40 Of The Most Awkward And Embarrassing Childhood Pics

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.

#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

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

#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 ;)

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

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

#6 Give Me The Sassy Grandma Look

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

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

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

#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

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

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

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

#14 When Someone Asks How Your Life Is Going…

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

#16 Family Photo. What A Mood

#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

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

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

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

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

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

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

#24 6th Grade Going On 60

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

#26 Glamour Shot Blunder (7 Years Old)

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

#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

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

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

#31 2006 Senior Picture

#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

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

#34 Me In 1998 And My Wife In 2000

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

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

#37 This Surpasses Even The Fivehead

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

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

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

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.