Lenny Kravitz and His Best and Boldest Fashion Moments

He looked edgy and sexy at the Grammys but then the “Again” singer has never been afraid of wearing edgy clothing!

Photo: Jon Kopaloff / Stringer (Getty)

Now that the Grammy Awards are over, let us continue to bask in the glow of some of the most stylish artists in the industry. Lenny Kravitz was one of them of course. Showing off his muscles in a sheer top, he looked edgy and amazing. But then again, he has always been experimental with his fashions from wearing tight, metallic jumpsuits to rocking crop tops and bell-bottom jeans! He recently had an interview with PEOPLE breaking down some of his biggest fashion moments. Since he said last year that he gets a lack of Black media coverage, we’re here to share some of our favorite looks he’s worn!

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17 Fashion Trainwrecks from Met Gala 2025

1988

Photo: Getty Images Ron Galella / Contributor Photo: Getty Images Ron Galella / Contributor

Lenny Kravitz and Lisa Bonet were known for being one of the most uniquely dressed couples in the late eighties. Kravitz often opted for vintage clothing and pieces he found when thrifting. He also unintentionally started his locs around this time, with them eventually becoming his signature style.

1989

Photo: Getty Images Frank Micelotta Archive / Contributor Photo: Getty Images Frank Micelotta Archive / Contributor

This photoshoot took place in 1989 during Kravitz’s “Let Love Rule” era. The suit and shoes were his father’s.

1990

Photo: Getty Images Ron Galella / Contributor Photo: Getty Images Ron Galella / Contributor

Who else would’ve thought to even wear these striped pants? He wore these to the 1990 American Music Awards.

1991

Photo: Getty Images Frank Trapper / Contributor Photo: Getty Images Frank Trapper / Contributor

We don’t often see men rock tight clothes the way that Kravitz does throughout his career. He rocked this bronze look at the 1991 MTV Movie Awards.

1993

Photo: Getty Images Jeff Kravitz / Contributor Photo: Getty Images Jeff Kravitz / Contributor

The bronze suit wasn’t the first time Kravitz popped out in a metallic look! This iconic silver suit with chunky bracelets and funky sunglasses was worn to the MTV Video Music Awards.

1997

Photo: Getty Images Jeff Kravitz / Contributor Photo: Getty Images Jeff Kravitz / Contributor

Okay, hat! Kravitz absolutely adores his daughter, Zoe, and they both constantly stepped out in stylish fits throughout the 90s.

1998

Photo: Getty Images Ron Galella / Contributor Photo: Getty Images Ron Galella / Contributor

Not everybody will be a fan of this look given that he strutted the MTV Movie Awards carpet in flip-flops!

1999

Photo: Getty Images Jeff Kravitz / Contributor Photo: Getty Images Jeff Kravitz / Contributor

In an interview with PEOPLE, Kravitz mentioned that in his childhood, he would walk around his house with his mother’s scarves and boas.

1999

Photo: Getty Images Evan Agostini / Contributor Photo: Getty Images Evan Agostini / Contributor

Nobody could get away with wearing this flower print, fur-laced, bedazzled jean combo other than the “Fly Away” singer. He wore this to the 1990 GQ Men of the Year Awards.

2000

Photo: Getty Images Jim Smeal / Contributor Photo: Getty Images Jim Smeal / Contributor

The “Are You Gonna Go My Way” singer brought daughter Zoe to the 2000 Grammy Awards. The amazing snakeskin jacket he wore is by the brand Roberto Cavalli.

2004

Photo: Getty Images Steve Granitz / Contributor Photo: Getty Images Steve Granitz / Contributor

Okay, silk press! Kravitz performed for “On-Air with Ryan Seacrest” in 2004 wearing one of his most familiar styles, a wide-leg/flare pant with a vest top!

2012

Screenshot: [{‘styles’: [], ‘value’: ‘Fair Use’, ‘type’: ‘Text’}] Youtube.com Screenshot: [{‘styles’: [], ‘value’: ‘Fair Use’, ‘type’: ‘Text’}] Youtube.com

In 2012, he created the meme of the year after stepping out in this humongous custom scarf. Although we were all joking about how big the scarf is, we need the link to buy it because this winter is way too cold.

2015

Photo: Getty Images Al Pereira / Contributor Photo: Getty Images Al Pereira / Contributor

Katy Perry asked Lenny Kravitz to join her on the 2015 Super Bowl stage! In an interview, he said that he originally wore this jacket without a shirt underneath, but the network was nervous about not being family-friendly. So he rushed and found one of his signature holey tops.

2022

Photo: Getty Images Frazer Harrison / Staff Photo: Getty Images Frazer Harrison / Staff

Kravitz graced the 2022 Grammy Awards red carpet wearing with silver chain top, leather pants, and matching leather boots!

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Photo: Getty Images Rich Fury / Staff Photo: Getty Images Rich Fury / Staff

The “TK421″ singer paid homage to his jaw-dropping 90s metallic suits when he performed alongside H.E.R. for the Grammys!

2024

Photo: Getty Images Axelle/Bauer-Griffin / Contributor Photo: Getty Images Axelle/Bauer-Griffin / Contributor

Kravitz has spent much of his career mixing and matching masculine and feminine clothing! He wore this tuxedo jumpsuit to this year’s Golden Globe Awards. While at the show, actress Emily Blunt hilariously approached him saying that she was planning on wearing the same suit that week for a late-night show appearance.

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