If You Want to Get in on the Cigarette-Jeans Trend in 2026, *This* Is the Shoe Trend to Do It With

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Jennifer Aniston and new boyfriend Jim Curtis at an event in Summerland, CA, wearing cigarette jeans from R13 with a green sweater and black pointed-toe boots.
(Image credit: Backgrid)
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Sometimes, it can take a while to figure out a new denim trend. We get so stuck in our jeans comfort zone, sticking only with straight-leg or barrel, not because we love them but because we know them—which brands make the best ones, which shoes look best with the shape, etc. So when an unfamiliar type—like cigarette jeans, for example—starts to garner popularity, it's easy to feel intimidated. Fortunately, Jennifer Aniston just wore a pair of the controversial denim trend and in doing so provided any newcomers with the key to styling them for everyday, casual wear.

It's all about styling cigarette jeans with pointed-toe boots. Simple, I know, but unlike ballet flats or loafers, pointed-toe boots help to elongate your legs, making you look like you shop in the tall department even if you're under 5'5". Cigarette jeans are already designed to give the illusion that you're taller, so combining them with pointed-toe boots only adds to the effect.

Jennifer Aniston and new boyfriend Jim Curtis at an event in Summerland, CA, wearing cigarette jeans with a green sweater and black pointed-toe boots.

(Image credit: Backgrid)

WHO: Jennifer Aniston

Aniston, specifically, wore a mid-wash pair with subtle distressing, styling them with a marled green sweater, an olive-green puffer coat, and a black hobo bag. She finished off the ensemble with pointed-toe black boots with a subtle Western look to them. The outfit was casual and cool yet put-together, making her look ready for any daytime occasion. She happened to be attending an event at Godmothers bookstore in Summerland, California, that was hosted by her boyfriend, Jim Curtis.

She's not the only person who's figured out how perfectly this denim-and-boot combination pairs together. From New York City to Rome, this sartorial duo is popping up everywhere, showing up on Who What Wear editor in residence Coco Schiffer, Emili Sindlev, and more. The trick is to find a pair of jeans that perfectly balances skinny and straight, with a slim fit that's just a touch long. That way, the denim sits on the foot of your boots in a cool, effortless way without puddling at all.

Scroll down to see how It girls are wearing cigarette jeans with pointed-toe boots, shop Aniston's outfit, and more.

@cocoschiffer wearing a tan jacket, black top, cigarette jeans, and black pointed toe boots.

(Image credit: @cocoschiffer)

Get the look: Contrast-collar barn jacket + Black sweater + Cigarette jeans + Pointed-toe black boots

@emilisindlev wearing a tan jacket, striped sweater, cigarette jeans, and red-and-tan pointed-toe boots.

(Image credit: @emilisindlev)

Get the look: Colorful beanie + Barn jacket + Striped sweater + Cigarette jeans + Two-tone pointed-toe boots

@claradyrhauge wearing a black top, cigarette jeans, and black pointed-toe boots.

(Image credit: @claradyrhauge)

Get the look: Black sweater + Dark-wash cigarette jeans + Black pointed-toe boots + Brown bag

Get Aniston's Look

Shop Cigarette Jeans

Shop Pointed-Toe Boots

Eliza Huber
Eliza Huber
Associate Editorial Director

Eliza Huber is currently the Associate Editorial Director at Who What Wear. She joined the company in 2021 as a fashion editor after starting her career as a writer at Refinery29, where she worked for four years. During her time at WWW, she launched Go Sports, the publication's sports vertical, and published four (and counting) quarterly issues tied to the WNBA, Formula One, and more. She also created two franchises, Let's Get a Room and Ways to Wear; profiled Dakota Fanning, Diane Kruger, Katie Holmes, Gracie Abrams, and Sabrina Carpenter for WWW's monthly cover features; and reported on new seasonal trends, up-and-coming designers, and celebrity style.