40 Of The Most Awkward And Embarrassing Childhood Pics

Published 4 months ago

When we look back on our teenage years, we all have memories that make us cringe. Whether it’s a rebellious teen phase, questionable fashion choices, or a hairstyle we’d rather forget, there are a myriad moments we wish we could undo.

But instead of hiding these moments away, the subreddit ‘Blunder Years’ invites people to share their most embarrassing childhood photos with pride. Transforming old regrets into shared laughs that everyone can enjoy, scroll below to enjoy these particularly hilarious throwbacks in the gallery below.

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#1 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

#2 My Parents Kindly Supported My Peak Edgelord Phase :)

Image source: SpacePenguin69

#3 Had A “Photoshoot” With My Mom And Thought That Being “The Weird Kid” Made Me Cool And Mysterious. Good Thing I Dont Live In The States Cause I Had Some Serious School Shooter Vibes ;)

Image source: Dinkelburger123

#4 Tried To Smile, Channeled Jim Carrey Instead. Allllllllrighty Then

Image source: 8bitcity

#5 I Thought I Was The Coolest Cat There Ever Was

Image source: fromsky610

#6 Give Me The Sassy Grandma Look

Image source: dumbolddoor

#7 One Of My Best Friends And I In Early 2012. We Were 8, And Had Our Own Band

Image source: PiggyGamesALot

#8 Me In The 80s. Sadly, The Coolest I Ever Looked

Image source: JohnnyPolite

#9 My Friend’s Baby Pictures Look Like Mrs. Doubtfire

Image source: elpintogrande

#10 1996, Olan Mills Calls My Roommate Offering A Free Family Sitting. His Family Lived Two States Away, So We Went In To Mess With Them. I’m The Guy On The Right

Image source: reddit.com

#11 For My 2nd Grade Photo I Vouched For The Satan’s-Child-Lawyer Look

Image source: 17UglyBoobies

#12 I Was Evidently The Reference Model For The Kid From Up! ~ Circa 1985

Image source: charliethegeek

#13 I Had Embraced My Nerdy Outcast Status And Went To School Like This, Sadly The Trench Coat Was Soon Banned After ’99

Image source: WhacksOnAnonOff

#14 When Someone Asks How Your Life Is Going…

Image source: laureli48

#15 In 5th Grade I Was Worried I Would Blink And Mess Up My Year Book Photo

Image source: wholebunchofbees

#16 Family Photo. What A Mood

Image source: puffsaddy

#17 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

#18 Anytime My Wife Sees This She Burst Out Laughing… I Thought I Looked Cool

Image source: Meowimpersian

#19 Late 70’s. No Idea What I Was Thinking. Made The Suit Myself

Image source: xxSpeedsterxx

#20 My Mother Said I Would Regret This Photo… No Regrets Mom! Circa 2002

Image source: Made_lion

#21 After Explaining What R/Blunderyears Is All About, A Friend Of Mine Gave Me Permission To Post This Gem. Circa Early-90s

Image source: Sgt_Pepsi

#22 Setting Trends At About 10 Years Old, Rural England!

Image source: seafog

#23 My Poor Parents…being Nice To Me Back In 1987 During My Billy Idol Skateboarding Phase

Image source: MrArms69

#24 6th Grade Going On 60

Image source: RICHB0YWINST0N

#25 My Parents Weren’t Surprised When I Came Out

Image source: BoxBopChallenge

#26 Glamour Shot Blunder (7 Years Old)

Image source: denovosibi

#27 Just A Girl On A Spring Communist Demonstration In Lviv, Ukraine, 1968

Image source: xerurg

#28 My Sisters And I Wanted Those Glamour Photos From The 90s, But We Were Too Young So Mum Had Us Do A Homemade One Instead

Image source: emmattack

#29 In Honor Of My Husband’s 37th Birthday, I Present To You His Senior Prom Photo From 2000

Image source: Loocylooo

#30 When You Look Over 40 But You’re Actually 12

Image source: ThatSquareChick

#31 2006 Senior Picture

Image source: Super_Rosie

#32 ‘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

#33 I Looked Like A Middle Aged Man When I Was A Child

Image source: Strid3r21

#34 Me In 1998 And My Wife In 2000

Image source: camiam85

#35 Ten Years And One Transition Later: Some Things Never Change

Image source: reddit.com

#36 When It’s Your First Day Of Kindergarten And Also Your First Day As Head Of The Pta

Image source: DragonfireEsq

#37 This Surpasses Even The Fivehead

Image source: proffllama

#38 2006 And I Was 17. The Cure Was My Life

Image source: Hollybums

#39 I Give You One 15 Yo Goth With Her Eyebrows Shaved Off. My Step Dad Nicknamed Me “Sunshine” ?

Image source: m4RLA5INGER

#40 That Time I Went To My High School Prom And Looked Like A 45 Year Old Woman

Image source: Clairdassian

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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awkward, Blunder years, childhood, embarrassing, uncomfortable
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