How to Rock Saddle Shoes in 2018

Pair of saddle shoes with a daisy

From the 1940s to the 1960s, there may not have been a more prominent style of footwear in the USA than saddle shoes. Popular with everyone from swanky business executives to teenagers bopping at sock hops, the classic, black-and-white oxford shoe offered widespread appeal in a very clean, versatile design.

Worn by characters in pop culture like the Pink Ladies in “Grease” and Lucy from “Peanuts,” saddle shoes have evolved into a staple in vintage fashion — evoking a true sense of Americana. That’s why saddle shoes are a great addition to vintage costumes or outfits for themed parties.

But, the saddle shoe’s color-block design is timeless, meaning they can be used for much more than Halloween! If you’re looking for some inspiration to strut your stuff with a vintage twist, read on for a look at five saddle shoes outfits you’ll love.

5 Saddle Shoes Outfits to Wear Now

1. Truly Classic

Brunette wearing pink t shirt, jeans and saddle shoes

Photo source:

For a classic everyday outfit, don a pair of saddle shoes to give your attire a vintage edge. Sport a worn graphic tee of your favorite brand and some skinny jeans to complete the look. Here, we see Chloe channeling the 50s cigarette pant with some high waisted, cropped skinny jeans. The look is best suited for taller gals, as showing off calves can shorten figures. Complete this timeless look with a pair of saddle shoes — a quaint, comfortable finishing touch.

2. Leather, Baby!

Brunette wearing leather jacket, black t shirt, denim and saddle shoes

Photo source: Modcloth

Lookin’ for trouble? Pair a leather jacket and some Rider jeans with your saddle shoes for a sexy get-up that’s sure to woo the guys and inspire the gals. Stick to a tried-and-true color scheme: red, white and black, for a guaranteed good look.