Black Booties for Winter (and how to wear them with tights)

Today I’m talking booties … black booties!  It’s the time of the year where tight covered legs come out in droves. I will literally wear tights and boots everyday for the next month! (Don’t believe me?  See the gallery at the end). This post was originally inspired by a befuddled reader after I posted the picture below.  She commented about the challenges of pairing tights with footwear. I get it, it can be a struggle to combine the two.  My recommendation? Booties! #AlwaysBooties

There are definitely some booties that work better than others for this look. I love my wood stacked heel as much as the next girl but not with tights (or hose).  #ThoseAreSummerBooties

With so many choices how do you choose?  Below are some style guidelines to help you sort through options … and my favorite picks follow those.

Style Guidelines

Cut – When pairing your booties with tights (or hose) you want to look for dressier heels and clean lines … think pump … just one that covers your whole foot.  The easiest to style option is going to be a bootie cut that shows your ankle. You can wear a true ankle boot but depending on your height and your outfit it could make you appear short. If you want a taller bootie I prefer ones with a smaller circumference around the ankle or even a sock bootie.

Color – If you are going for an everyday work look (aka classic and professional); the easiest combination is black on black.  But don’t be afraid to try color. I frequently wear navy on navy (see pic above). I would also wear my white ankle boots or my grey suede ankle boots with the right tights and outfit.  Feeling really brave?  Try color or patterned tights.  See the gallery at the end for more inspiration.

Material – Next choice …. patent, plain or suede for the leather? They all work but you need to pair them with your tights appropriately. For opaque tights, suede will look the best (see the first picture above) but for sheer tights (or black hose), I like regular or patent leather better.  Non-leather is also an option, just match the tights to the shoes.

Under Ankle Booties

This is by far my favorite style but it’s hard to find.  I had a Franco Sarto pair I replaced last year with the coach ones (see picture above) after my cobbler told me he could no longer repair the Franco ones anymore (they were at least 8 years old).  It took all winter searching to find the perfect pair!

Via Spiga – These are the perfect work botties with a very peractical heel and nice almond shaped toe.

Mark Fisher – A Very modern silhouette with a curved block heel and pointed toe.

Via Spiga – Another great choice from a quality brand.  I like the mix of materials for a different look and the fact the fabric wont rub in uncomfortable ways like leather can.

Over Ankle Booties

If you are going to opt for a taller bootie, try and keep the opening smaller so it doesn’t “cut-off” the leg.

Charles David – A timeless silhouette and a perfectly rounded toe.

Marc Fisher – A slightly lower heel making these even more walkable.

Botikier – I love the extra little detail at the ankle here.  These are the most contemporary of the picks.

Sock Style Booties

Meant to totally close the opening so the transition from boot to leg is indiscernible.

Topshop Sock Bootie – Leather on the bottome, fabric on the top means a nice tight fit with no discomfort.

Marc Fisher – An all leather version with a modern square toe.

Donald Pliner Wedgee  – Everyone loves a walkable wedge.

Booties with Ties

Dr.Scholls – A bargain at $50 and cute too boot.

Paul Green Lace-up Bootie – Not a bargain but still on sale.  I love the sleek look.

Booties with Embellishments

Embellishments aren’t a bad option if selected carefully. But again, if you are going for the everyday wear-to-work professional look these shouldn’t be your first choice. My 9 to 5 Shoes

Johnston Murphy – Snake and Wrap Bootie – This little cutie has a lot of bells and whistles.

Nine West Kirtley – I love the three little buttons in this military inspired bootie.  I think this one is very work place appropriate.

Siren Pointy Toe Bootie – with the wrap up the back this sexy bootie is not for everyone (or every workplace) but so fun!!

Non-Leather Booties

Fabric Booties – These little cuties are made of wraped Fabric.  Perfect if you are looking for a great non-leather alternative.

Charleese Bootie in Neoprene – at a mere $50 this is the least expensive pick.  They style is on-point and perfect.

For a sock bootie style synthetic try this one from Nine West.

Do I Have to wear Booties?

Booties aren’t the only option …  but these may move many past their personal comfort level.  Feeling bold … you can totally rock this look!  #ConfidenceIsKing  Below is a mini gallery of my many tights styles over the last year!

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Happy Shopping!

The featured image is the Stuart Weitzman rhythm currently 50% off.  Find them here or here (limited sizes).  Similar and significantly less expensive here

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