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Going through old pictures usually brings back all sorts of memories. That means both the beautiful times you feel sentimental about and the top-tier cringe-worthy moments. And even though the latter might make you want to disappear into thin air (or close the photo album, at least), looking back at your young self can often be very amusing as well.

Some of the finest examples that can make you laugh and cry simultaneously can be found on the ‘Blunder Years’ subreddit. Dedicated to, in their exact words, “pictures from a regrettable past”, it covers all sorts of disasters, from questionable hairstyle choices (let me remind you, a side fringe bang covering half of your face was a thing back in the day) to the epitomes of “cool” outfits. Today, we invite you to make yourself comfortable and embark on a journey through time, guided by the beautiful messes in these pictures.

#1

1987, We Loved The Cure, 7seconds, The Decedents, The Smiths, Etc. We Taped 120 Minutes Off Mtv Every Sunday Night From Midnight - 2 Am. I'm On The Far Left. Can Believe We Weren't Blind In One Eye After All The Years With The Lopsided Haircuts

1987, We Loved The Cure, 7seconds, The Decedents, The Smiths, Etc. We Taped 120 Minutes Off Mtv Every Sunday Night From Midnight - 2 Am. I'm On The Far Left. Can Believe We Weren't Blind In One Eye After All The Years With The Lopsided Haircuts

Acctgrrl Report

The teenage years are an exceptional period in most young people’s lives, no matter the generation. They are often accompanied by acts of rebellion, experiments with your looks, and all sorts of exciting experiences. That is why documenting them is a must—it allows you to look back on them years later and, well, let’s be honest, have a good laugh most of the time.

This type of content is what makes the ‘Blunder Years’ subreddit great. Its description encourages people to share their “dusty treasures with the world”, and they sure do, which is why there are already 853k members in the community.

#2

My Mom Wouldn’t Allow Me To Wear This 80s Era Spider-Man Undershirt For Picture Day, But I Snuck It Under My Clothes Anyway

My Mom Wouldn’t Allow Me To Wear This 80s Era Spider-Man Undershirt For Picture Day, But I Snuck It Under My Clothes Anyway

Tack-One Report

#3

2003. I Smiled Like This In Every Picture Because I Thought It Looked "Natural." I Swere I've Never Harmed Any Animals

2003. I Smiled Like This In Every Picture Because I Thought It Looked "Natural." I Swere I've Never Harmed Any Animals

NSMetroid Report

Back in the day—during the film camera era, for instance—taking pictures was more difficult than snapping a quick selfie nowadays. That might be one of the reasons current teenagers will have plenty to look back on in the future. Nowadays, young adults have roughly 10 million photos compiled on their smartphones collectively.

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The good old selfie is likely to be one of the most recurring types of photographs in the future. Statistics reveal that nearly 56% of young people (18-to-24-year-olds, to be exact) take up to four such self-portraits a day; 9% of them take eight or more. 

#4

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

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

shortlegs99 Report

#5

My Nickname Was "Ronald" In School

My Nickname Was "Ronald" In School

DannyDublin1975 Report

At one point taking a selfie was nearly impossible without doing the so-called duck face. Even though its golden years seem to be long gone, it was a popular trend once, and teenagers can be quite susceptible to pop culture or similar influences. For example, they might start to dress or behave in a way that people in mass media do, that’s supposed to be representative of teenagers.

#6

It Was The 80s. I Have No Other Excuse

It Was The 80s. I Have No Other Excuse

owzleee Report

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#7

My Mom Cut My Hair The Day Before Picture Day (Early 90s). For Picture Day We Curled My Very Short Hair Resulting In This Delightfully Puffy Abomination Where I Insisted On Wearing Earrings So “I Didn’t Look Like A Boy” . The Result Is This Delightful Xmas Ornament That I Get To Look At Every Year

My Mom Cut My Hair The Day Before Picture Day (Early 90s). For Picture Day We Curled My Very Short Hair Resulting In This Delightfully Puffy Abomination Where I Insisted On Wearing Earrings So “I Didn’t Look Like A Boy” . The Result Is This Delightful Xmas Ornament That I Get To Look At Every Year

teebee431 Report

#8

Me Circa 2005 Thinking I Was The Absolutely Baddest Thing Around With My Men’s Camo Cargo Short And Corset Combo

Me Circa 2005 Thinking I Was The Absolutely Baddest Thing Around With My Men’s Camo Cargo Short And Corset Combo

Kbeefydubbz Report

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NSS Magazine pointed out that over time, the way young characters were depicted in magazines, movies, or TV shows grew more and more distant from the actual everyday youth. Eventually, the portrait presented in the media became more of a role model rather than a representative, and some teenagers started copying it.

