J.Lo, Rihanna, and EmRata Always Wear These Boots the Second Fall Hits
Sure, we talk a lot about what's "in" and "out" each season, but I take equal pleasure in reporting on the pieces that will truly never go out of style. Case in point: Timberland boots. Beloved by Jennifer Lopez, Rihanna, Emily Ratajkowski, and plenty of others, the timeless boots see a resurgence every single fall and winter like clockwork.
Below, the three women offer a trio of styling ideas for your favorite Timberland boots. Lopez paired them with skinny jeans and a graphic sweater, Rihanna wore hers with trendy low-rise jeans, and Ratajkowski styled her Timberlands with a cool all-white outfit. Scroll down to see how they wear the classic shoes and shop the brand for yourself.
On Emily Ratajkowski: Henne tank top, shirt, and pants; Timberland boots; Jennifer Fisher earrings; Velvet Canyon sunglasses
On Jennifer Lopez: Timberland boots
On Rihanna: Loewe shirt; Timberland boots
Shop Timberland Boots

Erin got her start as a Who What Wear intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.
-
If You Want to Look Elegant Instead of Sporty in Leggings, This Is the Winter Trend You Need to WearTake J.Lo's unspoken advice.
-
If Parisians Walked Around in Leggings Like It Girls in NYC and L.A. Do, They'd Choose This Expensive-Looking Color TrendHint: It's not black or brown.
-
Suddenly, This Revealing Dress Trend Is Popular Again—These Are the Shoes That Make It Look TastefulJ.Lo knows how to dress both sophisticated and sultry.
-
If You're Going to Wear a Sweater and Sneakers With Leggings This Winter, Choose Them in This Pretty Color TrendJ.Lo knows a good legging hue when she sees one.
-
Black Is Classic, But J.Lo's Legging Color Is the Secret to Looking Rich at Pilates This WinterYou'll look rich at Barry's or Soul Cycle, too.
-
Spotted in NYC: Emily Ratajkowski Using the $695 It Bag Fashion People Can't Get Enough OfA fall outfit worth re-creating.
-
The Shoe Color Trend That Makes Wearing Jeans With Blazers Look 2025 Instead of DatedAs seen on Jennifer Lopez.
-
This Is the Low-Key Color Trend People Are Suddenly Wearing More Than CamelEven Jennifer Lopez.
