styling guides

In London and Lisbon, Fashion People Are Stirring the Pot by Wearing These Anti-Fall Shoes

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Indulge us for a moment: Picture an idyllic fall day. What comes to mind? Beyond envisioning the more “typical” imagery that’s associated with this time of year, there’s an often overlooked element that visually embodies our transition into a new season: footwear. Frankly, we can’t think of any other items that have become as visually synonymous with the start of autumn as boots, loafers, and the occasional sneaker. Flip-flops, though? Hardly a fall staple, or so we thought. While many of us have already mentally relegated sandals to a relic of the near past, there’s a rising set of style renegades who have chosen to find ways to continue to wear them (despite summer being long dead). Whether intentional or not, the style crowd’s slow embrace of these summer shoes has stirred the pot online, leaving many wondering, “Um, so is this really a new trend?” And, if so, how do you wear flip-flops in the fall?

The answer to the former is entirely up to personal opinion, but the second is arguably easier to address than one might think. We’ve seen a deluge of styling inspiration crop up on the internet, pairing the open-toe silhouette with everything from trench coats and relaxed trousers to leather bomber jackets, suede skirts, and double-denim outfits. It’s proof that flip-flops can be as fall-forward as any other footwear.

If you’re still not convinced about wearing these sandals beyond the summer, keep reading. Ahead, we’ve laid out a blueprint for buying a little more time with this beloved footwear by rounding up 10 outfit ideas, styling tips, and shopping recommendations. If you thought that flip-flops were the visual antithesis of fall, prepare to have your mind entirely changed.

a flip-flop outfit for fall, shown in a photo of a woman standing outside, leaning against a gray wall, wearing a black box hat with a black V-neck sweater, a long tassel necklace with a creme stone, black tailored trousers, a black barrel handbag, and tan and black flat thong sandals

WEAR: Black box hat + black V-neck sweater + long tassel necklace + black trousers + black handbag + two-tone flip-flops

Ayllon Casati Necklace

Ayllon Casati Necklace

Cashmere High V-Neck Sweater

J.Crew Cashmere High V-Neck Sweater

Smart Wide Trousers

Uniqlo Smart Wide Trousers

Kinto Leather Sandals

A.Emery Kinto Leather Sandals

a flip-flop outfit for fall, shown in a photo of a woman standing inside an apartment with white walls and wool floors, wearing black sunglasses with a gray oversized sweater styled over a white lace dress that's layered over baggy black jeans and styled with a black handbag and black and red flip-flops

WEAR: Black sunglasses + oversize gray crewneck sweater + white lace dress + black baggy jeans + black handbag + two-tone flip flops

50mm Classic Wayfarer Polarized Sunglasses

Ray-Ban 50mm Classic Wayfarer Polarized Sunglasses

Dion Knitted Jumper

ALIGNE Dion Knitted Jumper

Agolde Low Curve Jeans

Agolde Low Curve Jeans

Saionara Jelly Flip Flop

Ancient Greek Sandals Saionara Jelly Flip Flop

a flip flop outfit for fall shown in a photo of a woman walking down a sidewalk in Lisbon wearing black sunglasses with a long black maxi coat styled over a black t-shirt and matching black straight-leg trousers worn with a black Jil Sander clutch bag and black thong flat sandals

WEAR: Black sunglasses + black maxi coat + black T-shirt + black straight-leg trousers + black handbag + black leather flip-flops

Jil Sander Textured leather shoulder bag

Jil Sander Textured leather shoulder bag

The Ceremony Coat

Aritzia The Ceremony Coat

Straight-Leg Creased Pants

H&M Straight-Leg Creased Pants

Lily Square Toe Flip Flop

TKEES Lily Square Toe Flip Flop

a flip-flop outfit for fall, shown in a photo of a woman walking down the sidewalk in London wearing a long tan suede coat styled over a black crewneck sweater with white trousers and a black cardigan tied around the waist, worn with black flip-flop sandals, black sunglasses, and a white tote bag

WEAR: Black sunglasses + tan suede trench coat + black crewneck sweater + black cardigan + white trousers + white tote bag + black flip-flops

Rotate Double-Breasted Suede Coat

Rotate Double-Breasted Suede Coat

Cashmere Crewneck Sweater

Nordstrom Cashmere Crewneck Sweater

Belted Pleated Pants

ZARA Belted Pleated Pants

Meta Leather Flip Flops

EMME PARSONS Meta Leather Flip Flops

a flip-flop outfit for fall, shown in a photo of a woman walking down the street in New York wearing a cropped chocolate brown trench coat over a black crewneck sweater styled with black trousers, a gray and white snakeskin east-to-west bag, and black thong sandals