#9

This Pic Won Me “Most Embarrassing” Genx Photo A Few Years Back. Christmas 1989

This Pic Won Me “Most Embarrassing” Genx Photo A Few Years Back. Christmas 1989

reddit.com Report

#10

Family Photo. What A Mood

Family Photo. What A Mood

puffsaddy Report

#11

My Brother And I, Late 90s

My Brother And I, Late 90s

KFCCrocs Report

Copying or idolizing certain popular figures is normal teenage behavior. According to child and adolescent psychiatrist Dr. Alan Ravitz, putting them on a pedestal like that is linked to the teens’ inclination to create fantasies and a developing need for independence.

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In an article for the Child Mind Institute, he pointed out that as they grow, kids develop psychological and emotional independence from their parents. That is why they need someone to look up to that is not mom or dad, and in our culture nowadays, they often choose renowned athletes, movie stars, or other famous people.

#12

Mom, It’s Not A Phase

Mom, It’s Not A Phase

inkmaster916 Report

#13

This Is So Long Ago And Yes I Worked At Hot Topic

This Is So Long Ago And Yes I Worked At Hot Topic

dinosaurpixie Report

#14

Leave Some Ladies For The Rest Of Us

Leave Some Ladies For The Rest Of Us

youruineverything Report

The Child Mind Institute shed light on the downsides of obsessing over famous people as well. The latter can set the wrong example when it comes to body image or the materialistic world. In addition to that, excessive obsession over a well-known person can consume the youngster to the extent that they start to isolate themselves from the outside world.

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#15

Thanks To My Sister, I Completely Embraced Goth Culture In 1998

Thanks To My Sister, I Completely Embraced Goth Culture In 1998

clumsychickadee__ Report

#16

I Guess Being Able To See Is Overrated

I Guess Being Able To See Is Overrated

EmpireEmpire Report

#17

High School Art Class

High School Art Class

minthotel Report

Newport Academy also analyzed how celebrities influence teenagers. It pointed out that the youth often compare themselves to famous people, which might create unrealistic standards considering their looks. Surveys revealed that as much as 80% of girls have done exactly that. Luckily, some renowned personas use their influence to spread positive messages about body image or start positive trends.

#18

Recovered This Gem From The "Autobiography" I Wrote When I Was 10

Recovered This Gem From The "Autobiography" I Wrote When I Was 10

Dirty-D Report

#19

Somehow It Took Me Until My Thirties To Figure Out I’m A Dude Despite Going Through High School Looking Like This

Somehow It Took Me Until My Thirties To Figure Out I’m A Dude Despite Going Through High School Looking Like This

maybejolisa Report

#20

1985, I’m Mr.gender Bender Glam Goth And Club Scene Regular. The Whole Time I Secretly Listened To Thrash Music Lol. Will I Ever Live It Down?!

1985, I’m Mr.gender Bender Glam Goth And Club Scene Regular. The Whole Time I Secretly Listened To Thrash Music Lol. Will I Ever Live It Down?!

Seanessey Report

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A very significant trend—just look at how many representatives it has on this list alone—was the emo phase, popular in the early 2000s. Its origins came from the post-hardcore music genre, known as emocore. The latter started gaining popularity around the 1980s, way before the emo look became a somewhat mainstream style choice for teenagers around the world.

