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Sanchez riding boots, GNW tights, Banana Republic houndstooth skirt (all own) and patched sequin denim jacket c/o StyleWe

Sure, jeans and a T-shirt or sweater are the typical Casual Friday goto. However, there are so many more options to switch things up fashion-wise on Fridays. This post provides an outfit idea with tall boots.

  1. The anatomy of a great Casual Friday outfit
  2. Variations of the look
  3. Other swaps
  4. 193rd Top of the World Style linkup

Disclosure: There are affiliate links in this post.

The anatomy of a great Casual Friday outfit

Today’s look is composed of my closet “basics” – a straight skirt, a sweater, denim jacket and tall riding boots. It’s a goto styling recipe that works with any knee length or slightly above the knee pencil wool skirt, no matter whether it is made from tweed, has a houndstooth, glencheck, or tartan pattern. In this look of the day, I made the jacket the statement with its sequin patches. The look would also work well with a plain jean jacket and for winter to spring transition outfit with a white one. See for instance, my best ways to get a great spring look in this post.

At this time a year, whenever there is fresh snow, flat classic tall boots are a Must when you have to park in an unplowed parking lots. They are also very versatile to style. See this guide on wearing tall boots in great style. Booties would be too short and fill up with the non-sticky snow that is typical when temperatures are below freezing but in the single digits (around -15oC). And of course, parking lots are the last that is cleaned. 😉

Variations of the look

Instead of the all American jean jacket, a leather bomber or biker do the trick too. It’s a perfect way to dress up Casual Friday with a skirt when you are a skirt/dress gal like me.

fashionista in American Classic winter outfit with denim, straight wool skirt, flatt knee high boots and turtleneck sweater

business casual mature woman in oversize jean jacket, pencil skirt and tall black boots

#midlifestyle Nicole in American Classic winter office look with turtleneck, skirt and coat
Outfit details: GNW tights, Banana Republic above the knees wool skirt, Hermes collier de chien bangle, citrin statement necklace, Tesori cashmere turtleneck sweater (all own) and patched sequin denim jacket c/o StyleWe

Other swaps

When the weather gets warmer than it is now towards the end of winter, swaping the flanel tights for pantyhose and adding cableknit socks that peek out of the top of the knee high boots are a great option. Flat loafers and pantyhose instead of black tall boots and tights and a cardigan instead of a jacket turn this all American Classic look into a great Euro Chic style. Add pearls and it turns from Casual Friday to a Business Casual all weekday look.

Interested in more dressing tips? Then my style book “how to Dress for Success in Midlife” is perfect for you. Buy the book now.

When you like the outfit, why not pinning it to your Pinterest board?

193rd Top of the World Style linkup

#linkup Top of the World Style linkup party every week on Thursday

Welcome to the 193rd Top of the World Style linkup party.

Top of the World OOTD Readers Fav logo

Top of the World OOTD Readers’ Fav pile of clothes from an emptied closet
Julie the life style blogger at This Main Line Life became Top of the World OOTD Readers’ Fav. Photo from her post

You clicked Julie’s post the most. She blogs about lifestyle at This Main Line Life. She “declustered” her walk-in closet. Do you think walk-in closets are a dream or a nightmare? I can’t wait to do the winter to summer transition on mine. But that won’t happen any time soon. March can still bring 40 below here at the Last Frontier.

Top of the World OOTD My Fav logo

Top of the World OOTD My Fav Grace in a fake pants suit
Grace the blogger at Color and Grace became Top of the World OOTD My Fav. Photo from her post

I picked Grace’s airport look with a fake pants suit. She blogs at Color and Grace. Her look is first class worthy.

Top of the world style winner of the week logo

Top of the World Style Winner Naihil in trendy Dalmatian print top
Naihil the blogger at Thirty Minus One became Top of the World Style Winner. Photo from her post

Naihil, the blogger at Thirty Minus One became the Top of the World Style Winner. Isn’t her Dalmatian animal print stunning?

Congrats Ladies! Grab your award buttons.

Take a look at these awesome outfits at the Top of the World Style #linkup party. Click To Tweet

Photos of me: G. Kramm

© 2013-2021 Nicole Mölders | All rights reserved

This Post Has 6 Comments

  1. kaira

    These are outstanding casual Friday…As there are Bulk clothes..of-course Boots are so trendy wise…Especially i loved that Jacket!

  2. blogthirtyminusone

    Love this look. They boots look very comfortable and I love how they look with jean jacket. Also, thanks for the feature. 🙂 I love coming by to read and link up.

    Xx, Nailil

  3. Just love that denim jacket with the sequin patches and those leather riding boots!! Perfect casual look and looks great with the skirt.


  4. chezrama

    This outfit with the boots looks fabulous for Friday. You nailed the look.

  5. mummabstylish

    Lovely post Nicole, great boots too. Thanks for hosting the #linkup Hun. Jacqui Mummabstylish

  6. donnadoesdresses

    Good advice, Nicole, I love my dresses and skirts and this combo with the boots and denim jacket is a super way of making them suitable for casual Friday – thank you for sharing! Happy Valentines Day and enjoy the rest of your week! Donna 🧚🏻‍♀️❤️🙏

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