It’s safe to say Jennifer Lopez has experimented with her fair share of trends over the years—in fact, few celebrities are as fearless as J.Lo when it comes to fashion. Looking through photos of her style evolution, however, I noticed that there’s been one constant in her wardrobe for almost two decades: over-the-knee boots. She’s been wearing them consistently since at least 2001 clear through to 2019, proving the boots definitely have staying power.
Back in 2001, Jennifer Lopez attended a red carpet event in a very boho look, including a floppy wide-brim hat, a sheer, off-the-shoulder dress, and black leather boots. Fast-forward to 2018, and J.Lo opted for a white button-down shirt and denim over-the-knee boots. As for the in-between looks, well, there’s an impressively wide range of outfits, from a prim-and-proper dress to a head-to-toe snakeskin look. Scroll down to see how Jennifer Lopez has styled over-the-knee boots for the last 18 years and shop similar pieces for yourself.