Not Stovepipes, Not Skinny—Jennifer Aniston Just Wore the Denim Trend That Looks Best With Heeled Boots

By wazup on December 31, 1969 Comments Closed / 3 views

Not Stovepipes, Not Skinny—Jennifer Aniston Just Wore the Denim Trend That Looks Best With Heeled Boots

I’ve been admiring Jennifer Aniston’s style for as long as I can remember. So whenever she steps out—especially in jeans—you can be sure I’m paying close attention.

Denim forms the backbone of my own wardrobe. I reach for jeans at least five days a week (in fact, I’m sitting in my favourite pair as I type), so I’m always ready to be inspired by a fresh take on the classic. Needless to say, when I spotted Aniston out in New York this week wearing a chic silhouette, I took note.

Sidestepping the season’s ubiquitous stovepipe styles—and long past the skinny jeans she once favoured—Aniston opted instead for a slim-cut pair that gently puddled around her ankles. The subtle pooling gave her look a relaxed, insouciant edge that, though it remained streamlined through the leg, offered just enough length to create that coveted slouch.

Jennifer Aniston wears puddle jeans with a navy knit and an olive green coat.

Of course, puddle jeans live or die by their shoe pairing. Too flat, and the hem risks dragging; too delicate, and it disappears entirely beneath the fabric. Aniston’s solution? A thick-soled black heeled boot. The added height accommodated the full sweep of the denim, while the sturdy silhouette anchored the look and lent a sharper finish. Where trainers might have felt overly languid and Mary Janes lost under the excess fabric, her boots made for the perfect pairing.

Styled with a substantial olive-green coat draped over her arm and lightly tinted sunglasses framing her face, the outfit felt perfectly attuned to this in-between season.

As ever, I’m taking notes. If you’re feeling inspired too, keep scrolling to discover the chicest puddle jeans and black heeled boots to recreate the look.