3 Stylish Ways to Wear Ankle Booties

If there’s one thing, I can’t get enough of it all the cute fall booties out there. Every time I settle on a pair, I see another fab style I want to buy. That’s because something as simple as changing your booties can completely transform your look, not to mention booties are so comfy!

Here’s a look at some of the most popular types of booties and some ideas for what how to style them.


trench coat no logo

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  1. Chic Suede Booties

Black suede booties like this are sleek and sophisticated and look great if you are going for a casually elegant look. Pair them with black jeans or leggings for a long legged look.  Add a striped shirt, wrap coat and quilted Chanel style bag and you have a chic, big city look.


cowboy booties


2. Relaxed Western Booties

Yee Haw, western booties have taken off like wildfire. They have a laid back and easy-going feel that works especially well on weekends.  You can get them in leather, but suede is very popular too.

Western booties look great worn with straight or boot cut jeans. Keep the look casual with a chunky knit sweater in an earthy color. Stay away from anything too cowgirl like a chambray shirt.

A soft bag works with the easy vibe. A little jewelry finishes off this modern-day western look.

moto booties


3. Edgy Biker Booties  

If you like an edge and have an inner rock and roll chick side to you, then you’ll be right at home with a pair of moto booties. These boots are black, sturdy, no fuss and a little tough. They look especially great with black skinny jeans.

To balance the hard edge you could try a soft, pretty v-neck top.  A little rough and tough with a touch of feminine nails the trend without looking like you are actually a biker.

Need Casual booties? I’ve picked out some fab casual booties you might like. Take a look.


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  1. Love the edgy biker booties. I live in LA, so boots are pretty much acceptable to wear anywhere here. Great looks!

  2. Sylvia Hernandez says:

    With a young looking face and body I get attention from men 20 years younger. The problem is I’m 69 and dress conservatively. At 69 heels are out of the question with foot problems. The booties are adorable but not practical in Colorado. Denim is the uniform of the day out here. I love to dress classy but what a challenge living in a senior building surrounded by 70-80 year olds with no sense of style. How is one to dress classy in the snow? Love your column.

  3. Great post, love boots and booties. Really like that long maroon cardigan, where did you find it? I’m tall and have a hard time finding cardigans long enough to cover my tush, such as around 32-34 inches.

  4. Deb smith says:

    Love these boots but not sure how to wear them. Do you tuck your pants into them or wear boot cut on the outside? If you carry more weight in the top, how do you balance it out with skinny jeans tucked into boots? Pics would be fantastic!

    • Hi Deb, the key is to show off the entire bootie. (Don’t wear your pants long and untucked so they cover part of the bootie.) For skinny jeans and leggings tuck in. For straight leg or boyfriend jeans roll up and cuff so there is a hint of ankle showing between the cuff and bootie. Boot cut or flare jeans won’t work with a bootie. To balance up top choose a v-neck or scoop neck top to show off some skin and create a slimming line. Amy high neck top like a crew neck or turtleneck will only make you look heavier if you are already big up top. Hope that helps! Cheers, Deborah

  5. Janis Heppell says:

    I was very excited to see this post because booties are definitely on my wish list! I would like to see some examples of ways to wear them – bottom of the pants covering the top of the booties, rolled up pant hem, visible bootie socks, etc. I love some of the looks I’ve seen but, at 59, I don’t want to look like I’m trying to pass for 28.

  6. I find such enjoyment in your postings. It is so difficult to find stylish advice for us ladies over 40. I am a young at heart 53 year old who has always enjoyed fashion, yet as time went on….the fashion industry seemed to forget we existed! Thank you for sharing your sense of style and proving we still “wear it well”.

  7. Great long sleeved t shirts. Which ones do you recommend?

  8. Love the boots, but just don’t know if I’d be brave enough to wear them lol! Other problem is that NZ is such a casual culture dress-wise, that I tend to slide into the track suit every day type of uniform….

  9. Just found your blog and love it…I will be back.
    Now those last booties are amazing…xo

  10. Very cute! And I don’t wear heels any more so I’m glad there are so nice alternatives! I mentioned your blog on my post this morning! Wanted everyone to know about it and you sweet lady! ♥