90’s Inspired Loafer for Fall

I graduated high school in 1997. Cher Horowitz was my personal style icon. I spent college going to parties in midriff baring tops (oh, how I miss my taunt stomach) and for special occasions, slip dresses.

All this is to say; I LIVED the 90’s so I’m not exactly sure how I feel about them taking a second spin around the sun.

And yet, here we are.

This fall, I want to shake things up by sharing trend-right pieces that will keep your classic wardrobe modern and exciting.

Here’s where things get tricky. I have a 14 year old daughter who is very much into this new iteration of 90’s style. The question becomes, as 40 year old women, who already wore this style the first time, how do we stay current without looking like we’re trying to dress like our kids? 

90’s Inspired Loafer for Fall

Madewell The Corinne Lugsole Loafer, $158 

The key is to incorporate subtle elements with your classic pieces and buy the best quality you can afford. For example, I recently ordered these Madewell Loafers as an ankle boot alternative for the fall. Don’t worry; I am still 100% wearing skinny jeans and boots.

But for a change, these will work with boyfriend jeans, straight jeans and pants and casual dresses. After a year and a half of wearing the same things day after day, it’s nice to have some variety. 

If these are a too chunky for your taste, opt for this similar but slimmer loafer, also from Madewell. They will help elongate your leg while still giving you an updated look. 

Shop this Post

Our Content is Inspired by Our Readers

Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

Some links are affiliate links, which means if you purchase via our site, we receive a small commission.

If you enjoy our content and would like to help us grow, please  follow on Instagram and join our Private Facebook Group to access more advice and exclusive in-depth conversations with other like-minded women.

Learn about our mission to help women look and feel their very best, every day, here. 

Sign Up for Daily Content and Receive Our Free Classic Wardrobe Checklist