joie booties. They are great with professional dresses and skirts, and the sleek heel makes your legs look amazing. Plus, she stands out from all of her co-workers! Tip: Match the boot height to your hemline.  If you want your legs to look a mile long, pair a short skirt with a heeled ankle boot.  Looking for the best match for your new midi-skirt?  Try calf-height.

Of course Kiskadee has solutions for leggings and jeans with booties, too.

4) Leggings and a Tunic

If you want to tuck your pants into your booties, the only way to go about it is either with the skinniest of skinny pants or leggings.  Tunics and ponchos look great on all shapes and sizes, and leggings are perfect to pair with them.

5) Boyfriend or Cuffed Jeans

Cuffing your jeans to allow for “ankle-peek,” the gap of ankle that shows between the top of your boots and bottom of your pants, and emphasizes the smallest part of your leg.  Tip:  Go with a thin cuff with super-skinny jeans, or a larger cuff (about 2-3”) for a unique yet flattering look. More on this in today’s post from Marisa of DC Style Factory!