My Dad had a midlife crisis and married a stripper. Yep, somehow that woman was a stripper.2mo ⋅ ChoiceChampionship59 ⋅ r/blunderyears
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.2yr ⋅ losvestidosrojos ⋅ r/blunderyears
It was the Seventies. Disco was King and I was its Satiny, Sequined Queen!9mo ⋅ a2gemma ⋅ r/blunderyears
This is me in 2011, I was thirteen and waited 3 hours in the Arizona heat to meet Freddy from iCarly1yr ⋅ Smol_Gayx ⋅ r/blunderyears
In 2010 I photoshopped myself into a picture with my favourite band and posted it, publicly, to Facebook.9mo ⋅ pleb4000 ⋅ r/blunderyears
My college senior photo. Graduated with a 2.4 GPA in Theology and Theatre.1yr ⋅ Jimothy_Riggins ⋅ r/blunderyears
Me in 2004, when all I ever watched was Fight Club and The Matrix while blasting The Prodigy Smack My Bitch Up. So cool I had to wear two sunglasses.4yr ⋅ xMaxxAmmox ⋅ r/blunderyears
13-14 year old me during my Eminem phase. That's a hairbrush hanging from my lamp and all of my pictures from that time are made black and grey with Gimp. Good times.3yr ⋅ Anewhopeless ⋅ r/blunderyears
My good friend Josh showing off his sais in HS. He still says he has no regrets about this. Him and his lovely gf are both redditors. Please bring this to the front page for them.5yr ⋅ aignam ⋅ r/blunderyears
Me, a straight female, trying to impress my crush by being one of the guys. I’m on the right.2yr ⋅ mintleaf64 ⋅ r/blunderyears
I think I’m finally emotionally ready to share this pic with the world3yr ⋅ StephieCupcakes ⋅ r/blunderyears
Me and friends before a Disturbed concert in 2006. We're so cool posing in front of Mom and the van. 😈3yr ⋅ Shewolfkitty ⋅ r/blunderyears
Those who cannot remember the past are condemned to repeat it.3yr ⋅ borrow_a_feeling ⋅ r/blunderyears
The time in 8th grade that I lost the spelling bee, and they put this on the front page of the local newspaper in full color.1yr ⋅ neva-electra ⋅ r/blunderyears
This is the better quality shot of my Christian Rock band in 2007. Surprisingly we were not very successful.2yr ⋅ PirusiWolfie ⋅ r/blunderyears
My seventh grade school photo. I had a tanline from that Hello Kitty necklace.9mo ⋅ lilyhammer69 ⋅ r/blunderyears
I won a free photo shoot at J.C Penney in 2001 but I refused to take my dad sunglasses off.4yr ⋅ spiderb8 ⋅ r/blunderyears
I was obsessed with Korn as a teen. This was a DIY photoshop I did of my face onto his girlfriend’s body. Circa 20002yr ⋅ trishery1020 ⋅ r/blunderyears
The year is 1998 and we spent 2 hours getting ready to take our girl band photo1yr ⋅ jane_doe_john ⋅ r/blunderyears
Me at Space Camp in 1988. I wore that jumper to school AT LEAST once a week all through 5th and 6th grade.9mo ⋅ ilikemrrogers ⋅ r/blunderyears
My mom had this specially made for my 10th birthday (2009) Needless to say, I'm not married to the Beebs.1yr ⋅ scoutydouty ⋅ r/blunderyears
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 ;)3yr ⋅ Dinkelburger123 ⋅ r/blunderyears
7 years old in 1997, growing out what was a bowl cut that my mom loved, rocking my pink Power Ranger shirt to make sure people knew I was in fact a girl.2yr ⋅ uneasyandcheesy ⋅ r/blunderyears
13 year old me who thought that photobombing + middlefinger = comedy (2010)1yr ⋅ OtherwiseAd5071 ⋅ r/blunderyears
My boyfriend's 10th grade picture is pure rebellion. According to him, his mom cried when she received the pictures back.3yr ⋅ krdearman ⋅ r/blunderyears
Back when I couldn't decide if I wanted to look like Helena Bonham Carter or Robert Smith...so I did both. 1989.1yr ⋅ EvenLouWhoz ⋅ r/blunderyears
My all-time favorite picture of my husband. He was 20 in this picture. Posting with his reluctant permission3yr ⋅ geekoutfreakout69420 ⋅ r/blunderyears
Going through a bunch of old photos from high school, the expression of the girl in the back definitely says a lot. I have a whole ton of photos that I think this subreddit would love.2yr ⋅ bs1252 ⋅ r/blunderyears
I was rocking a puka shell necklace and chin pubes at 15. The only thing missing was my bleached tips.1yr ⋅ Silverback55 ⋅ r/blunderyears
I was one of those who used to wear a beanie in the middle of the summer.2yr ⋅ Chaoticbiotic ⋅ r/blunderyears
I can’t believe my parents let me go to a dance looking like a receptionist11mo ⋅ rainydase ⋅ r/blunderyears