#21

Found These Pics After Losing My Mom In April. Today, I’m Ready To Share These With The World. I’m 44 Years Old Now, So Please Know That The 80’s Were Not A Forgiving Time

Found These Pics After Losing My Mom In April. Today, I’m Ready To Share These With The World. I’m 44 Years Old Now, So Please Know That The 80’s Were Not A Forgiving Time

reddit.com Report

#22

Oh College. I'll Never Be This Cool Again

Oh College. I'll Never Be This Cool Again

TrondroKely Report

#23

That Weird Al Early 00s Look

That Weird Al Early 00s Look

timconnery Report

As a matter of fact, some style choices that were popular two decades ago are making a comeback. Fashionistas are wearing certain pieces again that might cause you flashbacks. Just to give you an example, remember the tiny shoulder bag that you can barely put your arm through? Or the bucket hat that resembles something students wear on a field trip? That’s what I’m talking about.

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#24

My Hair Was Teased So Much It Had To Be Homeschooled. Wish I Knew Why The Photographer Wanted To Hide My Legs And Feet

My Hair Was Teased So Much It Had To Be Homeschooled. Wish I Knew Why The Photographer Wanted To Hide My Legs And Feet

artisticatrophy Report

#25

(Oc) I Was Not A Fan Of That Easter Bunny!

(Oc) I Was Not A Fan Of That Easter Bunny!

kennethdpedersen Report

#26

Me In 2006, Age 16/17.. Big Myspace Vibes

Me In 2006, Age 16/17.. Big Myspace Vibes

stoned_seahorse Report

#27

My Bedroom 11 Years Ago When I Was 14, Be Careful You Don't Hurt Yourself On All The Edge

My Bedroom 11 Years Ago When I Was 14, Be Careful You Don't Hurt Yourself On All The Edge

XLNerd Report

#28

My “Date” To The Eighth Grade Dance

My “Date” To The Eighth Grade Dance

tamenesh Report

#29

Y’all I Thought I Was Cool Taking These Photos For A Anti Bullying Campaign 😂 I Did Get In A Magazine Thought (It Was A Contest To Submit Photos For Their Stop Think Feel Initiative)

Y’all I Thought I Was Cool Taking These Photos For A Anti Bullying Campaign 😂 I Did Get In A Magazine Thought (It Was A Contest To Submit Photos For Their Stop Think Feel Initiative)

Infinitestripes95 Report

#30

Me Circa 1995. I Think I Thought I Was Grunge Or Something

Me Circa 1995. I Think I Thought I Was Grunge Or Something

hoggytime613 Report

#31

Mom Was Mad But Admittedly Almost Peed Herself Laughing At The Results

Mom Was Mad But Admittedly Almost Peed Herself Laughing At The Results

NavyNUCa Report

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#32

It Was Not A Good Eyeliner Day, And I Was Trying To Make “Hippie Bands” My Thing. Rip To My Emo Era

It Was Not A Good Eyeliner Day, And I Was Trying To Make “Hippie Bands” My Thing. Rip To My Emo Era

Gothblessyou Report

#33

Did Anyone Else Have These Weird Hairy Tops? I Thought They Were The S**t

Did Anyone Else Have These Weird Hairy Tops? I Thought They Were The S**t

tootyfruitysummerluv Report

#34

In My Bedroom, 2006. My Sister Was The One Who Wrote ‘Butt’ All Over The Walls

In My Bedroom, 2006. My Sister Was The One Who Wrote ‘Butt’ All Over The Walls

alexanfaye Report

#35

A Mustache Did Not Look Very Good On Me In Middle School

A Mustache Did Not Look Very Good On Me In Middle School

JJ2478 Report

#36

Senior Picture; Gamecube Not Pictured

Senior Picture; Gamecube Not Pictured

ryly_shane Report

#37

1997 And My Little Tomboy Heart Hated Everything About This Glamour Shot Look

1997 And My Little Tomboy Heart Hated Everything About This Glamour Shot Look

luckymama1990 Report

#38

My Teenage Years Are The Gift That Keeps On Giving

My Teenage Years Are The Gift That Keeps On Giving

Toshhba Report

#39

Frosted Tips, Resident Evil Toys, A Jenny Mccarthy Poster Aka Welcome To 1999

Frosted Tips, Resident Evil Toys, A Jenny Mccarthy Poster Aka Welcome To 1999

thomASSpynchon Report

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#40

1999 Tony Hawk Phase (Yes, Those Are Shorts…)

1999 Tony Hawk Phase (Yes, Those Are Shorts…)

zephsoph Report

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Alecto76
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'm not a Tony Hawk fan, but did he wear his shorts like this?

sylvantic
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I’ve worn pants that short. Jean shorts, though. I’m more concerned about the shirt.

