Jenny Women’s Vintage Oxfords (Chestnut Brown)

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Step into Jenny Oxfords, a perfectly versatile vintage shoe accurate to the 1930s-1960s. Based on an original 1940’s Educator shoe, Jenny is a uniquely stylish oxford with quintessentially vintage features.

Jenny sports a decorative keyhole opening over the vamp, and a small peep-toe peeking through overlapping leather detailing over the toe. The perforated smooth leather vamp allows for breathability through all seasons. Stable, leather-wrapped 2.5”/5.7 cm Cuban heels will keep feet comfortable for hours of wear. Matching laces lace through hidden eyelets, complimenting the eye-catching colors of the leather.


Size Trends Runs true to size for most customers.
Width Regular (B) width 
Size Chart
Women's Shoe Size Conversion Chart US, Euro, UK, Inches & Mondopoint

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Color Chestnut Brown
Upper Leather
Lining Leather
Sole Sealed Leather
Heel Leather Wrapped
Heel Height 2.5 inch / 6.3 cm
Footbed Lightly Padded
Closure Laces
Design Designed in Reno, Nevada, USA
Materials People's Republic of China
Assembly Made in China

Size Guide

Customer Reviews

Based on 5 reviews

The goldenrod is a stunning color. And the shoes seem well made and so far they’re comfortable.

Lori Gesing
So adorable

These shoes are not only cute they are comfy! I absolutely love them. The fit is great and the timeless style is wonderful too. The color is complimentary to so much and it makes me happy just wearing them!

Sara B.

I’ve been waiting for the first day of spring to wear these shoes. That day was yesterday, and I love these shoes! They are very comfortable and walkable, and I got many compliments. I wore them with jeans, and I can’t wait to wear them with a summer dress.

Dream shoes!

I'm so pleased with these that I'm considering purchasing another pair. I own several pairs of American Duchess shoes, going back to when they also had the sister brand Royal Vintage, and these are now my absolute favorite. No need to break them in, comfortable enough to walk miles in. So versatile for wearing with so many vintage styles, easy to go from work to date night. The perfect repro shoe. I run a corporate training team, and I absolutely love that these are based on an Educator shoe too!

Love these perforated oxfords!

I recently received the new Jenny oxfords in chestnut brown. They are lovely! The color is spot on to my monitor's website photos, particular the photos of the shoes by themselves without the model's feet in them. They are a rich shade of medium brown with a "pop" of color and very classy looking. I haven't worn them out yet, but they look like they will coordinate with many outfits. The curves and perforations in the design make these look really authentic. I love the reproduction Cuban heels, which were so common from the 1920s through the 1940s and even into the 50s.
I bought a size 9, which is my usual American Duchess size in heels. My feet are a 9A (narrow), low volume, low instep, with narrow heels. The lacing on these Jenny oxfords fits perfectly on me, no sliding around, and there is even still a bit of gap left between the two laced sides. For people with higher insteps, you'll likely have a bit more gap.
So far these shoes are incredibly comfortable walking around my house. The heel is 2 inches but has the elegance of a 2.5 inch heel. I love that it is 2 inches, as it makes them that much more comfortable. There is padding under the insole, which gives some added comfort and support.
I can't wait to wear these out. Fingers crossed American Duchess releases a couple of pastel colors for summer!