Half angry, half happy face for my passport photo in 2000. My dad was pissed when he saw it1mo ⋅ Bitwise2010 ⋅ r/blunderyears
Me sitting in my quintessential early 2000’s bedroom. UK, circa 2002.1yr ⋅ bellerose93 ⋅ r/blunderyears
The guy I had a major crush on for 2 years and I before a high school dance. We actually just reconnected again after 20 years!2yr ⋅ finally_free0608 ⋅ r/blunderyears
Meeting the mayor in 2005. I was very proud of my hairstyle, outfit and power pose.5yr ⋅ henningmay ⋅ r/blunderyears
My husband made his sister take this photo of him. He was in a band.2yr ⋅ CallmeTunka ⋅ r/blunderyears
Probably about 2002 or so? I decided to be a Q-tip for Halloween. Because that’s not a weird thing to do. Being 12ish is a weird time in life.4yr ⋅ etherockj ⋅ r/blunderyears
When you want to be goth, but also love your dog handbag! (On the left)1yr ⋅ InterestingAd2552 ⋅ r/blunderyears
Grade 8 graduation. I wanted to look like Ludacris so I got cornrows. Narrator: She did not look even remotely close to Ludacris.4yr ⋅ islandfool ⋅ r/blunderyears
2008. I was 12 and went on a cruise to Bermuda. I quite literally thought this was the coolest outfit in existence.1yr ⋅ snailgorl2005 ⋅ r/blunderyears
Me. 13 years old, in my mums bathroom thinking I'm Eminem, with a hot water bottle cover on my head because I couldn't find a beanie. I'd just watched Green Street Hooligans at the time and I was ready to join a gang.1yr ⋅ GodKingRooster ⋅ r/blunderyears
I insisted on having long hair when I was in the third grade but also cried whenever someone called me a girl1yr ⋅ Life_Uh_Finds_A_Wah ⋅ r/blunderyears
Christmas 1982: The Running Joke Was, Gee, Fran! You have 3 Beautiful Daughters!1yr ⋅ Complex-Value-5807 ⋅ r/blunderyears
An actual blunder playing basketball that broke both of my wrist at the same time. Around 16 y/o and that was about 16 years ago. Happened the first week of summer break.11mo ⋅ gisdaking ⋅ r/blunderyears
It’s amazing what growing a beard, growing up, changing your style and leaving a cult can do for you! (2011 vs 2020)4yr ⋅ excusetheblood ⋅ r/blunderyears
Homecoming 2012. Yes that’s my real hair. Yes I spent an hour on it every day.6yr ⋅ shortnblu ⋅ r/blunderyears
Me at a carnival trying to hold a fake gun. Meanwhile my Grandpa has WW2 flashbacks behind me.2yr ⋅ weeblesweeble ⋅ r/blunderyears
In 1987 I permed my mullet to look more like Patrick Swayze. I ended up looking like a lesbian biker.3yr ⋅ dukesinatra ⋅ r/blunderyears
Friend gave me permission to post this: “I cried the entire way to the picture place bc I didn’t want to wear the blazer . Mom made me anyway 😂”9mo ⋅ Olivares_ ⋅ r/blunderyears
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.1yr ⋅ uneasyandcheesy ⋅ r/blunderyears
the year is 2009 and all my MySpace photos have random lyrics on them for no reason.1yr ⋅ PurplePubes22 ⋅ r/blunderyears
Mom was mad but admittedly almost peed herself laughing at the results1yr ⋅ NavyNUCa ⋅ r/blunderyears
Here I am at six years old, going on 40, looking like I'm ready to do your taxes.3yr ⋅ eveisdawning ⋅ r/blunderyears
My band 11 years ago, I'm the one in black, 16 years old and oozing angst...4yr ⋅ PirusiWolfie ⋅ r/blunderyears
Me, 1995, in Venice, backpacking across Europe in search of my true identity. At least I wasn't too obvious about the whole situation.3yr ⋅ crsaxby ⋅ r/blunderyears
This is me and my sister, not two lesbians taking a loving Christmas portrait. My aunt bought us these power suits and the new hair do’s. We got this done for my dads Christmas present.4yr ⋅ aca6825 ⋅ r/blunderyears
10 years & 100lbs ago. My wife says I looked like I drove around low-ranking mobsters.4yr ⋅ ZeroTenenbaum ⋅ r/blunderyears
My awkward years were the better part of a decade... this was somewhere in the middle1yr ⋅ Jbcroatoan ⋅ r/blunderyears