Iblowsheep_V3.2
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

wasn't there a short lived jumper fashion phase in the 70s or 80s that wasn't too far removed from that look?

Bad Ass69
Community Member
1 year ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

That's like the Steve Erkle look. Definitely one of those. Did I do that? Photo moments!

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#41

1999 - I Told Dad “I Need Your Clothes, Your Boots, And Your Motorcycle”. Only Got The Clothes

1999 - I Told Dad “I Need Your Clothes, Your Boots, And Your Motorcycle”. Only Got The Clothes

TheZone92 Report

#42

Haircut From Dad + Kung Fu Shirt From Grandma = ?

Haircut From Dad + Kung Fu Shirt From Grandma = ?

KongSackStoolfire Report

#43

1998. That Was A Knock-Off Fubu Shirt That I Bought From A Gas Station

1998. That Was A Knock-Off Fubu Shirt That I Bought From A Gas Station

roqthecasbah Report

#44

1991 Obsessed With Michael Jordan

1991 Obsessed With Michael Jordan

foshi22le Report

#45

Me When I Was 12 Years Old Buying My First Cd’s

Me When I Was 12 Years Old Buying My First Cd’s

thetinycatt Report

#46

You May Not Like It, But This Is Peak 1998. Korn Poster And Shortys Shirt Says It All!

You May Not Like It, But This Is Peak 1998. Korn Poster And Shortys Shirt Says It All!

tshaff138 Report

#47

'98 Or '99, Around 16 Years Old. The Coppery Bleached Hair Was Not My Best Decision

'98 Or '99, Around 16 Years Old. The Coppery Bleached Hair Was Not My Best Decision

bailey_1138 Report

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#48

My Senior Yearbook Photo. I Thought That Quote Was So Funny

My Senior Yearbook Photo. I Thought That Quote Was So Funny

7fingersphil Report

#49

Lion King Sisters 1994 I Was 8 Years Old And Lil Sis 4 . 1st Day School 3rd Grade And Kindergarten

Lion King Sisters 1994 I Was 8 Years Old And Lil Sis 4 . 1st Day School 3rd Grade And Kindergarten

Seaepona Report

#50

2009, Black Eye Liner & Lime Green Everything. 13 Years Old, Very Questionable Pose With Dads Webcam

2009, Black Eye Liner & Lime Green Everything. 13 Years Old, Very Questionable Pose With Dads Webcam

symbolicthoughts Report

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#51

Teachers Were A Bit Different Back In The Day

Teachers Were A Bit Different Back In The Day

apesusi Report

#52

In My Mind They Were The Real Deal. Check The Bowl Cut

In My Mind They Were The Real Deal. Check The Bowl Cut

Thricey Report

#53

1997 Hadn't Washed My Hair In 6 Months After Braiding It. Dread Wax Applied Every Day. I Thought That Was How You Started Dreadlocks

1997 Hadn't Washed My Hair In 6 Months After Braiding It. Dread Wax Applied Every Day. I Thought That Was How You Started Dreadlocks

TH3_G4DFLY Report

#54

Pls Enjoy These Pics Of My Younger Self And The Obsession I Had W Michael Jackson Lmao

Pls Enjoy These Pics Of My Younger Self And The Obsession I Had W Michael Jackson Lmao

miryuh Report

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#55

I Wish My Mom Told Me I Didn’t Look Like I Was Part Of The Band Kittie, Instead Of Following Me Around The Neighborhood With A Camera For A Photoshoot. I Used My Neighbor’s Black Car To Stand In Front Of At One Point… Yes I Actually Played Guitar

I Wish My Mom Told Me I Didn’t Look Like I Was Part Of The Band Kittie, Instead Of Following Me Around The Neighborhood With A Camera For A Photoshoot. I Used My Neighbor’s Black Car To Stand In Front Of At One Point… Yes I Actually Played Guitar

forestnymphgypsy Report

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#56

My 1988 Dark, Moody 'Madonna' Phase

My 1988 Dark, Moody 'Madonna' Phase

EvenLouWhoz Report

#57

I Left The National Anthem In The Rosin Dust At My Friend's Eagle Scout Court Of Honor. (2010)

