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Article created by: Ieva Pečiulytė

We all have those memories from our past that make us cringe—whether it’s a rebellious teenage phase, a questionable fashion choice, or a hairstyle we’d rather forget.

But instead of pushing them to the back of our minds, the subreddit ‘Blunder Years’ encourages people to share their most embarrassing childhood photos with pride, turning old regrets into moments we can all enjoy together.

At Bored Panda, we love celebrating these nostalgic missteps, so we’ve compiled the best ‘Blunder Years’ photos of all time from those we’ve featured before. Keep scrolling to see them all, and don’t miss our conversation with clinical psychologist Dr Charlotte Russell, who explains how awkward situations can shape our identities.

This post may include affiliate links.

#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

Teen boy in a worn tuxedo photo with white glove posing awkwardly in a cringy childhood photo memory.

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    #2

    My Friend's Baby Pictures Look Like Mrs. Doubtfire

    Toddler wearing large glasses and a vintage dress posing for a cringy childhood photo with a shy smile against a studio backdrop.

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    #3

    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

    Teenager in cringy childhood photo wearing Slipknot top, fishnet sleeves, skirt, and tights in a simple room.

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    #4

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

    Young boy standing by a river with canoes, a cringy childhood photo capturing a nostalgic outdoor moment.

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    #5

    My Parents Weren’t Surprised When I Came Out

    Young boy in a colorful shirt sitting on a bench with a painted rainbow backdrop in cringy childhood photo style.

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    #6

    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

    Two individuals with spiked hair and gothic makeup posing for a cringy childhood photo studio portrait.

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    #7

    Anytime My Wife Sees This She Burst Out Laughing... I Thought I Looked Cool

    Young child in a white karate uniform and headband striking a pose outside in a neighborhood setting cringy childhood photo.

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    #8

    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 ;)

    Teen boy wearing a long black coat and graphic t-shirt outdoors, a cringy childhood photo with alternative fashion style.

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    #9

    Me In 1998 And My Wife In 2000

    Cringy childhood photos showing two similar portraits of a boy with curtain bangs wearing a yellow shirt.

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    #10

    Glamour Shot Blunder (7 Years Old)

    Child posing in a colorful, sequined outfit with a cringy childhood photo vibe and styled hair and makeup.

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    #11

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

    Young girl with glasses and balloons looking serious at a crowded outdoor event, vintage cringy childhood photo.

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    #12

    My Mother Said I Would Regret This Photo... No Regrets Mom! Circa 2002

    Child smiling with cringy childhood hairstyle and necklace wearing colorful striped shirt in a studio portrait.

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    #13

    Ten Years And One Transition Later: Some Things Never Change

    Side-by-side cringy childhood photos of a boy and woman holding Super Mario Galaxy game cases, smiling awkwardly.

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    #14

    Tried To Smile, Channeled Jim Carrey Instead. Allllllllrighty Then

    Young girl in denim dress posing awkwardly in garden of red and pink flowers, a classic cringy childhood photo moment.

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    #15

    Late 70's. No Idea What I Was Thinking. Made The Suit Myself

    Teen boy in a white embellished jumpsuit striking a pose, one of the cringy childhood photos from the collection.

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    #16

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

    Young girl with curly hair and missing front teeth wearing pearl earrings and a spotted collar in a cringy childhood photo.

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    #17

    For My 2nd Grade Photo I Vouched For The Satan's-Child-Lawyer Look

    Young boy with spiked hair styled into horns wearing glasses and a suit in a cringy childhood photo.

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    #18

    I Thought I Was The Coolest Cat There Ever Was

    Young boy in a dinosaur-themed vest and tie posing for a cringy childhood photo with a rainbow backdrop.

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    #19

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

    Man in a pinstripe suit and fedora sitting in a vintage car holding a drink and a stick in a cringy childhood photo.

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    #20

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

    Young boy in a trench coat holding a briefcase and newspaper outdoors in a cringy childhood photo moment.

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    #21

    When Someone Asks How Your Life Is Going…

    Young girl making a funny face while posing with a white barn owl in a cringy childhood photo.

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    #22

    When You Look Over 40 But You're Actually 12

    Portrait of a young woman with styled hair and earrings posing with peacock feathers in a cringy childhood photo.

