when I was 13 my mom and I had some fun after my deadbeat dad gifted me a trash bag of his girlfriend's clothes, left on our front porch1wk ⋅ tiny__e ⋅ r/blunderyears
Mum told me to smile for the camera, I refused because I was a serious warrior 1mo ⋅ lionguardant ⋅ 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
My grade 8 graduation photo, (they told us we can bring whatever prop we wanted)1mo ⋅ SnooPickles3555 ⋅ r/blunderyears
My gf keeps telling me she doesn’t look like JTT is in this. Please help me prover her wrong1wk ⋅ I_play_high420 ⋅ r/blunderyears
It was the Seventies. Disco was King and I was its Satiny, Sequined Queen!1yr ⋅ 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.1yr ⋅ pleb4000 ⋅ r/blunderyears
I’m convinced they modeled Napoleon Dynamite after my dad’s senior pictures.1mo ⋅ PhillyPad9047 ⋅ r/blunderyears
I posted this on Facebook when I was 14 with the caption “Don't look where you fall, but where you slipped” 💀🤦🏻♀️3mo ⋅ mynameisnotjuana ⋅ r/blunderyears
My Dad had a midlife crisis and married a stripper. Yep, somehow that woman was a stripper.6mo ⋅ ChoiceChampionship59 ⋅ r/blunderyears
Remember when you'd shove sand in your bathing suit to make it look like you pooped?2mo ⋅ palehorserider1994 ⋅ r/blunderyears
2004: My very low-rise jeans at a family event. I was 18, and my boss reprimanded me for my persistent “whale tail” display (a la Paris Hilton) while stocking shelves.1mo ⋅ Additional_Host6994 ⋅ r/blunderyears
My 9th grade graduation in 2002. 3 months later I was in military school in Texas.6d ⋅ LeaveItToPeever ⋅ r/blunderyears
Home for the holidays and found this gem. 2001 and I thought I was so cool for wearing 5 watches every day...even AT THE BEACH.3mo ⋅ Nica-sauce-rex ⋅ r/blunderyears
My college senior photo. Graduated with a 2.4 GPA in Theology and Theatre.1yr ⋅ Jimothy_Riggins ⋅ r/blunderyears
Didn’t get asked to prom so I just worked instead. Why did my friend do this to me 😭1mo ⋅ screamsincursive ⋅ 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.6yr ⋅ aignam ⋅ r/blunderyears
Me, a straight female, trying to impress my crush by being one of the guys. I’m on the right.3yr ⋅ mintleaf64 ⋅ r/blunderyears
I think I’m finally emotionally ready to share this pic with the world4yr ⋅ StephieCupcakes ⋅ r/blunderyears
“Darwin lied” shirt my dad bought me, knee-length shorts, and modesty cami under an XL tee shirt. Yes, I was homeschooled.2mo ⋅ typeme-throwaway- ⋅ 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
8th grade, dared to wear thongs and sock stuffed bras to school. We did.2wk ⋅ ggskater ⋅ r/blunderyears
We were told to dress with “Thanksgiving Spirit”, I dressed as a pilgrim...1mo ⋅ AffectionateMode7529 ⋅ r/blunderyears
Was 9 years old and mistook Ryan Gosling for a Whole Foods worker. My mom had to take a pic when she saw me talking to him.1mo ⋅ Hefty-Offer6271 ⋅ r/blunderyears
Those who cannot remember the past are condemned to repeat it.3yr ⋅ borrow_a_feeling ⋅ r/blunderyears
I was 14 and thought I looked like Ke$ha. To this day, my friend still has this posted in one of her Facebook albums.3mo ⋅ worstgurl ⋅ 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
In 8th grade everyone in class was forced to write a poem and submit it to a local contest for a college scholarship and cash prize. I won first place. Here is my super edgy 8th grade poem - sponsored by KIA.3mo ⋅ ILLREVIEWANYTHING ⋅ r/blunderyears
I didn’t like being photographed so I was pretty upset when my mom took me to get a passport1mo ⋅ Friendshipboy1 ⋅ r/blunderyears
My seventh grade school photo. I had a tanline from that Hello Kitty necklace.1yr ⋅ lilyhammer69 ⋅ r/blunderyears
Did I photoshop myself as a twin in front of a Jonas Brothers poster in 2009 at 13 years old? Yes, I did.1mo ⋅ AnyCatch4796 ⋅ 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
This took hours of work and involved copious amounts of unflavored gelatin. I still remember the pain of trying to fit a t shirt over my head to get ready for gym class.2mo ⋅ jaspy_cat ⋅ r/blunderyears
Glamour Shots photo from 1994. I was 8 years old (going on 45 in this pic)4mo ⋅ mascoot_scootma ⋅ r/blunderyears
Well, since we're doing Planking, here's me over the Grand Canyon.2mo ⋅ analogy_4_anything ⋅ 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
My friends and family let me leave the house like this. It was 1984, and I'm 15.2d ⋅ deathakissaway ⋅ 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.1yr ⋅ ilikemrrogers ⋅ 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
