Blunder years could be described as a period in someone’s life when they thought they were different and edgy but in reality they were choosing terrible clothes and even worse haircuts.
There’s even a subreddit dedicated to it, appropriately called Blunder Years: pictures from a regrettable past. It invites people who just found their old photos not to delete them but to make amends with their former self and upload it on the Internet. And many do. Here are some of the cringiest posts the online community has to offer.
When you’re done scrolling through them, check out our earlier article about people posting their most embarrassing childhood photos.
#1 2008, Senior Friend Asked Me To Prom When I Was A Freshman. My Parents Didn’t Want Me To Go But Also Didn’t Want To Forbid Me, So They Didn’t Give Me Money For A Dress Thinking That Would Stop Us. We Made Both Of Our Outfits Entirely Out Of Duct Tape For Like $30
Image source: shiasurprize
#2 It Was “Opposite Day” At School In 2005, Most People Wore Black And White Or Something.. I Decide To Dress As A Girl.. I Lived In A Small Town In Idaho. It Didn’t Go Over Well
Image source: awashbu12
#3 I Don’t Know If I’m More Embarrassed By How Many Hours It Took Teen Me To Make This, Or That I Actually Tagged My Crush When I Posted It
Image source: eehttofu
#4 Got Dumped A Week Before Prom, But My Mom Insisted I Go Take The Pictures She Paid For, So I Made A Sock Puppet To Bring As My Date. I Regret Nothing
Image source: Reverend_Deek_Lovin
#5 My Mom Dressed Me Like This So I Was Easy To Spot When She Picked Me Up…
Image source: pluckems
#6 My Mom Told Me Not To Blink During My 2nd Grade Class Picture
Image source: ntaylor7746
#7 My Siblings And I Were Forced Into A ‘Pet Look Alike’ Competition. It Still Haunts Us
Image source: Innerbooty
#8 My Dad Always Thought This Haircut Looked Incredible On Me. My Mom Thought The Shirt Was Incredible. Looking Back At 2nd Grade Me Is Incredible. I’m A Female
Image source: kikiglitz
#9 In Honor Of My Husband’s 37th Birthday, I Present To You His Senior Prom Photo From 2000
Image source: Loocylooo
#10 Tried To Smile, Channeled Jim Carrey Instead. Allllllllrighty Then
Image source: 8b**city
#11 My Mother Said I Would Regret This Photo… No Regrets Mom! Circa 2002
Image source: Made_lion
#12 10m, And Looking Like A Middle Age Mom Who’s Deciding To Grace You With A Smile, While Still Judging You Just A Little
Image source: otusasio451
#13 ‘How Did You Know I Was Gay?’ Said The Posing Seven Year Old Boy In Make Up, A Perm, And Black Sequinned Jellicle Cats Dance Costume
Image source: DefinitelyNotADeer
#14 It’s Amazing What Growing A Beard, Growing Up, Changing Your Style And Leaving A Cult Can Do For You! (2011 vs. 2020)
Image source: excusetheblood
#15 My Boyfriend’s 10th Grade Picture Is Pure Rebellion. According To Him, His Mom Cried When She Received The Pictures Back
Image source: imgur.com
#16 Had A “Photoshoot” With My Mom And Thought That Being “The Weird Kid” Made Me Cool And Mysterious
Image source: Dinkelburger123
#17 Ten Years And One Transition Later: Some Things Never Change
Image source: reddit.com
#18 My Family Looking Like An Ll Bean Catalog Submission, And Then There’s 15 Year Old Me
Image source: Floridaasf**k
#19 Found My High School ID This Morning
Image source: dial6664satan
#20 My All-Time Favorite Picture Of My Husband. He Was 20 In This Picture. Posting With His Reluctant Permission
Image source: geekoutfreakout69420
#21 Husband? Dead. Emotion? Devastated. Insurance Money? Cashed. Eyebrows? Don’t Need Them
Image source: Dracoco
#22 12 Years Ago. Teenage Pregnancy. Our First Family Photo
Image source: enbeay
#23 School Photo Looking Like 60-Year Old Librarian With My Cardigan, Turtleneck And Thick Glasses Date And Age Unknown
Image source: Al_E77
#24 My Mother Found This Photo Of My Church Friend (Ryan Gosling) And I. We Had Some Awful 90s Hairs Cuts
Image source: Talisintiel
#25 When I Was 14 I Was Dating A Girl From Another High School. I Decided To Surprise Her On Her Birthday By Dressing Up As A Clown And Busting Into Her Classroom Singing “Happy Birthday”. She Was Mortified! When The Dust Settled She Thankfully Realized The Thoughtfulness That Went Into The Gesture
Image source: 1doublezero
#26 8th Grade Me Thought I Was The [Coolest], Went Like This To A Christian Concert Event
Image source: mastermoto7321
#27 I Was That Girl
Image source: Gotholotls
#28 In High School I Went Through A Belt Phase. For Some Reason, I Thought The More Belts I Had On, The Cooler I Looked. I Later Discovered… That Was A Lie
Image source: JustSherlock
#29 They Seem To Bring A Smile To Your Face. Hope This Makes Your Day A Little Better. I Present, Me As A Kid
Image source: zwaymire
#30 Me At 17(2010) Living It Up In Vegas
Image source: pelirojo67
#31 Me, On My 8th Birthday, Getting The DS I Raved About
Image source: reddit.com
#32 Growing Up In Detroit When Eminem Came Out Yeaaaaaah…
Image source: mike70wu
#33 14 Year Old Me Photoshopping Out My Dad For Britney Spears. This Is Just So Toxic
Image source: heymanmaniac
#34 Me At Age 15, Channeling My Inner 30something Business Woman
Image source: treslilbirds
#35 Dwight Schrute Glasses? Check. Braces? Check. Turtle And Cat As Only Friends? Check. Braided Rat Tail With Beads? Zoom In…
Image source: Pizzarazzi
#36 As Most People Thought My Fiancé Last Photo Was Not A Blunder, I Present To You Her College Library Card – 2003
Image source: Jambohh
#37 I Was In An Early 2000’s Transitional Phase Between Awkward And Total Embarrassment
Image source: PigSlug
#38 Well I’m 34 Now. Still Into Model Rockets Though
Image source: MiniDriver
#39 I’m Glad My Looks Didn’t Peak At Age 13. (Not A Costume. God Help Me, I Really Dressed Like That)
Image source: vrnkafurgis
#40 My Childhood Was Destined To Be A Rough One…
Image source: ThunderousDong
#41 Hawaii Wasn’t Ready For My Ice Cold Sister And I In 2003
Image source: mrspetie
#42 Freshman College, ‘94: Control Yourselves, Ladies
Image source: Warshok
#43 Mom Found This Recently, Me At 18, My Reaction When She Showed Me Was “God Damn What Is That Creature”
Image source: stemid85
#44 2002, Age 14. I Have No Idea What I Was Rebelling Against But I Was Going At It Hard
Image source: Dishyphus
#45 My Outfit During A Snowfall In May 2004
Image source: Articado
#46 My Junior Year Yearbook Picture
Image source: gamerskaterchef
#47 Sophomore Year Of High School, I Would Show Up Like This And Hang Out Behind The Library With My Little Edgy Kids Group
Image source: ChaloPerea98
#48 My Parents On Their Second Date!
Image source: majestyyy_
#49 I Was A Cute Little Girl, Except For The Fact That I’m A Guy
Image source: Frendian
#50 Every Time My Friend Moves, She Rediscovers This Gem From Middle School
Image source: Jaylee9000
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