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Olive Night Dress
$269Smart casual · 3 pieces · 3 stores
Women's outfits with penny loafers
Penny loafer outfits with trousers, denim and skirts, preppy or relaxed. 34 complete looks from in-stock pieces, each one shoppable in a click per store.
34 looks
Olive Night Dress
$297Smart casual · 3 pieces · 3 stores
Victory Blue Dress
$294Smart casual · 3 pieces · 3 stores
Black Dress
$618Work · 3 pieces · 2 stores
Bone Overall
$246Smart casual · 3 pieces · 3 stores
Olive Night Dress
$430Smart casual · 3 pieces · 3 stores
Blush Dress
$370Smart casual · 3 pieces · 2 stores
Meteorite Black Dress
$248Smart casual · 2 pieces · 2 stores
Deep Forest Dress
$287Smart casual · 2 pieces · 2 stores
Black Dress
$229Work · 3 pieces · 2 stores
Dark Olive Dress
$321Smart casual · 3 pieces · 2 stores
Brown Jacket & Pink Overall
$453Smart casual · 3 pieces · 3 stores
How to wear penny loafers
Counted from the 34 looks above, all built from pieces in stock today.
What goes with penny loafers
- On top
- Knitwear or t-shirts & tops
- Bottoms
- Pants or jeans
- Layers
- Jackets or cardigans
Colors that work
Black, brown, green and cream come up most often across these looks, so they make an easy base to build on.
What a complete look costs
Most whole outfits here cost between $297 and $561; the typical one is $433. 23 include a piece on sale. Swap any piece to change the total.
Brands in these looks
Most pieces come from Thursday Boots, Rothy's, Outerknown, Oak + Fort and Cotopaxi. Each look checks out on the brands' own sites, one store at a time.