Lisa 'Left Eye' Lopes' Flyest Fashion Moments

By Brooklyn White · Updated April 25, 2022

Lisa “Left Eye” Lopes, the rapper who was one-third of TLC, had serious style. From her Afrofuturistic hairstyles to the condom she wore over her eye to promote safe sex to her purple leather looks, she constantly raised the bar across fashion and beauty.

At the time of her passing in 2002, she was working on a clothing line in collaboration with her uncle, Kyle Young. The two were developing an extension of Young’s brand, called, Kyle Young: The Lisa “Left Eye” Lopes collection. They were set to kick off the line with thongs and boxers before delving into pajamas.

Young was also a stylist for Left Eye, having designed multiple pieces for her for photoshoots, award shows and music videos. He even styled the rapper for her 2001 appearance at the Essence Awards. For the event, she wore a black crop top covered in Coque feathers with a sheer chiffon skirt that’s not too far from the trending looks of today.

Just as Left Eye loved fashion, it loved her, too. In 1999, she was called upon to appear in a denim advertisement for Calvin Klein. She made history as one of the first women in rap to be featured in an ad for the fashion house. Foxy Brown also had a slot in the campaign and over 20 years later, Megan Thee Stallion and Chika have continued the legacy of hip hop’s homegirls receiving warm embraces from the brand.

Left Eye also inspired others to push their creativity as well. In a 2019 interview with Uncensored, producer Jermaine Dupri revealed Left Eye helped inspire Kris Kross’ backwards fashion.

“Left Eye was living at my house when I found Kris Kross,” Dupri said. “The backwards clothes came after we started getting more and more songs… The backwards clothes actually came from being around Left Eye. ‘Cause Left Eye was around here trying to cut her sleeves off of every shirt.”

ESSENCE cover star Cardi B has also been influenced by the late artist. For her 2018 Coachella performance, she wore all white, a homage to Left Eye’s “No Scrubs” look, and wore two high, side ponytails and another in the back with a loose, swoop bang. Left Eye wore a similar style in the 1999 video for “Dear Lie.” In a since-deleted post, the “Up” rapper gave a nod she’d be showing love to TLC style, sharing a photo of the trio in an all-white looks.

Left Eye was an innovator in the booth and beyond. Keep scrolling to see some of her best fashion moments.

01

Forever Fly

While sporting the heels she was to wear during a 1997 performance of “Ladies Night,” Left Eye served relaxed glam by pairing them with a Wu-Tang crewneck and baggy sweatpants.

02

Purple Reign

This all-purple leather ensemble for the 2000 Soul Train Music Awards was designed by Lopes’ uncle, Kyle Young. The vest is covered in Mongolian lamb fur.

03

Bursts of Blue

Wearing a mesh and what appears to be nylon, this look is the definition of Y2K fashion, a trend that came back around in the 2020s.

04

The 1999 Yee-Haw Agenda

Along with artists like Mary J. Blige and Coko of SWV, Left Eye was one of the 90s stars who wore cowboy-inspired outfits. This is a part of the contemporary history of the “Yee-Haw Agenda,” a fashion movement that explored Black people’s heavy presence in cowboy culture.

05

A Unique Fashionista

Multiple ponytails, particularly two on the side (and sometimes one in the back) became one of the rapper’s signature looks. We’re also in love with this see-through dress that reminds us of modern sheer moments, like Rihanna’s 2014 CFDA look.

06

Red Hair Special

In this shot, Left Eye wears a fluffy jacket and jeans paired with a t-shirt that shouts out her designer uncle, Kyle Young.

07

Out of This World

Left Eye’s iconic affinity for condoms on clothing and accessories was in promotion of safe sex. Her oversized hat came from Patricia Fields’ New York boutique.

08

Chic, Sexy, Cool

In an interview with W Magazine, T-Boz confirmed stylist Julieanne Mijares designed these outfits. She also was behind their looks in “Waterfalls” and “No Scrubs.”

09

Dripping in Gems

The artist glimmered in gold and jewels at the 1997 MTV VMAs.

10

Cozy in Chanel

Innerwear as outerwear still finds its way on our “For You” page, even though the ladies of TLC were doing it (in luxury brands, no less) nearly 30 years ago.

11

All Black Everything

The 2001 Essence Awards will go down in history for all of the memorable outfits it made space for. We’ll never forget Left Eye’s style.