School photo looking like 60-year old librarian with my cardigan, turtleneck and thick glasses Date and age unknown.4yr ⋅ Al_E77 ⋅ r/blunderyears
Prom 2009, I was a sophmore in High School and I took school dances a litte too seriously. Also I didn't have a date.3yr ⋅ mackzegreat ⋅ r/blunderyears
2004 in 6th grade. My best friend wanted a pic of her crush, so we devised a plan for her to pretend to take one of me as he walked past. It was a success!7mo ⋅ Viiibrations ⋅ r/blunderyears
9th birthday. I intentionally ate only half the letters in my name (Cassie), so I could spell out ass.2yr ⋅ Asleep-Sea-1909 ⋅ r/blunderyears
The only thing about this picture I regret is that this collection of Beanie Babies wasn’t larger.2yr ⋅ aweinschenker ⋅ r/blunderyears
2004 family road trip: obligatory angsty teens against picturesque backdrop5yr ⋅ strangebutalsogood ⋅ r/blunderyears
My poor Parents...Being nice to me back in 1987 during my Billy Idol Skateboarding Phase2yr ⋅ MrArms69 ⋅ r/blunderyears
My friends daughter found me in our junior high year book. And they laughed, and laughed..3yr ⋅ dumbbelle ⋅ r/blunderyears
Thank you Facebook for reminding me of my profile picture from 9 years ago1yr ⋅ rippy123 ⋅ r/blunderyears
My mom dressed me like this so I was easy to spot when she picked me up..4yr ⋅ pluckems ⋅ r/blunderyears
This is how you dress when you’re 12 and tap dancing to Sk8r Boi at your recital.4yr ⋅ _mariguana_ ⋅ r/blunderyears
10 years ago and our first family photo, it looked like we stole someones kid.5yr ⋅ Skissored ⋅ r/blunderyears
2004. Trying to take a MySpace photo while no one was at home.5yr ⋅ CrazySunshineWizard ⋅ r/blunderyears
My dad always thought this haircut looked incredible on me. My mom thought the shirt was incredible. Looking back at 2nd grade me is incredible. I'm a female.4yr ⋅ kikiglitz ⋅ r/blunderyears
My post from this sub wound up being used in an add displayed in Times Square. Living the dream.1yr ⋅ KellanGP ⋅ r/blunderyears
My sister and I had these shirts custom made in middle school. Yes we also used to cut our own hair.3yr ⋅ Tomoe-Gozen ⋅ r/blunderyears
My niece found an old photo of me and asked me why I did the 'polite cat' face. 19961yr ⋅ darkpollopesca ⋅ r/blunderyears
Me, mom, sister, some strange man I have never been able to identify (1998)2yr ⋅ Carlton_Honeycomb ⋅ r/blunderyears
I beat Guitar Hero on Expert and felt the need to immortalize the moment by setting a timer on my camera.4yr ⋅ Fire_x_Ice ⋅ r/blunderyears
14 year old me Photoshopping out my dad for Britney Spears. This is just so toxic.4yr ⋅ heymanmaniac ⋅ r/blunderyears
In middle school, I told everyone I had a older boyfriend, who also happened to be an Abercrombie model. This was my proof....4yr ⋅ iamlion44 ⋅ r/blunderyears
I call this look “Christian Granny Goth” and it was pretty bold for a 12 year old in 19953yr ⋅ BrashPop ⋅ r/blunderyears
Friend shared this on Facebook; I'm sharing all of her 90s glory with Reddit (with her permission)2yr ⋅ Loverlee ⋅ r/blunderyears
Matronly 40-year old Korean librarian? Nope! Just me, a 12-year old boy.2yr ⋅ PlagueLords ⋅ r/blunderyears
Glamour Shots photo from 1994. I was 8 years old (going on 45 in this pic)1wk ⋅ mascoot_scootma ⋅ r/blunderyears
My (conservative Christian) college yearbook Photoshopped my punk rock spikes into a white afro6yr ⋅ collarpoppppppin ⋅ r/blunderyears
It has been over half a year. Many of you have previously requested I repost these periodically. They seem to bring a smile to your face. Hope this makes your day a little better. I present, me as a kid4yr ⋅ zwaymire ⋅ r/blunderyears
Bit of a different one, my sister had her eyes closed for our 2007 sibling photo, and the company thought it'd be appropriate to crop her eyes from her individual photo and just.. paste them over her eyelids.3yr ⋅ spleengribble ⋅ r/blunderyears
My wife’s school picture with her most prized possession at the time. An Evanescence CD.5yr ⋅ the-passenger77 ⋅ r/blunderyears
That year my school photos fell on the day I had to get 2 teeth removed2yr ⋅ ErinCookie ⋅ r/blunderyears
14 year old me after successfully sneaking Mountain Dew into Mormon summer camp4yr ⋅ Pathlessflyer ⋅ r/blunderyears
I spent most of my highschool career working at Sonic instead of playing sports. I thought it would be funny to wear a Sonic uniform instead of a Letterman's jacket for my senior picture. So that happened... 20015yr ⋅ themidwestempire ⋅ r/blunderyears
