NYSNC Dancing(Via Tumblr)

Everyone may be obsessed with the 90s now, but the late 1990s and early 2000s, had a lot of WTF outfits courtesy of our favorite boy bands and pop princesses. Justin Timberlake and his *NSYNC boys, made up about 32% of the crazy looks. Why Justin wore some of these outfits, and why we thought they looked good is another big mystery of life, just like how no one is still sure of the spelling for N Sync/NSYNC/*NSync/’N Sync, etc.

Get ready to party like it’s 1999, here are 12 WTF Justin Timberlake outfits:

1. *NSYNC World Tour, 2000372094 08: Justin Timberlake of the pop music group ''N Sync performs in concert during the group's 2000 world tour. (Photo by Liaison)

2. 7th Annual Blockbuster Entertainment Awards, 2001Left, 'N Sync's Justin Timberlake, JC Chasez and Chris Kirkpatrick at the 7th Annual Blockbuster Entertainment Awards at the Shrine Auditorium in Los Angeles, CA., Tuesday, April 10, 2001.(photo by Kevin Winter/Getty Images)

Hang on, is that a triple denim outfit? As strange as Justin’s patchwork denim jacket is, I think JC and Chris’ mixed fabric denim jackets are actually worse. Velour?! Shimmery snakeskin?!

3. Wango Tango Concert, 2000Singer Justin Timberlake, lead singer for N'Sync, attends the Wango Tango Concert on May 13, 2000, in Los Angeles, California. (Photo by Brenda Chase/Getty Images)

Was this really considered an improvement to the bleached Ramen Noodles curly hair?

4. Broadway Rent Opening, 2002 NEW YORK- AUGUST 28:   Singer Justin Timberlake  attends the opening night of the Broadway musical Rent which  stars Joey Fatone of N'SYNC on  August 28, 2002 in New York City, New York. (Photo by Edwine Seymour/Getty Images)

Reason 3,532 why Justin should never wear denim again. I don’t know what is worse: the white cords coming out of his crotch, the leather patches, or the fact that they are hemmed and he’s stepped all over them.

5. MTV Video Music Awards Performance, 2002Justin Timberlake of NSYNC performing without his group at the 2002 MTV Video Music Awards at Radio City Music Hall in New York City, August 29, 2002. Photo by Frank Micelotta/ImageDirect.

Justin’s look was gradually improving, but he did not yet have the fashion cred to rock a pair of fingerless gloves–and he still doesn’t. Only Madonna has that privilege.

6.5th Annual Blockbuster Awards, 19995/25/99. Los Angeles, CA. Boy Band ''N-Sync'' arrive at the 5th Annual Blockbuster Awards held at the Shrine Auditorium, Los Angeles. Picture by DAN CALLISTER Online USA INc.

Oh my, 1999. You can’t really blame Justin for this one. Clearly, *NSYNC’s wardrobe theme was “steal your father’s blazer and wear it on the red carpet”–unless Justin chose this theme, then we’ll blame him.

7. The Tonight Show with Jay Leno Appearance, 2002Justin Timberlake at "The Tonight Show with Jay Leno" at the NBC Studios in Burbank, Ca. Thursday, Oct. 31, 2002. Photo by Kevin Winter/Getty Images.

Did Justin suddenly think he was going to join a pop punk band? Or maybe he was trying to get a date with Avril Lavigne? Those are the only reasons that would explain that checkered wristband.

8. 43rd Annual Grammy Awards, 2001'N Sync's Justin Timberlake at The 43rd Annual Grammy Awards at The Staples Center, Los Angeles, CA., Feb. 21, 2001.  (photo by Frank Micelotta/Getty Images)

Poor Justin wanted to be Michael Jackson so bad. Instead of wearing a red leather jacket, he ended up wearing a red scaly leather turtleneck, and looked like he was wearing half of a lizard superhero costume.

9. *NSYNC “Celebrity” Album Launch, 2001Britney Spears and boyfriend Justin Timberlake at the launch party for the new N'Sync album 'Celebrity' WENN Where: Los Angeles, California, United States When: 23 Jul 2001 Credit: WENN

A small part of me still wishes that Justin and Britney would get back together, because they always came up with wacky outfit ideas. Memories.

10. MTV Movie Awards, 2000N'SYNC at the MTV Movie Awards 2000 at Sony Pictures Studio in Culver City, CA on June 3, 2000   (Photo by Frank Micelotta/Getty Images)

Wow, there are so many things that aren’t quite right with this, that my eye doesn’t know where to focus. I will look past Chris’ tie-dye and paisley mix, and JC’s hat, and focus on Justin’s hair. Wait, is that a ruffled leather shirt?

11. American Music Awards, 2001Justin Timberlake, of N-Sync leaving Hotel  to go to the American Music Awards. Where: Los Angeles, United States When: 08 Jan 2001 Credit: WENN

How could we forget about the double denim monstrosity that occurred, that to this day, remains the biggest abomination in denim, beating Katy Perry and Riff Raff‘s valiant effort?

12. WBC/IBF Heavyweight Championship, 2002 MEMPHIS, TN - JUNE 8:  Singer Justin Timberlake of the group Nsync attends the WBC/IBF Heavyweight Championship bout between Lennox Lewis and Mike Tyson on June 8, 2002 at The Pyramid in Memphis, Tennessee.  (Photo by Robert Mora/Getty Images)

Hang on. Is this really Justin or is this Laird from Girls, aka Hannah’s downstairs neighbor?

Related: Here’s Every WTF Outfit They Made Jessica Biel Wear On 7th Heaven

(Photos: Getty Images, WENN)