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    #23

    2006 And I Was 17. The Cure Was My Life

    Black and white photo of a child with a punk hairstyle holding a white cat, a cringy childhood photo moment.

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    #24

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

    Child in a floral dress and glasses holding a lace parasol, posing for a cringy childhood photo.

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    #25

    Give Me The Sassy Grandma Look

    Child with curly blonde hair wearing a blue sequined jacket posing for a cringy childhood photo portrait.

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    #26

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

    Cringy childhood photo of a young girl in a blue shirt with an awkward expression and a vintage school portrait background.

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    #27

    This Surpasses Even The Fivehead

    Cringy childhood photo of a boy with a bowl haircut smiling in a vintage framed portrait.

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    #28

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

    Black and white childhood photo of a girl with spiked hair and dark makeup, a cringy childhood photo example.

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    #29

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

    Two kids posing seriously outside, wearing dark clothes and sunglasses, part of cringy childhood photos collection.

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    #30

    Setting Trends At About 10 Years Old, Rural England!

    Child wearing mismatched socks and colorful 90s outfit standing outdoors in a cringy childhood photo.

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    #31

    My Poor Parents...being Nice To Me Back In 1987 During My Billy Idol Skateboarding Phase

    Teen dressed in edgy 80s punk style posing with smiling parents in a cringy childhood photo outdoors.

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    #32

    2006 Senior Picture

    Young person in a formal suit with cringy childhood hairstyle featuring braids and pigtails in a vintage portrait photo.

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    #33

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

    Woman wearing glasses and a sparkly shawl smiling in two cringy childhood photos from a retro party setting.

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    #34

    Family Photo. What A Mood

    Family portrait featuring cringy childhood photo style with awkward poses and outdated 90s fashion trends.

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    #35

    6th Grade Going On 60

    Cringy childhood photo of a person with large glasses and curly hair wearing a patterned top, smiling at the camera.

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    #36

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

    Young boy in denim jacket and acid-wash jeans posing confidently by a fireplace in a cringy childhood photo.

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    #37

    ‘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

    Child in a homemade cat costume with face paint crouching on wooden porch, a classic cringy childhood photo moment.

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    #38

    Sometime Between 05 And 07, I Remember I Got To Choose The Background And Which Weapon I Posed With

    Child in blue karate uniform with green belt holding a sword in front of a large tiger backdrop cringy childhood photo.

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    #39

    The Blunder Brothers, Circa 1994. I'm In Purple

    Three kids in colorful and oversized outfits posing with backpacks on a front porch in a cringy childhood photo.

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    #40

    1993 Senior Pic, I Wore Those Boots To Hs The Entire Year. Iowa Winter And All

    Teenager in cringy childhood photo wearing tall fringe boots and glasses, leaning against a tree near a lake in autumn.

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    #41

    I Swear It's Not Square Anymore

    Cringy childhood photo of a baby boy wearing a colorful sweater, lying on a patterned surface and smiling.

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    #42

    My Mum Commissioned Someone To Make These Outfits For A Family Wedding. We’re Boys Btw

    Two young children in matching cringy childhood outfits standing indoors with uncomfortable expressions.

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    #43

    Me And Friends Before A Disturbed Concert In 2006. We're So Cool Posing In Front Of Mom And The Van. 😈

    Group of teenagers dressed in alternative style posing outside near vehicles in a cringy childhood photo from the early 2000s.

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    #44

    In 2004 I Won A Contest To Dj At My Very Small Hometown’s Easy-Listening Radio Station. I Proceeded To Play An Hour Of Evanescence Deep Cuts And Ruined Everyone’s Morning Commute

    Young girl and man in a recording studio surrounded by vintage audio equipment in a cringy childhood photo.

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    #45

    My Husband (Right) And His Brother (Left). Prom 2006

    Two young men in retro suits standing by a vintage red car in a cringy childhood photo moment.

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    #46

    Me, Circa 1991. My Mom Let Me Get The Laser Background. I Am So Proud Of This Pic!

    Young boy in oversized glasses and a blue turtleneck posing for a cringy childhood photo with retro laser background.





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