Not Stovepipes, Not Skinny—Jennifer Aniston Just Wore the Denim Trend That Looks Best With Heeled Boots
Not all jeans look chic with heeled boots—Jennifer found the trend that always does.
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.
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.
Shop Puddle Jeans and Heeled Boots:
These also come in 24 other shades!
Wear these with slouchy jeans to get Jennifer's look.
These also come in four other shades.
Whilst I love these in the classic black, they also come in a pretty shade of beige.
Abercrombie & Fitch's jeans are a fashion person's favourites.
These also come in dark brown and patent black.
These puddle at the ankles for a relaxed effect.
The stretchy leather ensures a comfortable fit.
These also come in a dark wash of indigo.
The short block heels adds a little extra height without sacrificing comfort.