When I was 14 I made my younger brother take photos of me dressed up as Harry Potter characters. this is my Moaning Myrtle4yr ⋅ damn-croissants ⋅ r/blunderyears
Me off to school in the early 80s. My mother cut my hair. I thought it looked “smarter” to pull your pants up high.3yr ⋅ daboblin ⋅ r/blunderyears
You guys liked my last blunder, so here I am looking like Justina Beiber1wk ⋅ harold_the_cat ⋅ r/blunderyears
(2007) got excited about finding a tiara in my friend's room so I had to drop everything and take pics for MySpace.2yr ⋅ effywilde ⋅ r/blunderyears
I still don't understand why girls just wanted to be friends in high school (2002)7yr ⋅ PatrickKelly2012 ⋅ r/blunderyears
The year was 2012 and my buddy and I dropped the heaviest country inspired anti system EP of the year3d ⋅ vinx00 ⋅ r/blunderyears
Before going to see Linkin Park, Korn, and Snoop Dogg, with my mom.3yr ⋅ Juanbond622 ⋅ r/blunderyears
Since my last post here was so popular I thought I would share my husbands sophomore photo!1yr ⋅ pirategrapes ⋅ r/blunderyears
Nothing says “we’re gonna kick your ass” like the intimidating color combo of tan and white.2yr ⋅ jackalopacabra ⋅ r/blunderyears
I try not to cringe at my 90’s goth years but I can’t believe I would look in the mirror and admire my squared off eyebrows. Kinda wish I still had those boots.1yr ⋅ discoamie ⋅ r/blunderyears
I (female) was super proud of my mom-made Captain Picard costume6yr ⋅ theonewholeans ⋅ r/blunderyears
My parents took me on a Hawaiian cruise in 2005. This was my outfit for Luau night.4yr ⋅ boddah666 ⋅ r/blunderyears
20 years ago (2002) no one saw a reason to stop this. I'm the white kid in the middle.1yr ⋅ darthcannabitch ⋅ r/blunderyears
When I was a kid I asked my dad to take me to meet the love of my life & he did. Thanks, dad.4yr ⋅ doththedoth ⋅ r/blunderyears
Almost 17 and thought I was the coolest man in the world for this Facebook profile pic2mo ⋅ merv1618 ⋅ r/blunderyears
This reeks of camel cigarettes, PBR and acrylic paint. 2011 and of course from art school.11mo ⋅ i_am_mrs_nezbit ⋅ r/blunderyears
Ayeskank! I used to make these on ms paint and put them in my about me on MySpace1yr ⋅ edscrst ⋅ r/blunderyears
Inspired by u/Fweddy51 senior picture post, I bring you the “I’m a Filmmaker” portrait.1yr ⋅ margosmango ⋅ r/blunderyears
I think about this picture of me a lot. This is not a costume. This is how I dressed for christmas, red wig, black top hat, stripe tights...you get the picture.1yr ⋅ BumbleSilver ⋅ r/blunderyears
Me at 16-17. No idea what’s going on with the “pants” or that sick beard...1yr ⋅ mrspecial ⋅ r/blunderyears
Seeing my last post got a lot of attention, I feel it's only fair that I share the whole photo including my boyfriend's blunder (2009)1yr ⋅ Jacquazar ⋅ r/blunderyears
Christmas 1990. Bugle Boy, Parachute pants, and Reebok “Pumps.” Those were the days3yr ⋅ TheSchiff ⋅ r/blunderyears
My kindergardern school pic. My mom asked why I didn't smile I said I was embarrassed to. 5 y/o logic.3yr ⋅ jaylk5150 ⋅ r/blunderyears
I was going for the Beiber look back in 10th grade, but ended up looking like coconut head with braces6yr ⋅ barnybarn ⋅ r/blunderyears
15 yo me circa 2013. I loved Chopin, Tim Burton and KFC. Thrift store army jacket + half the bottle of hairspray and I was ready to hit the street6mo ⋅ morelebaks ⋅ r/blunderyears
(2008) If I could go back in time, I would go back to this exact moment and capture my present self punching my fifteen-year-old self to the back of the head. It’s the only thing that would justify the existence of this painful reminder.2yr ⋅ la_boliviana ⋅ r/blunderyears
I was 14 and had behavioral issues after my dad passed, my mom tried to solve them by taking me on a tour of the castles used in the Harry Potter movies. I refused to look at the camera b/c I thought it was cool to have a distant stare. Bonus pooka shell necklace 🙃3yr ⋅ hideandsee ⋅ r/blunderyears
