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

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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.

#1 My Dad And I Can’t Decide Who Blundered Worse

Image credits: janefishdip

#2 My 8th Grade Spring Picture

Image credits: loch-jess

#3 I Blame My Mom For This One

Image credits: Skin_Captain_Nasty

#4 When Your 15yo Swagger Says “Jolly Lesbian Aunt”

Image credits: spairoh

#5 Speaking Of Halloween Blunders

Image credits: millenniumlove

#6 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

Image credits: Mynameaintjonas

#7 Prom, 2019. “Date” (Just A Friend) Was Sick, So All I Brought Was This “Cool, Yet Mysterious” Aura

Image credits: AnimetheTsundereCat

#8 It Was 2007 And My Very First Car

Image credits: dreamdoggydream

#9 17 Year Old Me Dressing Up As Ciel From Black Butler For Senior Prom

Image credits: QueenAkemii

#10 Yes, Yes We Did Wear This To A High School Dance…

Image credits: ohlovely

#11 I Went As Neytiri For Halloween

Image credits: PaigeHart

#12 I Still Think I’m Avril Lavigne

Image credits: Addysonbae

#13 16 Year Old Me Lmao. I Ended Up Shaving That Half Mohawk Off In One Solid Piece. And Me Now!!

Image credits: skyevalentino

#14 With Permisson, My Partners School Photo 2002

Image credits: Jambohh

#15 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

Image credits: clarajane24

#16 I Swear To God, A Fellow Little Girl In Public Asked Her Mom If I Was A Rock Star In This Fit

Image credits: cellophanexray

#17 In 2004, I Was Madly In Love With My First Laptop – An Acer Travelmate—and The Feeling Was Mutual

Image credits: Salty_Primary9761

#18 I Peaked At 13 (2011)

Image credits: Miserable_Touch1171

#19 When I Thought I Was The Coolest Tween In The World For Carrying This Mini Goat Around Everywhere

Image credits: BriefSurround6842

#20 1996 I Sewed My Own Dog Vest And I Loved It So Much

Image credits: 781nnylasil

#21 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

Image credits: _mikuko

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

Image credits: killamcleods

#23 Around 2009 I Got Really Into Photoshopping Myself In Surreal Ways

Image credits: Green_Video_9831

#24 Midwest Emo, And I Only Let My Friends Cut My Hair

Image credits: duogmog

#25 Old Myspace Profile, My Name Was Annamosity

Image credits: ajaknna

#26 A Tiny Peak Into My Childhood Obsession With Michael Jackson (2009-2018)

Image credits: serenadesofsirens

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

Image credits: dirtybirdpodcast

#28 16 Year-Old Me Treating A Local Weatherman Like A Celebrity. Had To Rock My Homestuck Shirt And Self-Cut Hair

Image credits: kennybloggins69

#29 Dorm Room Pics, Sent To My Internet Girlfriend In 2003

Image credits: skamunism

#30 Church Youth Group Band Photo Circa 2007

Image credits: Bubifromtheblock

#31 Had A Rent Inspection The Next Day, Late 2000s

Image credits: jane_doe_john

#32 Found A Folder On My Grandparents Computer

Image credits: haylakess

#33 I Considered Myself A Great Fashionista

Image credits: ServiceFinal952

#34 Just A Third Grader In ‘93 Heading To A Long Day At The Office

Image credits: imlegear

#35 I Thought A Photo Shoot With Terrible Outfits And Anal Beads, Distastefully On Gravestones, Was Cute In Hs

Image credits: Dramatic-Opinion1403

#36 Our 2009 Photo Shoot In My Bedroom, Age 16

Image credits: laufree93

#37 Literally Begged My Mom To Buy Me This Shirt In A Delia’s In 2009

Image credits: buprestibae

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

Image credits: whoreforchalupas

#39 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

Image credits: IndependenceLive7949

#40 2012. 14 Year Old Me Thought This Was Really Good Photography

Image credits: abigolchickensammich

#41 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

Image credits: enbeay

#42 My Mom Dressed Me Up For An Event

Image credits: psychedelic_owl420

#43 2007. Remember Bathroom Selfies On A Camera?

