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Discover Search

New looks, once a week

A few complete outfits picked from what's new. No account needed, unsubscribe any time.

Email address

Outfit ideas Brands Gift guides Black Friday deals Thanksgiving outfits Holiday party outfits What to wear with white sneakers Women's date night outfits Men's work outfits Fall outfits Winter outfits Streetwear outfits Minimalist outfits Women's workout outfits Men's smart casual outfits Outfits under $100 Outfits under $200

Wholefit is an independent outfit recommendation site. It isn't affiliated with or endorsed by the brands it shows, and you buy each piece on the site of the store that sells it. No store or brand pays us a commission yet; when one does, it won't decide what we recommend.

About Outfit study Privacy Policy Your Privacy Choices Terms of Use Affiliate Disclosure Brands & Copyright Accessibility Contact

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TOMS Cara Black Leather Loafer

Cara Black Leather Loafer

by TOMS · Loafers & lace-ups

$90

Black

Size

Would you wear this?

Shipping $8.99 · 30-day returns, fee applies PolicyFrom TOMS' own policy and checkout, checked 2026-10-19. The store's checkout has the final word.

No brand pays Wholefit a commission yet. How we earn

Ways to wear it

Details

Cushioned and durable EVA midsole
TPR outsole with rubber lug for traction

Material: Leather
Measurements: Outsole height 1 1/2"

As listed by TOMS. Check the product page for anything not shown here.

Tailored Workwear

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What to wear with the TOMS Cara Black Leather Loafer

Explore

Women's outfits with loafers
Women's outfits with black loafers
Women's outfits under $100
Women's outfits under $150
Women's outfits under $200
Women's outfits under $300
Women's workwear outfits
Women's tailored outfits
How to style TOMS

TOMS Cara Black Leather Loafer, photo 2

TOMS Cara Black Leather Loafer, photo 3

TOMS Cara Black Leather Loafer, photo 4

TOMS Cara Black Leather Loafer, photo 5

Ways to wear it

Work$630
Work$498
Work$622
Work$566

What to wear with it

Complete looks built around these loafers.

Lisa Says Gah · $250

Lisa Says Gah · $150

Lisa Says Gah · $140

Brown trench coat, turtleneck & green trousers

$630 · Pieces from $90

For cool days, about 40–55°F · Work · 4 pieces from $90

Eddie Bauer · $229

Eddie Bauer · $99

Eddie Bauer · $80

Trench coat, cream sweater & pink pants

$498 · Pieces from $80

For cold days, about 25–40°F · Work · 4 pieces from $80

Oak + Fort · $288

Oak + Fort · $68

Oak + Fort · $98

Oak + Fort · $78

Charcoal wool coat, olive turtleneck & black pants

$622 · Pieces from $68

For cold days, about 25–40°F · Work · 5 pieces from $68

Would you wear these?

Yes or no on a few looks, and the feed learns what to show you.

Start, about a minute

Your taste

A feed of looks picked for you

Camel cardigan, brown dress & black loafers

$566 · Pieces from $90

For cool days, about 40–55°F · Work · 3 pieces from $90

Oak + Fort · $80

Oak + Fort · $68

Oak + Fort · $68

Black wool coat, burgundy sweater & pleated pants

$306 · Pieces from $68

For cold days, about 25–40°F · Work · 4 pieces from $68

Duck Camp · $109

Good American · $111

Blue shirt, grey skirt & black loafers

$310 · Pieces from $90

For mild days, about 55–70°F · Work · 3 pieces from $90

Everlane · $188

Pangaia · $240

Olive leather jacket, taupe sweater & black trousers

$1,113 · Pieces from $90

For cool days, about 40–55°F · Work · 4 pieces from $90

L'Agence · $385

Bevy Flog · $240

Green blouse, camel pants & black loafers

$715 · Pieces from $90

For warm days, about 70–85°F · Work · 3 pieces from $90

Everlane · $148

Good American · $126

White sweater, grey trousers & black loafers

$364 · Pieces from $90

For cool days, about 40–55°F · Work · 3 pieces from $90

Enza Costa · $445

Nili Lotan · $390

Clare V · $395

Blue sweater, pants & black loafers

$1,320 · Pieces from $90

For cool days, about 40–55°F · Work · 4 pieces from $90

How to wear the TOMS Cara Black Leather Loafer

Counted from 10 of these looks.

What goes with the TOMS Cara Black Leather Loafer

On top: Knitwear
Bottoms: Pants or trousers
Layers: Coats

Colors that work

Black, grey, cream and green 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 $364 and $715; the typical one is $622. 4 include a piece on sale. Swap any piece to change the total.

Brands in these looks

Most pieces come from TOMS, Oak + Fort, Good American and Everlane. Each look checks out on the stores' own sites, one store at a time.