Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (2024)

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (1)

On the fourth anniversary of Prince’s death, TheWrap looks back at some of the late pop star’s fashion highlights.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (2)

June 25, 1984 –Whether Prince wore low-cut blouse-like shirts, lace, or crazy patterns, his outfits were unmistakable. And he’s one of the rare people who could mix and match all colors, patterns and styles and actually get away with it. His “Purple Rain” album is one of his most famous, ranked as one of the best albums in music history.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (3)

June 15, 1991 – Prince got a little cheeky when he performed “Gett Off” at the MTVVideo Music Awards. This was the most appropriate image of it we couldfind. And yes, we suspect many people indeed heeded his song title.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (4)

March 24, 1993 — Prince sported his “chain-mail police officer” look at NYC’s Radio City Music Hall.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (5)

May 04, 1994 – Prince showed off his love symbol at The World Music Awards in Monaco. In 1993, Prince adopted the symbol as his name and referred to himself as “The Artist Formerly Known as Prince.”

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (6)

March 6, 2003 – Prince and his then-wife, Manuela Testolini, appear backstage at the 35th Annual NAACP Image Awards, Hollywood.He wore colors that many would say clash, but in typical Prince fashion, he made it work.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (7)

February 8, 2004 – The legend showed up in a signature tailored suit with shoulder pads, and in one of his favorite colors, purple, at the 46th Annual Grammy Awards at the Staples Center inLos Angeles.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (8)

July2, 2004 – Every once in a while, Prince would show up in more tone-down attire — just a shirt and a blazer. But even then, he added elements of his personal style. At the 10th Anniversary Essence Music Festival at the Superdome in New Orleans, he showed off some chest hair.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (9)

January9, 2005 – The singer stayed away from bold colors at the 31st Annual People’s Choice Awards at the Pasadena Civic Auditorium, but wore an outfit that stars like Justin Bieber would copy in later years.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (10)

March19 2005 – Prince anticipated the color block trend that swept the nation in 2011, wearing a black and white sports jacket at the36th NAACP Image Awards at the Dorothy Chandler Pavilion in in Los Angeles. Prince was honored with the Vanguard Award.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (11)

June27, 2006 – Prince performs the Chaka Khan tribute onstage at the BET Awards at the Shrine Auditorium in Los Angeles wearing his signature color, purple.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (12)

February 11, 2007 – Even when Prince strayed away from fashion trends, he managed to look cool. At the 49th Annual Grammy Awards at the Staples Center on in Los Angeles, Prince wore a white blazer matched with a teal shirt and matching handkerchief.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (13)

March 2, 2007 – Prince wore a black and white embroidered stiff-neck top at the 38th annual NAACP Image Awards at the Shrine Auditorium on in Los Angeles.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (14)

February 4, 2007 — During theSuper Bowl XLI halftime show, Prince wore his trademark tailored suit. But true to Prince fashion, even his most simple ensembles had a pop ofbold colors: turquoise and orange.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (15)

June 1, 2007 – Sporting a monochromatic look at the 2007 NCLR ALMA Awards held at the Pasadena Civic Auditorium, this is one of his simpler looks — but it still had that cool factor.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (16)

March 28, 2009 – At the “One Night… Three Venues” hosted by Prince and Lotusflow3r.com at NokiaTheatre in Los Angeles, the singer wore a baggy turtle neck sweater in crazy black-and-white patterns. Once again, it works.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (17)

June 27, 2010 – At the 2010 BET Awards held at the Shrine Auditorium in Los Angeles, Prince dons an Asian-inspired flared turtle neck with tight white pants — a combination that fans came to know well.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (18)

February 27, 2011 – At the 19th Annual Elton John AIDS Foundation Academy Awards viewing party at the Pacific Design Center on in West Hollywood, Prince wore sparkles and purple, both perfectly tailored.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (19)

September 22, 2012 – At the 2012 iHeartRadio Music Festival at the MGM Grand Garden Arena in Las Vegas, Nevada, Prince channeled a hippie vibe, wearing bright colors to match his guitar. Weirdly enough, he wore something looking like an eye mask.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (20)

February 10, 2013 – A simple black outfit matched with sunglasses and a touch of cane impressed fans at the 55th Annual GrammyAwards at Staples Center in Los Angeles.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (21)

May 19, 2013 – There’s a lot of things going on here, with fringes, embellishments and crazy patterns, but like everything Prince wore, it worked. One of his favorite styles, the turtle neck, made another cameo at the 2013 Billboard Music Awards at the MGM Grand Garden Arena in Las Vegas.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (22)

January 11, 2015 – Prince made a rare appearance at the Golden Globes for present the Best Original Song award to John Legend and Common. Sporting a bronze metallic suit with the blazer embellished with a snake skin pattern and gold details, the legend came onto the stage with a sparkly cane.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (23)

February 8, 2015 – Who doesn’t remember Prince’s outfit when he handed Beck the Album of the Year award for “Morning Phase” during The 57th Annual GrammyAwards?He had a strong flower-power, 70s vibe going on, featuring beads,round sunglasses and lots of flare.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (24)

November 22, 2015 – At the American Music Awards at Microsoft Theater on in Los Angeles, Prince donned a gold snake skin vest on top of a yellow flared shirt. And those glasses? That’s exactly what Prince liked to do — make people question his outfit choices, while constantly pushing the boundaries of fashion.

Prince's Fashion: 23 Most Outrageous Outfits Through the Years (Photos) - TheWrap (2024)
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