Image credits: chloverleaf

#44 Soviet Child Preaches The Barbie Dream To The People

Image credits: Horror-Wallaby-4498

#45 (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

Image credits: puravidiot

#46 My Wife, Age 5

Image credits: SK477

#47 7 Year Old Me In 2011 During Ash Wednesday As Kobe Bryant…. In Black Face

Image credits: Papa_Smjordeig

#48 Circa 2006, My Grandma Paid For Us All To Go To NYC And This Is How I Repaid Her

Image credits: a4t2x0

#49 Me Discovering Photoshop In 2008 Was… Something Else

Image credits: gucci-milk

#50 Just Found This Sub. I Love This! Here’s Me 😂

Image credits: LJEffect

#51 I Didn’t Get The Memo

Image credits: Hefty-Orchid-666

#52 This Double Exposure Gem

Image credits: Chemical-Finger6452

#53 My Old Facebook Chats With My First GF (For 5 Days)

Image credits: Old-Reference-2647

#54 2005 Myspace Bathroom Mirror Selfie At Grandma’s House With A Samsung Flip Phone. 19 Years Old

Image credits: showMeYourYolos

#55 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

Image credits: Zephyrus_Phaedra

#56 My Wife And I In 2005, She Liked My Personality

Image credits: joeyc923

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

Image credits: yoyomaisapunk

#58 That One Time I Was Featured In The Local Newspaper😂

Image credits: Routine_Matter877

#59 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)

Image credits: Kiaaawey

#60 Bleached My Roots Just In Time For Picture Day

Image credits: Codename_Dutchess084

#61 My Wife And I, 14 Years Ago, In The Mall… Still Posted On Facebook

Image credits: Turbulent-Change7471

#62 This Was My Profile Picture In 2016 Because I Was Very Cool And It Was Important Everyone Knew That I Gave Zero Fucks

Image credits: -Living-Dead-Girl-

#63 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

Image credits: SaltishAgenda

#64 Went Through A Cats Phase When I Was 11 And Auditioned For Agt In Full Cat Drag 😭

Image credits: buprestibae

#65 To This Day I’m Still Not Photogenic

Image credits: Throfari

#66 What Was I Thinking At 15 Years Old

Image credits: SerFattyMcgee

#67 Retired Scene Kid Here. Honourable Mention To My Bed, And Drop Dead

Image credits: catxcakes

#68 My Favorite Photo Of My Wife As A Child, Circa 2003

Image credits: 7DuckFeathers

#69 This Is What “Rizz” Looked Like In The 90’s

Image credits: mrcx8d

#70 Me After I Discovered Photoshop In The Early 2010s

Image credits: dslryan

#71 It’s The Year 2000 And It’s My 16th Birthday

Image credits: Dstareternl

#72 Just Found This Sub, Inspired Me To Look Through My Old Fb Pics

Image credits: queef-stew

#73 Me And My Brothers Use To Love Giving An Unannounced ‘Show’ To Our Family

Image credits: Dougiewoolley

#74 I Was A Picnic Table

Image credits: abbybu

#75 Was Obsessed With Identifying As A ‘Tomboy’.. Pink Walls Were My Parents Choice

Image credits: kayls666

#76 My Childhood Best Friend And I Having A Fake Wedding In 2005

Image credits: Lady-of-Letters

#77 Circa 2008

Image credits: LilDragon2991

#78 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

Image credits: Complete_Mine5530

#79 I Was Told I Should Post Here, So Here’s The Glory That Is Me At 16

Image credits: __lolbruh

#80 Ask And You Shall Receive…my Entire Life Is A Kesha Phase (Don’t Miss Last Few Photos They’re More Recent 😉)

Image credits: Complete_Mine5530

#81 I Have Held On To This For Years Contemplating Posting Here…circa Year 2000

Image credits: seasonschange23

#82 Year 7 Picture Day (2009, Age 12). I Had Cut My Hair To Look Like Alice From Twilight. Close, But No Cigar

Image credits: sarahsnacksalot

#83 My Wife And I At 17 In Our Full Emo/Scene Era

Image credits: fanman5000

#84 My Mom Just Sent This To Me, And I Guess Now Everyone Else Has To See It Too…

Image credits: damnit__danni

#85 Senior Year, 2002

Image credits: her_cupcakes

#86 15 And Obsessed With Fight Club. Found The Cigarette On The Ground

Image credits: fr0xn

#87 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 😂

Image credits: Complete_Mine5530

#88 Got Into My Photobucket Today

Image credits: richj43

#89 What In The Under Shirt Was I Doing In High School. 2009-2012

Image credits: apex_tiger_ttv

#90 I Was In High School During The Bangerz Era…

Image credits: WiseBroccoli2

#91 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

Image credits: madmagazines

#92 My Dad Sent Me This Picture The Other Day. I Was 17

Image credits: hernkate

#93 2009- I Was 15 And Thought Noel Fielding Would See This And Fall In Love With Me

Image credits: MillieHasFreezerBurn

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