3 Celebrity Looks: How to Wear Riding Boots

in Boots, Celebrity Fashion, How to Wear

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Riding boots are known to be very versatile and casual chic. With skirt, jeans or trousers, dress, or with shorts layered with tights, riding boots smoothly take the role of great accents. There´s no wonder why celebrities are loving these boots. Not only are they fabulously casual smart, they´re also comfortable, keeping your feet warm and cozy as they wrap snugly your legs. That explains why stars, if forced to attend film festivals on a gray and cold weather, are all wearing flat leather riding boots.

See: 3 Fashionable Ways to Wear Riding Boots

Just like a-list celebrities, we also want to keep our toes warm and dry while maintaining our style. There´s no best way to achieve this but by getting inspired with these 3 celebrities looks and get booted.

1. Rachel Bilson´s Girlish Style

Rachel Bilson Inspired Look How to Wear Riding Boots
Riding Boots $189

A great way to get ready for fall is by wearing a pair of riding boots that are tough with some girlie elements. If worn with nude skirt and completed with a denim jacket, you have a perennially cool look. Let your style shine, throw over a high-class shoulder bag.

See: How to Wear Cowboy Boots

2. Olivia Palermo´s Military Smart

Olivia Palermo Inspired Look How to Wear Riding Boots
Boots $254.47

Another gorgeous way of staying warm this fall is by creating a military smart look out of your black riding boots. You simply need a military jacket and a women military belt. Create a feminine contrast by wearing under your jacket a girly mini dress. Thick black tights and black handbag are your great addition to deepen your military look.

See: 6 Perfect for Fall/Winter Riding Boots

3. Lindsay Lohan´s Casual Chic

Lindsay Lohan Inspired Look How to Wear Riding Boots
Riding Boots $280

Who doesn´t love-hate Lindsay Lohan? I love that she´s a talented actress and I adore that she knows how to accent a worn, brown riding boots with color. Quickly mimic Lindsay´s casual chic look by wearing a honey gold cardigan and coordinating it with a navy blue fitted top. Skinny jeans in brown riding boots, sunnies, and a red satchel is perfect for a mix of ultra-modern and casual look for fall.

See: How to Wear Leopard Print Boots

So tell me Creative Fashionistas, which celebrity look inspires you to wear riding boots this Fall?

Blond Duck

LOVE boots w/ a skirt/ shirt dress! It’s my favorite fall look!


Lovely looks!

Audrey Allure

Love riding boots, and I love how they look great with almost everything!

Couture Carrie

Awesome looks!
Especially loving Lohan!


Collette Osuna

Great looks…..especially LOVE boots with leggings…:)
Thanks so much for stopping by my blog, super sweet of you!!!


love Lindsay’s look… I think it’s the mustard top that really does it for me!


I love riding boots. They are so chic and comfy for the Fall/Winter season. I think I own about 5-6 pairs of them and am always searching for more. These photos are so inspirational. I love Rachel Bilson’s style. Thanks for sharing!


Nic nic

thanks for the comment :) I love the riding boots, I have something similar – i’ve been wearing mines for 3 years now!

modanista junkie

Amazing!!! Totally inspired!!



love the riding boots! what a great collection to put together. will definitely be trying these!
xo TJ


I’ve been looking for some riding boots too! this just reminds me of how I still dont have any :( lol


Such a good post! And I love OP’s style! That girl ALWAYS looks amazing!


Thank you for visiting me and it was great to catch up with you and your blog again.
I love the Lohan look and I do like riding boots.

Happy weekend


really nice post! :)

Cafe Fashionista

I am really loving Olivia’s look – she has such incredible style! :)


I am definitely loving the way Olivia Palermo is wearing it! This is just the inspiration I need to remix my military jacket!

Oh to Be a Muse

i really like Olivia’s look–it’s well put together.

Susu Paris Chic

I heart the burnt orange blazer!


very interesting. for I never know how to wear my own riding boots.


Thanks Glee, I will try one of these and send you a photo. :)

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