I Left The National Anthem In The Rosin Dust At My Friend's Eagle Scout Court Of Honor. (2010)

merv1618 Report

#58

The Year Is 2006. A Hs Teacher Tells Your Friend Group To Stop Standing Around His Classroom, So You Sit Instead. So Smart, So Edgy, So Cool

The Year Is 2006. A Hs Teacher Tells Your Friend Group To Stop Standing Around His Classroom, So You Sit Instead. So Smart, So Edgy, So Cool

lilahcook Report

#59

Took A Pic After We Found Our Cat That Got Away (2010)

Took A Pic After We Found Our Cat That Got Away (2010)

No-Candidate-3555 Report

#60

Thought I'd Share This Gem. 2002. I Was A Ddr Champ

Thought I'd Share This Gem. 2002. I Was A Ddr Champ

merrythoughts Report

#61

The First Time I Put On My Band Uniform— 2011

The First Time I Put On My Band Uniform— 2011

slinque Report

#62

Erhmagerd, Gersbermps

Erhmagerd, Gersbermps

NessunAbilita Report

#63

Me Not Happy At Having To Wear The Traditional Uniform On Ascension Day, A Rare English Tradition Where Everyone Goes Down To The Wells To Worship The Water…

Me Not Happy At Having To Wear The Traditional Uniform On Ascension Day, A Rare English Tradition Where Everyone Goes Down To The Wells To Worship The Water…

bertance Report

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#64

I Remember Being Obsessed With This Popcorn-Lime Green-Halter Top. Who Let Me Go Out Like This??

I Remember Being Obsessed With This Popcorn-Lime Green-Halter Top. Who Let Me Go Out Like This??

me_arielb Report

#65

13 Years Old In 2007. Probably Couldn't Get My "Scene Mullet" Right That Day

13 Years Old In 2007. Probably Couldn't Get My "Scene Mullet" Right That Day

2thirty8 Report

#66

Christmas 1988. Pretty Sure I Was Listening To Poison: Open Up And Say Ahh On My Walkman

Christmas 1988. Pretty Sure I Was Listening To Poison: Open Up And Say Ahh On My Walkman

lame_comment Report

#67

Friends Teased Me For This Fb Pfp, But I Knew I Was Iconic

Friends Teased Me For This Fb Pfp, But I Knew I Was Iconic

seqoyah Report

#68

Looking Like I Just Crawled Out Of The Sewer. With My Baby Brother Circa 2008/9 🙃

Looking Like I Just Crawled Out Of The Sewer. With My Baby Brother Circa 2008/9 🙃

kclct Report

#69

My Beany Baby Shame Is Strong (1994)

My Beany Baby Shame Is Strong (1994)

parasocialdude Report

#70

The Classic ‘Hike Up Your Pants Above The Hemline Of Your Shirt To Look Half Naked’ Trick

The Classic ‘Hike Up Your Pants Above The Hemline Of Your Shirt To Look Half Naked’ Trick

SteezusMCMXCVI Report

#71

Fake Mullet, Delia’s Shoulder Bag, Paramore Tee, Mountain Dew Can. This Was Peak 2007

Fake Mullet, Delia’s Shoulder Bag, Paramore Tee, Mountain Dew Can. This Was Peak 2007

Kdaniesmith Report

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#72

During My Late Teens, I Went Through A "Everything Beach-Y" Phase. My Dad Dug This Photo Up The Other Day And I Cringed

During My Late Teens, I Went Through A "Everything Beach-Y" Phase. My Dad Dug This Photo Up The Other Day And I Cringed

_otterinabox Report

#73

Who'd Take The Red Pill When You Look This Fly In The Matrix? (2000)

Who'd Take The Red Pill When You Look This Fly In The Matrix? (2000)

War_machine77 Report

#74

My Dad In 1982. He Had A Lazy Eye As A Child So He Had To Wear These Huge Rimmed Glasses. I Can’t Explain The Haircut, Though