I was evidently the reference model for the kid from Up! ~ Circa 19852yr ⋅ charliethegeek ⋅ r/blunderyears
My mother found this photo of my church friend (Ryan Gosling) and I. We had some Awful 90s hairs cuts.4yr ⋅ Talisintiel ⋅ r/blunderyears
The year was 2010 and I thought that planking was the pinnacle of physical comedy.1yr ⋅ sothatsathingnow ⋅ r/blunderyears
People always think I’m exaggerating when I tell them that I used to look like Justin Bieber1yr ⋅ bebooper_ ⋅ r/blunderyears
In honor of my husband’s 37th birthday, I present to you his Senior Prom photo from 20004yr ⋅ Loocylooo ⋅ r/blunderyears
Many of you asked us to recreate our emo family photo, so we stole another kid.4yr ⋅ Skissored ⋅ r/blunderyears
2007. I was learning how to use Photoshop and I thought I looked soOOoo cool1yr ⋅ kaikun2236 ⋅ r/blunderyears
Sophomore year of high school, I would show up like this and hang out behind the library with my little edgy kids group4yr ⋅ ChaloPerea98 ⋅ r/blunderyears
1993 Senior pic, I wore those boots to HS the entire year. Iowa Winter and all.2yr ⋅ kleric42 ⋅ r/blunderyears
I was really into American Girl Dolls and begged my mom to let me do a cover shoot at the store3yr ⋅ princesschigusa ⋅ r/blunderyears
My mother said I would regret this photo... no regrets Mom! Circa 20024yr ⋅ Made_lion ⋅ r/blunderyears
Some of you have never laid witness to my senior prom zoot suit.11mo ⋅ Cemeterywind666 ⋅ r/blunderyears
“You’ll regret this senior picture” said my mom’s boyfriend. Turns out, he was wrong.5yr ⋅ KillerIsJed ⋅ r/blunderyears
16 year old me fronting my first band. I distinctly remember thinking If I hold onto the mic stand while holding the mic in my other hand, I'm gonna look so cool.2yr ⋅ AntilockBand ⋅ r/blunderyears
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.3yr ⋅ awashbu12 ⋅ r/blunderyears
I had embraced my nerdy outcast status and went to school like this, sadly the trench coat was soon banned after '992yr ⋅ WhacksOnAnonOff ⋅ r/blunderyears
Found this scrapbook page my mom made: My nickname was Q-Tip, and once my entire 8th grade math class hid all of their pencils in my hair... late 90’s.3yr ⋅ TyceGN ⋅ r/blunderyears
This just came up on my mom's Facebook memories. I insisted on wearing a suit everywhere I went because I had a phase when I was younger where I wanted to be the president, and for years my brother's would cry every time they saw Santa.2yr ⋅ ThisIsMyUsername1122 ⋅ r/blunderyears
Not pictured: my grandmother giggling like a little school girl out of frame8mo ⋅ takeyourbestscott ⋅ r/blunderyears
I won an award at school. I was told to dress up for a photo. I thought they meant like in a costume. Cowboy me made all the sense in the world at the time. One moment captured my entire life.5yr ⋅ ItsNeverTwins ⋅ r/blunderyears
Prom 2007. First year in a real school after being homeschooled my whole life.5yr ⋅ armando_badass ⋅ r/blunderyears
I used to stage fake pictures like this for likes on Facebook in 20124yr ⋅ jacobmerc ⋅ r/blunderyears
Freshman year I referred to every woman I met as “Ma’am”, regardless of age and effected a southern accent, in San Francisco2yr ⋅ 420cactus ⋅ r/blunderyears
At 16 I was a seasonal employee at Hot Topic. I got 3 hours a week and spent more with my 20% discount than I made.3yr ⋅ buzzz25 ⋅ r/blunderyears
Prom. 2006. My date was extremely out of my league. She looks amazing, while I stand there looking cringeworthy with that fedora and cane.5yr ⋅ MrJ429 ⋅ r/blunderyears
10M, and looking like a middle age mom who’s deciding to grace you with a smile, while still judging you just a little4yr ⋅ otusasio451 ⋅ r/blunderyears
My actual senior photo, yes that is a real sword I worked for a year to buy3yr ⋅ Ludwig_Witty-G ⋅ r/blunderyears
15 year old me. I thought I was such a badass here. My VampireFreaks days.11mo ⋅ RetroNightmare8x ⋅ r/blunderyears
When I was a kid I played basketball for a church called Transfiguration. Our uniforms didn’t age well4yr ⋅ soulfister ⋅ r/blunderyears
When I was 14 I was dating a girl from another high school. I decided to surprise her on her birthday by dressing up as a clown and busting into her classroom singing “Happy Birthday”. She was mortified! When the dust settled she thankfully realized the thoughtfulness that went into the gesture.4yr ⋅ 1doublezero ⋅ r/blunderyears
