Tupac Shakur will forever be known as a legendary rapper, actor, activist, leader and one of the style kings of his era. He set trends all around the board with his bad boy image: tattoos all over his body, his West Coast style of dressing up bandanas, wearing Cartier frames, the infamous nose ring, rocking double herringbone chains, doing denim on denim before it was cool and so on.

Pac had an aura about himself not many rappers could even come close to touching. He had a great sense of style and could rock different looks from street to preppy to casual. Many of his looks are relevant today, proving he was ahead of his time in Hip Hop and fashion. Not only was ‘Pac a trend-setter, but his dope style was effortless and original. In addition to his fashion innovations, he sold more than 75 million albums worldwide, making him one of the best-selling artists of all time.

Let’s take a look back on some of his top 15 standout looks within his brief time on earth before being tragically killed at age 25.



Tupac would often rock different shades of camouflage and bodied every look. In 1994, for the movie Above The Rim, he wore a camouflage two-piece with a brown bandana and a gold chain. 


Tupac wore a Red Wings jersey to the NYC Courthouse in 1994 and a gold cross chain. This image is one of his most prolific sightings. 



Tupac attended the MTV Video Music Awards in 1996 at Radio Music City Hall alongside Snoop Dogg and rocked a grey suit laced with Versace Jewelry and a huge gold beaded medallion around his neck. 


Tupac was one of the first rappers to embrace the velour look, as you can see from this image taken backstage during concert preparation in 1995. He’s seen wearing the “Death Row Chain” with a Versace bracelet and a very stylish velour tee.


From ‘Pac’s attire you can tell he was a huge fan of button-ups and was also a huge fan of rocking frames, specifically Cartier frames. ‘Pac is giving off John Lennon vibes here with the round specs, seen leaving a function in 1995. From preppy to Thug Life, ‘Pac kept it clean on all aspects. 


Tupac did a shoot in a J.P.G dressing gown in April 1994, with ‘Pac giving Hugh Hefner vibes. ‘Pac looked spectacular switching it up from gold to sterling silver with a diamond, iced-out cross chain around his neck.



Tupac frequently wore overalls, which became one of his favorite looks for the 90s. From this image at the First Annual Minority Motion Picture Awards in Los Angeles you can see ‘Pac rocking a stripe long-sleeve with baggy denim overalls and a stripe hat. He also kept it stylish with the beeper hanging in the front overall pocket on the left side. This look gives ‘Pac one of the best denim moments in fashion. 


Tupac rocked the classic Versace look in 1996 for an official video for “Rappers Ball” with E-40, Too Short & K-Ci.



Here’s ‘Pac during a Reising & Taylor photo shoot in 1994, wearing a button-up laced in gold jewels and of course we can’t forget about the standout Cartier frames.


‘Pac is seen here with the Notorious B.I.G wearing one of his most infamous looks: the “Thug Life” beanie, a skull tee and a leather vest, resembling a biker look.



Tupac and the bullet proof vest became a huge thing and of course, it became a signature for him in the 90s. The night ‘Pac was shot and killed he allegedly refused to wear his bullet proof vest because it was “too hot.” ‘Pac is seen in this image wearing a bullet proof vest, black bandana and designer Moschino belt. 


Here’s ‘Pac in a promo ad shoot in 1993 wearing the Air Jordan IX (White/Black-True Red) with an icy all-white track suit and black bandana. 


Tupac wore a Karl Kani sweatsuit for an interview on the movie set of Juice for the magazine Word Up (with photography by Dorothy Low) in 1993. ‘Pac was known to wear a slew of Karl Kani in his time, a brand heralded as pioneering urban fashion. 



Tupac once again frequently wore overalls and with his creativity, he created his own original denim piece with “THUG LIFE” on the stomach (where he had a tattoo in the same exact spot). He’s seen here wearing it with a stripe beanie and hoodie underneath. 


Here’s Tupac in Milan, Italy for a tour of fashion shows, where he attended Versace’s fashion show and also walked in and performed “California Love” for the people in 1996. He rocked a velvet Versace suit.

Honorable Mention looks:


Tupac in a Fedora hat with vest and a single gold necklace out with Suge Knight and friends in Vegas.

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‘Pac in Camo attire, seen leaving an event.


Tupac in 1992 in a stylish Timberland jacket, seen in the “Brenda’s Got A Baby” video.


Tupac laced out in a tuxedo with Fedora and gold cross chain.


Tupac at the Poetic Justice premiere in 1993, wearing a herringbone in a Karl Kani outfit with a black beret. 


Last but not least, we can’t forget the iconic moments when ‘Pac rocked the Grant Hill FILAs and made them the must-have sneaker of the time.