Iconic Looks and Outfits to Inspire Your Britney Spears Halloween Costume

Spears and Timberlake may not have had the most amicable breakup, but they definitely did make pop culture history with their matching denim outfits at the 2001 American Music Awards. While this makes for a great couple’s costume, Spears’s look is more than recognizable enough to pull off all on its own.

What to wear: A long denim skirt, a sparkly belt, and a sleeveless denim top. Add a denim handbag, a chunky sparkly necklace, and a denim-clad partner for the full effect.

It’s hard to forget where you were if you tuned in on that fateful night in September 2000. Spears took the stage at the MTV VMAs in nothing more than a nude sequined bodysuit and performed “Oops . . . I Did It Again,” and the rest is history.

What to wear: A flesh-colored bra and pants, strategically covered in crystals, with silver heels. Make sure your hair is perfectly tousled, and don’t hesitate to wear a headset microphone.

There was so much to love about Spears’s “X Factor” judging gig, from her studious glasses to her golf claps to her goofy facial expressions. One of the best moments from her run on the talent show, though, was the rousing reaction she had to a young man who channeled Vanilla Ice.

What to wear: A black dress with subtle cutouts and a blonde, bobbed wig.

In September 2001, Spears took the stage at the MTV VMAs with a boa constrictor and a dream: to be the hottest, most desirable pop star to ever leave the rainforest. Were it not for this moment, would we even have Katy Perry’s “Roar” video?

What to wear: A green chiffon bra, teeny-tiny jewel-encrusted denim shorts, and flat, knee-high boots. Whatever you do, don’t forget the snake (we recommend a stuffed one, but it’s ultimately your decision).

If Spears told us once, she’s told us a thousand times: “There’s only two types of people in the world; the ones that entertain, and the ones that observe.” Her “Circus” tour look will definitely plant you firmly in the first category.

What to wear: A black leotard with knee-high boots and a red ringmaster’s jacket. You will obviously need a top hat and riding crop á la Britney’s “Circus” tour props. All eyes are on you in the center of the ring – after all, you’re a “put-on-a-show” kind of girl.

Picture it: It’s August 2003, you’re sitting in your living room watching the MTV VMAs, and out comes Spears, chewing gum while belting out “Like a Virgin,” and then pow! Before you know it, she’s making out with Madonna.

What to wear: A semi-wedding dress – make sure the skirt and veil are detachable, so you can reveal the sexy white bustier and short-shorts that you’re wearing underneath. Layer lots of pearls and chains around your neck. Add a “boytoy” belt and white lace gloves. Carry a bouquet of flowers. No matter what you do or who you kiss, make sure you keep the gum in your mouth.

In 2016, Spears returned to the MTV VMAs stage for the first time in nearly a decade to perform her hit song “Make Me. . . ” with rapper G-Eazy. She worked the crowd in a bright yellow look that was one part Barbarella and one part WWE.

What to wear: A yellow leotard with open sides and matching knee-high boots. You can call it a comeback.