30 Trends That Millennials Can’t Believe They Once Thought Were “Cool”

Published 1 month ago

Remember those trends millennials were once crazy about? Looking back, some of them seem cringe-worthy or outdated now. From frosted tips to Beanie Babies-filled rooms, millennials have been sharing their nostalgic chuckles about the quirky fads they once embraced. It’s a fun journey down memory lane, revisiting the trends that once defined an era but now make us smile and shake our heads in amusement.

More info: Reddit

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#1 Jeans under dresses ?.

Image source: PhoenixDowntown, jdeeringdavis

#2 I know the young kids have hated on millennials for their skinny jeans but mf you should have SEEN how baggy the pants were in the late 90s/early 2000s.

Image source: BackThatThangUp, Erich Ferdinand

#3 Frosted boy band tips. I’m not proud.

Image source: neekogo, istolethetv

#4 Those plastic choker necklaces and chunky highlights.

Image source: Soggy_Willingness_65, cottonbro studio

#5 Posting albums with hundreds of photos on Facebook. Here’s every millisecond of the past weekend everyone! Enjoy!

Image source: little_canuck, Marcus Quigmire

#6 Getting my belly button pierced ?‍♀️ my mom was right that the hole never goes away.

Image source: Live_Alarm_8052, Giorgio Montersino

#7 The trucker hats that Ashton Kutcher made famous.

Image source: CherishAlways, Joshua Dickens

#8 Jeans so long the bottoms were just tatters. Was a weird matter of pride how destroyed your pants were.

Image source: arcanepsyche, Kari Nesler

ButImNot_Bitter_ replied:
And god forbid it was slightly damp outside. You were soaked up to your knees.

#9 Two polos…with both collars popped. I’m ashamed. ??‍♂️.

Image source: bulitproofwest, Rick

#10 For me, it’s *I can has cheeseburger* way of talking.

Image source: PrincessAintPeachy

#11 Lace-up low-rise pants. There is a picture of 16-year-old me wearing jeans with an orange lace-up fly that I modified myself, and it is terrible. I thought I was so cute ugh.

Image source: Cross_Stitch_Witch, rossella412

#12 The long sleeve shirt under the short sleeve shirt look ?.

Image source: Majestic_Ideal_2478, Warner Bros

#13 The body glitter fad.

Image source: Eis_ber, m01229

#14 Whale tail: where your thong was visible above the waistband of your low-rise jeans.

Image source: ButImNot_Bitter_, silentfuzions

#15 JNCO jeans. My largest pair had a 69 inch wide leg. I won an award for having the largest pant legs ever.

Image source: Killerisamom920, 7Daddies

#16 Facebook statuses being song lyrics about your mood. Basically we went from moody away messages, moody MySpace post, to moody Facebook post.

Image source: SeeSpotRunt, Kelly Schott

#17 Weird pointless asymmetry being the only cool way to wear anything. Wearing your backpack on one shoulder only instead of both because that’s for nerds (my poor back!). Wearing your belt with the buckle waaay off to the side. Side bangs. Side ponytails. Baseball cap backwards and off-center.

Image source: Wise-Strength-3289

#18 Sweat bands on the wrist, the chain wallet, and safety pins everywhere.

Image source: TWEAK61, dualdflipflop

#19 I planked at the summit of Mt kilimanjaro in 2011 when it was cool. Unfortunately it’s the only photo of me at the summit.

Image source: CobaltBlue389, m01229

#20 I remember when bib overalls were fashionable but you were lame if you actually fastened both straps. I remember my grandma calling it hillbilly air conditioning.

Image source: martinsj82, tubedogg

#21 TYpiNg lyke DiS. What was I thinking? Thank goodness there’s no records of my communications from high school.

Image source: SlimShadowBoo, Uncle Saiful

#22 Clear, neon colored furniture. I either ordered mine from the Delia’s catalog, or bought it at Spencer’s, in the mall. I’d buy a chair, blow it up, it would last 2 weeks, and I’d be out there buying another one.

The “Big Blowup Chair” industry had me by the throat.

Lingerie as a shirt. TY Paris Hilton
Mini denim skirt, leggings, and ballet flats.

Image source: PatMenotaur

#23 Sun-in.


My gateway drug to being blonde. But also made me think my untoned, box bleached hair later in college looked good bc i was used to the orange from sun in.


I can smell this comment.

Image source: smooshee99

#24 Puka shell necklaces or spiky hair probably.

Image source: Jscott1986, Mark

#25 I have a tribal tramp stamp and waxed my eyebrows so thin they’ve never been the same. Good times.

Image source: MorganLeGay7274, Letterman

#26 Those shiny button down shirts in bright colors like lime green that everyone wore for a while. Frosted tips. Those bowling shirts with flames on them. There was a time when I was for all intents and purposes, Guy Fieri.

Image source: Gibson_was_Right, B-M-R

#27 Tribal tattoo.

Image source: MartialBob

#28 Gaucho pants and those wide circle belts ?.

Image source: Upset-Love-6346, amazon.com

#29 Skater aesthetic despite not being able to skateboard whatsoever ? I was obsessed with Blink-182 and pop punk and wore mostly brands like Hurley, Vans, Quicksilver and wanted my mom to buy my clothes from Pac Sun and Hot Topic. The “t-shirt over a long-sleeve shirt,” puka shell necklaces, and studded and seatbelt belts were frequent parts of my wardrobe. What I really wanted was a “skater” boyfriend. I lived in fear of being called a “poser.”.

Image source: Ok_Abrocoma_2805

#30 All the band buttons on my corduroy vans bag. I recently found it 20 years later and it’s such an artifact.

Image source: selectmyacctnameplz, Lorena Cupcake

Shanilou Perera

Shanilou has always loved reading and learning about the world we live in. While she enjoys fictional books and stories just as much, since childhood she was especially fascinated by encyclopaedias and strangely enough, self-help books. As a kid, she spent most of her time consuming as much knowledge as she could get her hands on and could always be found at the library. Now, she still enjoys finding out about all the amazing things that surround us in our day-to-day lives and is blessed to be able to write about them to share with the whole world as a profession.

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cringe, cringe worthy, millennials, outdated, trends
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