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

A classic choice. 

These boots are as practical as they are stylish. 

A whopping 93% of Nordstrom reviewers gave these boots five stars. 

In case you want a bit of a heel. 

These boots are bound to earn you compliments. 

Lug-sole boots are perfect for inclement weather. 

Another timeless option from Timberland. 

Hurry, these won’t be on sale forever. 

You can’t go wrong with a pair of black boots. 

I’d style these with an all-white outfit for a monochrome look. 

How can I possibly choose my favorite style? 

This olive green is divine.