This is the *unedited* text invite I sent out for my 17th birthday party in 20142mo ⋅ shaunnotthesheep ⋅ r/blunderyears
The year is 1998 and we spent 2 hours getting ready to take our girl band photo2yr ⋅ jane_doe_john ⋅ r/blunderyears
Digital camera? Too expensive. I'll turn my scanner sideways and press my face against it.1mo ⋅ HauntedGhostAtoms ⋅ 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!11mo ⋅ Viiibrations ⋅ r/blunderyears
I had an obsession with breasts as a kid so I begged my family to make me a boobcake. I now have full regrets to this photo2mo ⋅ ollietheduck__ ⋅ 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
2006. I hated picture day. Mom made me wear a goofy shirt, however I snuck a Reggie Bush jersey in my backpack, swapped shirts, and made the dumbest face I could. She bought the photos anyways1mo ⋅ kingkongspurplethong ⋅ 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
I just had to wear my golden delicious shirt to grandmas NYE party. I was... 14?1mo ⋅ Maluhkye ⋅ r/blunderyears
I decided it’d be funnier if I didn’t tell my parents when the school photographer would come to my school1mo ⋅ TheCatInTheHatThings ⋅ 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.3yr ⋅ uneasyandcheesy ⋅ r/blunderyears
13 year old me who thought that photobombing + middlefinger = comedy (2010)1yr ⋅ OtherwiseAd5071 ⋅ r/blunderyears
My mom came to watch me play with my black metal band at the community youth center1yr ⋅ pervertedgiant ⋅ r/blunderyears
My boyfriend's 10th grade picture is pure rebellion. According to him, his mom cried when she received the pictures back.4yr ⋅ krdearman ⋅ r/blunderyears
Dad said video games would rot my brain... he used this picture as proof they did 💀3wk ⋅ artvjon ⋅ r/blunderyears
My all-time favorite picture of my husband. He was 20 in this picture. Posting with his reluctant permission4yr ⋅ 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
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
For some reason my parents dressed me up as a pimp for Halloween1mo ⋅ CriticalArugula7870 ⋅ r/blunderyears
I had to wear this bad boi throughout Grade Five. I had to develop a personality fast.3mo ⋅ Esjie_Dakota ⋅ 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
Found this pic of me and my friends in an old photo album. We had to dress up for a play and all of us volunteered to participate. All of us are boys.3d ⋅ Rockstud101 ⋅ r/blunderyears
I can’t believe my parents let me go to a dance looking like a receptionist1yr ⋅ 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
9 year old cousin: Stepped out of Vogue. 8 year old me: Stepped out of an episode of South Park2d ⋅ Sincerely_Lee ⋅ 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
my mom really wanted me to model in the early 00s and thought this was the perfect picture for my portfolio. spoiler alert: I never got into modeling.1mo ⋅ brandyshitknits ⋅ r/blunderyears
2004 family road trip: obligatory angsty teens against picturesque backdrop5yr ⋅ strangebutalsogood ⋅ 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
Ruining Family Photos With My Awful Hair and I Hate Pictures Face at 152mo ⋅ an-emotional-cactus ⋅ r/blunderyears
For one summer I cosplayed as a sinful Native American Lamanite for a Mormon pageant.2mo ⋅ PlanitL ⋅ r/blunderyears
My poor Parents...Being nice to me back in 1987 during my Billy Idol Skateboarding Phase3yr ⋅ MrArms69 ⋅ r/blunderyears
My mom dressed me like this so I was easy to spot when she picked me up..5yr ⋅ pluckems ⋅ r/blunderyears
My friends daughter found me in our junior high year book. And they laughed, and laughed..3yr ⋅ dumbbelle ⋅ r/blunderyears
It was 2011, I was 12 years old and in love with my cousin's 18yo skater friend. I guess I thought this would win him over, so I posted it on Facebook.2mo ⋅ MyCatsAreTheCutest ⋅ r/blunderyears
Thank you Facebook for reminding me of my profile picture from 9 years ago1yr ⋅ rippy123 ⋅ 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
This is how you dress when you’re 12 and tap dancing to Sk8r Boi at your recital.4yr ⋅ _mariguana_ ⋅ 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
Remember when we all went to the hardware store and got literal “chain necklaces?” No? Just me?1mo ⋅ euphorickittty ⋅ 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
