Cool Things To Wear To Sleepovers In The Early 00s

In the early 2000s, sleepovers were a big deal. If you were in middle school, you were likely finding your feet and seeing where you fit into your peer group. Thus, choosing cool things to wear to sleepovers in the early 2000s was crucial.

During this odd, pre-teen phase, you may have experienced a lot of emphasis placed on the way you looked. This included how you dressed, styled your hair, and whether or not you wore makeup. If you belonged to an early ‘00s subculture — for instance, if you were an emo kid — there was still no reprise from obsessing over how you appeared. Trendy clothes and styles to wear existed no matter what subculture you belonged to.

So when it came to sleepovers, you had to make sure you were rocking some cool threads. You’d likely arrive to the host’s house in casual attire and then you’d all change into your PJs shortly after the last guest arrived. If you were still rocking Disney pajamas over the age of 11, you were seen as childish, which is totally hilarious now. Millennials aren’t afraid to show the world their love for Disney movies circa 2016, after all.

If you wanted to navigate those crazy, pre-pubescent times, you needed to make sure you were wearing at least one of the following at a sleepover, in order to be one of the cool kids.

1. Paul Frank PJs

Vintage Paul Frank 'Rollin' With Tha Homies' Pajama Top Spicoli Hamster, Approx. $36, eBay

Paul Frank was super cool in the '00s and it hit a wide variety of subcultures. Emo kids, surfer kids, and mainstream kids all wore Paul Frank pieces and it was something we all had in common. Paul Frank pajamas were a way to wear cute animal print jammies without looking babyish.

2. Blue Mascara

Natural Mascara — Blue, $18, Etsy

Although you probably didn't wear blue mascara every day — your school may have had a strict dress code — you jumped at the chance to wear your favorite makeup. Your parents would look at you bewildered as they dropped you off at your BFF's house.

You'd be sitting pretty in the back seat wearing your coolest threads, a flawless hairdo, and a full face of makeup including blue mascara. It still baffles them to this day why you used to attend sleepovers looking so dolled up, especially considering you and your friends did each other's hair and makeup all night anyway.

3. Your Older Sibling's Oversized Tee

The Osbourne Family Vintage T-Shirt, $12, Etsy

If you had an older brother or sister, you might have sneaked into their room and grabbed one of their awesome T-shirts off the floor to wear to a sleepover. The designs were of rad bands your friendship group had never heard of, or tees making a nod to movies you weren't allowed to watch yet. Either way, your buddies thought you were beyond cool when you turned up to a '00s sleepover in an older sibling's tee.

4. A Fancy Robe

Kevin Winter/Getty Images Entertainment/Getty Images

The ultimate item to wear to an early '00s sleepover was a fancy robe. You'd get extra cool points if your robe looked remotely like the ones from Christina Aguilera, Pink, Mya, and Lil' Kim's "Lady Marmalade" performance at the 2002 Grammys. We felt like little women watching the PG-13 Moulin Rouge! and if you wore a silky or embellished robe, you were the epitome of cool. You might have even been the leader of your girl gang.

5. An Eye Mask

Sleepy Eyes Sleep Mask, $10, Claires

You wore an eye mask to feign maturity, because you'd seen your mom wear hers at a spa that one time. You pretended to fall asleep in it and when everyone else was snoozing, you whipped it off. Who the hell actually sleeps in an eye mask?

6. Clip-In Colorful Extensions

Electric Lizard 18" Clip-In Hair Extension, $5, Hot Topic

All of the trendiest celebs were rocking streaks of unnatural, rainbow colors in their tresses. So the only way to emulate them without your parents grounding you was to opt for clip-in extensions instead.

7. Your "Best" Bra

Vintage Victoria's Secret Kisses Second Skin Satin Padded Bra 34A, $17, eBay

Sleepovers were one of the only times when your friends may have caught a glimpse of you in your underwear. It makes me cringe when I remember my tween self, trying desperately to look grown-up among my well-endowed friends. Thus, I had to resort to underwired bras with a whole lot of padding to make me feel like I fit in. Wasn't adolescence a blast?

8. An Ankle Bracelet

Celestial Charms Anklet, $9, Claires

Ankle bracelets served as a whimsical memento from your family vacation and gave your look a laid-back vibe. You appeared way more approachable when rocking one of these babies.

9. Fake Tan

Kevin Winter/Getty Images Entertainment/Getty Images

If you're someone who has naturally pale skin, chances are you lathered on fake tan like there was no tomorrow in the '00s. You didn't want to feel left out when your friends were showing off their sun-kissed vacation skin, so you borrowed some of your older sister's roll-on lotion.

That said, you might have left a little orange surprise for your friend's mom on the bedding you slept on.

10. Palmer's Cocoa Butter

Palmer's Cocoa Butter Formula Lotion — 8.5 Oz, $6, Amazon

You likely pinched a blob of this out of the bathroom cupboard and used it on your legs after secretly shaving them. Your friends who weren't allowed to shave would be so jealous of your silky smooth pins and your delicious, coconutty aroma.

11. Crimped Hair

Crimped hair was everywhere in the '90s and early '00s. Some of our fave pop culture princesses with crimped hair were Christina Aguilera and queen Lizzie McGuire. You might not have gone for a full crimped 'do, considering you'd be sleeping on it, but a few crimps would definitely make you look super trendy.

You'd soon forget about your appearance and fall asleep with your makeup on and a tummy full of candy and soda, all while Bring It On played in the background.

Images: Phoebe Waller (1); Stan Rogow Productions, Disney Channel Original Productions (1); Courtesy Brands (8)