My Dad In 1982. He Had A Lazy Eye As A Child So He Had To Wear These Huge Rimmed Glasses. I Can’t Explain The Haircut, Though

thetownslore Report

#75

Roxanne… You Don’t Have To Put On The Red Tights! Me In 2011 At A Family Picnic

Roxanne… You Don’t Have To Put On The Red Tights! Me In 2011 At A Family Picnic

donemessedupthistime Report

#76

Peaking At The Age Of 13 In 2003 Has Been Tough. What An Outfit. And A Receding Hairline (That Thankfully Grew Back) From Years Of Pulling My Hair Back So Tightly

Peaking At The Age Of 13 In 2003 Has Been Tough. What An Outfit. And A Receding Hairline (That Thankfully Grew Back) From Years Of Pulling My Hair Back So Tightly

uneasyandcheesy Report

#77

Circa 2006-2007. I Thought I Was The Coolest Guy Out There!

Circa 2006-2007. I Thought I Was The Coolest Guy Out There!

HappyYoshi2015 Report

#78

Told My Cousin About This Sub. He Sent Me This

Told My Cousin About This Sub. He Sent Me This

stadboer Report

#79

My Husband And I, Circa 1991

My Husband And I, Circa 1991

Sloth_grl Report

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#80

Is This A Blunder Or Old School Cool? All I Know Is, I Was Kicking A*s And Taking No S**t

Is This A Blunder Or Old School Cool? All I Know Is, I Was Kicking A*s And Taking No S**t

maribrite83 Report

#81

Yeah, I Wasn't Proud Of Myself For This Phase Lol

Yeah, I Wasn't Proud Of Myself For This Phase Lol

CompetitiveAdvance92 Report

#82

I Thought I Was So Cool Wearing The Movie Shirt With Mesh Sleeves

I Thought I Was So Cool Wearing The Movie Shirt With Mesh Sleeves

wat-lady Report

#83

I, Uhh, May Have Put The Life Jacket On A Little Too Tight

I, Uhh, May Have Put The Life Jacket On A Little Too Tight

boddah666 Report

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#84

Just Found These Pictures Of Me At Age 14 In 2009. I Think This Calls For A Rawr Xd

Just Found These Pictures Of Me At Age 14 In 2009. I Think This Calls For A Rawr Xd

qtmae Report

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#85

Me In 2007 -- Idk Why I Tried To Photoshop My Face Off, But My Hair Was Cool 😂

Me In 2007 -- Idk Why I Tried To Photoshop My Face Off, But My Hair Was Cool 😂

stoned_seahorse Report

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#86

Just Found This Banger Taken 08

Just Found This Banger Taken 08

Toshhba Report

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#87

Junior Year Of Hs, Apparently I Thought Wearing A Suit Coat Holding A Plastic Sword Was Cool

Junior Year Of Hs, Apparently I Thought Wearing A Suit Coat Holding A Plastic Sword Was Cool

Axel_Rad Report

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#88

I Didn’t Like Rollercoasters

I Didn’t Like Rollercoasters

THE_FUZBALL Report

#89

Restricted To Loser Hall (And To 2006)

Restricted To Loser Hall (And To 2006)

infinitychaosx Report

#90

This Was Before Big Headphones Became A Thing Again, Maybe 2005. I Wore Them As Earmuffs And Dragged The Cord Along With Me

This Was Before Big Headphones Became A Thing Again, Maybe 2005. I Wore Them As Earmuffs And Dragged The Cord Along With Me

NeedsMoreTuba Report

#91

Dressed In My Easter Best '98

Dressed In My Easter Best '98

theozarksparkman Report

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#92

My Siblings, Their Former Partners And Me, Ca 2009

My Siblings, Their Former Partners And Me, Ca 2009

Enexiel Report

#93

My Friends And I, Circa 2007. I’m The Guy Throwing Gang Signs With His Green Soda

My Friends And I, Circa 2007. I’m The Guy Throwing Gang Signs With His Green Soda

SaltRevolutionary917 Report

#94

Tumblr Era Circa 2012. I Did Not Listen To Pink Floyd

Tumblr Era Circa 2012. I Did Not Listen To Pink Floyd

discoheaven97 Report

#95

Last Round Of Blunder Before I Die Of Cringe. Plus Bonus Current Photo

Last Round Of Blunder Before I Die Of Cringe. Plus Bonus Current Photo

ninja_worrier Report

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