93 Pics From People’s “Regrettable Past” That They Can’t Help But Cringe At Now (New Pics)

93 Pics From People’s “Regrettable Past” That They Can’t Help But Cringe At Now (New Pics)

It’s practically a rite of passage to have at least one chapter of your life where you looked a little cringe.

And while those awkward years happen to almost everyone, most of us keep the photographic evidence locked away. The bad haircuts, the odd fashion choices—buried deep. But maybe they deserve a little more appreciation. After all, they’re the building blocks of personality and a great sense of humor.

On the subreddit “Blunder Years,” people embrace that philosophy, proudly posting their regrettable old photos for the world to see. Keep scrolling for the glorious proof and please, feel free to share your own.

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#3

My Sister Asked Me To Post This For Her. She Asked The Babysitter To Make Her Look Like Ernie. She Loved Ernie

Child with clown face paint holding a colorful Ernie doll, a cringe-worthy moment from people’s regrettable past photos.

killamcleods Report

#12

Revived My ‘Dead’ 2008 MacBook And Found A Treasure Trove Of Cringe, Nostalgia, And A Photo Of Me Holding My First Daughter For The First Time

Collage of regrettable past pics showing a man with long hair and a baby in various candid moments.

enbeay Report

#21

I Was Obsessed With Honey Bunches Of Oats When I Was 12, So I Edited My Face Onto Each Almond On The Box Using The Family Wii

Person’s face edited into a cereal box and cereal pieces in bowl with the same face, a funny regrettable past cringe photo.

clarajane24 Report

#31

I See Your Viral Youtube Video And Raise You: Almost 1m Views On Middle School Pokemon Video, We Thought We Were Rockstars

Teenagers playing guitars and singing in a dimly lit room, a relatable scene from a regrettable past photo.

dirtybirdpodcast Report

#35

(2012) I Was So Happy That My Mum Allowed Me To Do This Ugly Ass Haircut And Considered My Style Very Cool And Unique. And Yes, A Huge Mcr Fan, Of Course

Teen wearing a My Chemical Romance shirt sitting cross-legged on grass in a casual pose from their regrettable past.

Puravidiot Report

#37

Me At 15. On The Burner Phone I Bought To Talk To My Boyfriend On After My Mom Took My Phone Away. Pierced My Lips Myself

Young woman with blonde hair and sunglasses lying on a pink chair, showcasing a regrettable past photo moment outdoors.

Jumped out Report

#43

Me In 2016. I Was Melanie Martinez’s Biggest Fan, I Wore Blue Lipstick And Crybaby Merch To School Every Single Day; Especially For Picture Day

Portrait of a young woman with blue lipstick, a bow in her hair, and a crybaby shirt reflecting a regrettable past cringe moment.

_Mikuko Report

#46

Me Seconds After Throwing One Of The Worst Hissy Fits I Can Remember Because My Parents Would Not Allow Me To Pose With My Bootleg Pikachu Doll At A Funeral In 2006

Child holding a Pikachu toy in vintage outfit among adults, part of people's regrettable past cringe-worthy pics collection.

Mynameaintjonas Report

#59

I Took So Many Selfies. I Posted Them On A Separate Facebook So My Brothers Wouldn’t Bug Me About How Cringe They Were. I Now Agree With Them

Two side-by-side selfies of a young man wearing a beanie, sitting on the floor, part of regrettable past cringe pics.

Zephyrus_Phaedra Report

#63

Met The Hand Model From The Og Twilight Book Cover. Team Edward? No. Team Jacob? Meh. We’re Team Hand Model Over Here, Baby

Two women holding apples, smiling at night outdoors, a nostalgic moment capturing people’s regrettable past photos.

whoreforchalupas Report

#65

I Really Thought It Was Ok To Have A Full Head Of Dreads As A 16 Year Old White Girl, I’m So Glad Those Days Are Over And My Hairs Grown Out

Young woman with long dreadlocks wearing a purple shirt in a messy room, part of regrettable past cringe pics collection.

IndependenceLive7949 Report

#66

Skrillex Had Just Blown Up, And I Told A Girl I Had A Big Crush On That I’d Shave Half My Head For The Last Day Of Middle School For Her (2012)

Close-up selfie of a young person with an awkward hairstyle, representing a regrettable past photo from people's cringe-worthy moments.

Beaaaawy Report

#71

My Friend And I Were Never Invited To Parties And We Didn’t Drink. So We Took These Photos And Posted Them To Facebook To Look Like We Did 😂

Two young women playfully having a pillow fight on a bed, capturing a funny moment from their regrettable past.

Complete_Mine5530 Report

#78

My Dad And I Pokémon Go Hunting In 2016. I Was 14 In This Picture And Looked Like A 50 Year Old Divorced Female Alcoholic

Man in winter hat using phone and young woman in beige jacket on street, a relatable regretful past moment captured in photo.

Madmagazines Report

#84

Family Vacation To Disney World. Wore This Fedora / Vest Combo Everyday For The Week. The Concierge Said He Didn’t Trust Me

Young man wearing a green t-shirt, black vest, and fedora, captured in a memorable cringe-worthy regrettable past photo.

yoyomaisapunk Report

#91

My First Kesha Concert 15 Years Ago Wearing A Walmart Fedora And “I Love My BFF” Bracelet 😭 And The Most Awkward Poses…to My 10th Show Today

Young woman posing with playful growl in black outfit outdoors, capturing a moment from her regrettable past photos.

Complete_Mine5530 Report

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