WEAR: Brown cropped trench coat + black crewneck sweater + black trousers + snakeskin shoulder bag + black flip-flops

Khaite Simona Embossed Leather Shoulder Bag

Khaite Simona Embossed Leather Shoulder Bag

Jaden Cropped Trench

Reformation Jaden Cropped Trench

365 Low Rise Pleated Wide-Leg Trousers

Gap 365 Low Rise Pleated Wide-Leg Trousers

Kira Flip Flop

Tory Burch Kira Flip Flop

a flip-flop outfit for fall, shown in a photo of a woman standing on a sidewalk against a brick wall wearing black sunglasses with a denim blazer, silver bean cord necklace, a white tank top, light-wash wide-leg jeans, black flip-flops, and a black hobo tote bag

WEAR: Black sunglasses + denim blazer + cord Necklace + white tank top + relaxed jeans + black hobo bag + black flip-flops

Stylized Boyfriend Blazer

Hudson Jeans Stylized Boyfriend Blazer

Heaven Mayhem Julia Silver Necklace

Heaven Mayhem Julia Silver Necklace

Baggy Dad Jeans

Levi’s Baggy Dad Jeans

Havaianas Slim Square Pop Up Logo Flip Flops

Havaianas Slim Square Pop Up Logo Flip Flops

a flip-flop outfit for fall, shown in a photo of a woman standing on the sidewalk wearing black sunglasses, a black cord necklace, a gray oversized V-neck sweater, gray sheer ballon pants, black heeled thong sandals, and a two-tone bowler bag

WEAR: Black sunglasses + cord necklace + oversize gray V-neck sweater + gray balloon pants + bowler bag + black heeled flip-flops

ATP Atelier Noale Black Grained Leather Top Handle Bag

ATP Atelier Noale Black Grained Leather Top Handle Bag

Oversize Cozy V-Neck Sweater

BP. Oversize Cozy V-Neck Sweater

Satin Balloon Pants

ZARA Satin Balloon Pants

Tracie Black Leather Sandals

Steve Madden Tracie Black Leather Sandals

a flip-flop outfit for fall, shown in a photo of a woman standing outside against a concrete backdrop wearing black sunglasses, silver earrings, a black leather blazer, a white pencil skirt, a white bowler bag, and black flip-flops

WEAR: Black sunglasses + silver earrings + black leather blazer + white pencil skirt + white bowler bag + black flip-flops

Mini Lennon Hoops

Jenny Bird Mini Lennon Hoops

Wilfred Claudette Jacket

Aritzia Wilfred Claudette Jacket

Cotton Pencil Skirt

COS Cotton Pencil Skirt

Loeffler Randall Lara Strappy Sandals

Loeffler Randall Lara Strappy Sandals

a flip-flop outfit for fall, shown in a photo of a woman standing in a doorway wearing black sunglasses, silver earrings, a black leather funnel neck jacket, a black crewneck shirt, a tan suede skirt with a black skinny belt and a brown stripped button-down shirt layered ontop finished with a black shoulder bag and black flip-flop sandals

WEAR: Square sunglasses + black leather jacket + brown suede skirt + black flip-flops

Kendall Sunglasses

Elisa Johnson Kendall Sunglasses

Asos Design Real Buffalo Leather Harrington Bomber Jacket With Quilted Liner in Black

ASOS DESIGN Real Buffalo Leather Harrington Bomber Jacket

Suede Straight-Fit Midi Skirt in Tan Brown

Reiss Suede Straight-Fit Midi Skirt in Tan Brown

Xeo Flip Flop

SENSO Xeo Flip Flop

a flip-flop outfit for fall, shown in a photo of a woman standing on the sidewalk in London wearing a red windbreaker jacket with a white slip skirt, a brown bowler bag, and black heeled flip-flop sandals

WEAR: Red windbreaker jacket + white slip skirt + brown bowler bag + black heeled flip-flops

Asos Design Funnel Neck Button Through Jacket in Red

ASOS DESIGN Funnel Neck Button Through Jacket in Red

Margesherwood Soft Boston Nubuk Shoulder Bag

Margesherwood Soft Boston Nubuk Shoulder Bag

Gwen Lace-Trim Slip Skirt in Luster Charmeuse

J.Crew Gwen Lace-Trim Slip Skirt in Luster Charmeuse

Annie Heel

Tony Bianco Annie Heels

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