If you're looking to participate in the cigarette-jeans trend in 2026, *these* are the shoes you should pair them with.
Sometimes, it can take time to adapt to a new denim trend. We often get comfortable in our jeans, sticking to straight-leg or barrel styles, not because we necessarily love them, but because we’re familiar with them—knowing which brands offer the best options and what shoes pair best. Therefore, when a new style, such as cigarette jeans, gains popularity, it’s easy to feel daunted. Thankfully, Jennifer Aniston recently donned a pair of this polarizing denim style, offering newcomers insight on how to wear them casually.
The key to styling cigarette jeans is pairing them with pointed-toe boots. While it may seem straightforward, pointed-toe boots elongate the legs unlike ballet flats or loafers, creating an impression of height even for individuals under 5'5". As cigarette jeans are designed to give a taller appearance, wearing them with pointed-toe boots enhances this effect.
(Image credit: Backgrid)WHO: Jennifer Aniston
Aniston specifically wore a mid-wash pair with slight distressing, matching them with a marled green sweater, an olive green puffer coat, and a black hobo bag. She completed the outfit with pointed-toe black boots that had a subtle Western touch. The overall look was casual yet polished, making her suitable for any daytime event. At the time, she was attending an event at Godmothers bookstore in Summerland, California, hosted by her boyfriend, Jim Curtis.
She’s not the only one who has discovered how well this denim-and-boot combination works. From New York City to Rome, this pairing is trending everywhere, also seen on Who What Wear editor in residence Coco Schiffer, Emili Sindlev, and others. The key is to find jeans that strike a balance between skinny and straight, with a slim fit that is slightly longer. This way, the denim rests nicely on the boots without bunching up.
Scroll down to see how style icons are wearing cigarette jeans with pointed-toe boots, and shop Aniston's look along with more options.
Get the look: Contrast-collar barn jacket + Black sweater + Cigarette jeans + Pointed-toe black boots
Get the look: Colorful beanie + Barn jacket + Striped sweater + Cigarette jeans + Two-tone pointed-toe boots
Get the look: Black sweater + Dark-wash cigarette jeans + Black pointed-toe boots + Brown bag
Get Aniston's Look
J.Crew Marled 2025 Rollneck Sweater
Shop Cigarette Jeans
Good American Good True Straight Jeans
Pistola Bri High Waist Ankle Straight Leg Jeans
Citizens of Humanity Zurie Straight Leg Jeans
Shop Pointed-Toe Boots
Khaite Arizona Leather Ankle Boots
TOTEME Slim Kitten Heel Pointed Toe Bootie
Marc Fisher LTD Danai Kitten Heel Bootie
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If you're looking to participate in the cigarette-jeans trend in 2026, *these* are the shoes you should pair them with.
Seen in NYC, L.A., and Rome.