Above all else, I’m a jeans person. While I love sharp tailoring and playful skirts on others, my own daily uniform will always prioritise denim. I take the subject seriously, borderline devotionally, so I’m constantly tracking emerging jeans trends and bookmarking styling inspiration. And when it comes to denim muses, Jennifer Aniston reigns supreme.Whether it was 1996 or 2026, the actor has always made a compelling case for the humble pair of jeans.
Her ’90s off-duty style in particular remains a one of my favourite sources of inspiration.With a new year ahead and a renewed desire to invest in the hardest-working corner of my wardrobe, I’ve been delving into the archives to revisit the ’90s Jennifer Aniston jeans trends that still hold up today. From relaxed silhouettes to flattering cuts, these are the denim styles that feel just as chic now as they did three decades ago. You may like Scroll on to discover the Jennifer Aniston–approved jeans trends I’ll still be wearing in 2026.Discover Jennifer Aniston's '90s Jeans Trends1. Stove Pipe Jeans (Image credit: Getty Images)Style Notes: Stove pipe jeans are enjoying a resurgence in 2026, and if the ’90s taught us anything, it’s that this is one of the chicest silhouettes you can wear.
Jennifer’s original formula, sleek sleeveless tops paired with heeled boots, still feels entirely relevant today. For now, layer yours with a chunky knit while winter lingers; come summer, follow Aniston’s lead and swap in a pared-back sleeveless top for a polished finish.Shop Stove Pipe Jeans: Reformation Cynthia High Rise Straight Jeans Reformation's Cynthia jeans are a fashion person's favourite. Whistles Denim Straight Leg Full Length Jean Sleek straight-leg jeans will never go out of style. COS Reprise Straight-Leg Jeans These also come in three other shades. 2.
Bootcut Jeans (Image credit: Getty Images)Style Notes: Set for a full-scale revival this year, bootcut jeans are finally breaking back into the mainstream. A long-time advocate of the silhouette, Jennifer proved in the late ’90s that bootcuts never deserved to fall out of favour. Styled with a heeled boot, they subtly elongate the leg while balancing bulkier winter layers. There’s a hint of retro appeal, but they feel more elevated than your average straight-leg—making them a strong contender for one of 2026’s biggest denim trends.Shop Bootcut Jeans: Honestly, these look more expensive than they actually are.
Mother Denim The Bookie Sneak These have a ridged finish, so will keep their shape for longer. Reformation Sharon Stretch Mid Rise Bootcut Jeans Shop these whilst they're on sale. 3. Cuffed Relaxed Jeans (Image credit: Getty Images)Style Notes: Cuffed jeans may have surged in popularity only a few seasons ago, but Jennifer Aniston was wearing them long before they were cool (again). The turned-up hem lends a nonchalant edge, while the cropped length brings a lightness that full-length jeans often lack.
Easy, relaxed and always cool, this is the kind of styling trick that proves why her ’90s denim wardrobe still resonates today.Shop Cuffed Relaxed Jeans: Marks & Spencer Boyfriend Mid Rise Ankle Grazer Jeans These come in five different leg lengths, so you can find your perfect fit. Anthropologie Pilcro Baggy Beau Boyfriend Mid-Rise Relaxed Jeans Style with ballet flats or pair with a sandal come the warmer months. Nobodys Child Blue High Rise Islington Turn Up Jeans Turn-up jeans remain a fashion person's favourites.
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