Most kids buy knickknacks or food with their school field trip money. I bought this shirt.3yr ⋅ Add_Poll_Option ⋅ r/blunderyears
Felt like a pertinent time... girls were so into Noel Fielding in the 2000s that I got this haircut6mo ⋅ LoyalFridge ⋅ r/blunderyears
My Kindergarten Picture is definitely the most epic of all my school pictures.6yr ⋅ manda326 ⋅ r/blunderyears
Don't mind me, just casually kidnapping my own Barbie. Probably around '96 - '97.4yr ⋅ Gelfling1994 ⋅ r/blunderyears
Back in 1999 my biggest dream was to be as pretty as Britney Spears. So my sister helped me out...5yr ⋅ redditsucksdiscs ⋅ r/blunderyears
Per popular demand, here are more photos of me shrugging in various locations6yr ⋅ BovineAlex ⋅ r/blunderyears
My grandma took this of me when I was 8 and thought I was the coolest,edgiest person on the cruise1yr ⋅ mrselffdestruct ⋅ r/blunderyears
I used to flair my nostrils for every photo and stare into the photographers soul1yr ⋅ Newbasaurusrex ⋅ r/blunderyears
I was 17. Not 40, not 50... 17 years of age. Drama class attendant and closeted lesbian.5yr ⋅ andybjpg ⋅ r/blunderyears
16 year old me really thought I could be the next Numa Numa Guy/Star Wars Kid. This was in my Myspace bio. [2005]5mo ⋅ garfself ⋅ r/blunderyears
Mom: “You’re going to regret this when you’re older.” Me: “Hold my Sting.” Senior pictures, summer of ‘04.6yr ⋅ cosmosthecat ⋅ r/blunderyears
My college ID photo from freshman year, 2007. Aggressively spiked hair, puka shell necklace, and what I’m pretty sure was a Hollister shirt and Oakleys. What a time.2yr ⋅ nnp1989 ⋅ r/blunderyears
My mom bought my sister and me these sweet snowsuits but we didn’t have a lot of money so she always bought stuff that we could “grow into”3yr ⋅ meatmountains ⋅ r/blunderyears
My mom asked what cake I wanted for my 17th birthday. My brother and i were a professional peanut gallery and told her “a shrek themed cake that says “its Brittany Bitch!” Thinking she would never deliver...4yr ⋅ zetsv ⋅ r/blunderyears
My prized possession. 8 year old me, resembling a pilgrim, with Avril Lavigne. Printed on a kitchen tile.4yr ⋅ mushykiki ⋅ r/blunderyears
Thought I was cool with my spike hair no wonder people used to say it looked like a tsunami1wk ⋅ jc0010 ⋅ r/blunderyears
Me at 14 trying to impress a boy that I liked. Guess it worked because we started dating a year later and we'll be celebrating our 19th anniversary this year6yr ⋅ that1grrl ⋅ r/blunderyears
My late teens/early 20s were so regrettable. I wanted to be a neckbeard AND mall ninja before I even knew those terms existed. (2008ish)5yr ⋅ GunsNGravy ⋅ r/blunderyears
I got a lot of love yesterday for my pigtails, so here's some more! Cheers!3yr ⋅ olive007 ⋅ r/blunderyears
I put up devil horns in a pic with the Catholic priest and bishop at my Confirmation. Grandma sewed my outfit.3yr ⋅ BeanBagSaucer ⋅ r/blunderyears
Right before a brutal transfer from homeschool to public school circa 20076yr ⋅ theflyingskunk ⋅ r/blunderyears
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.1yr ⋅ lilahcook ⋅ r/blunderyears
I used to buy all my shirt at Spencer’s. Had to borrow my sister’s coat and stethoscope for this photo. [2011]2yr ⋅ toknazn48 ⋅ r/blunderyears
Did these sick stars myself when I was 12. Almost 22 years later they still look savage.3yr ⋅ larrydavid1987 ⋅ r/blunderyears
First day of seventh grade I got to pick my outfit, I guess I thought UPS man was the way to go4yr ⋅ Eircan ⋅ r/blunderyears
Me and my husband being punk as FRICK almost 20 years ago (around the same time we met!)4yr ⋅ sznnh ⋅ r/blunderyears
Circa 2004. Yes, I dressed like this all the time, and yes, that is a changing table in a mall bathroom. 🤢3wk ⋅ gorthead ⋅ r/blunderyears
2003. I smiled like this in every picture because I thought it looked natural. I swere I've never harmed any animals.1yr ⋅ NSMetroid ⋅ r/blunderyears
When I was put in charge of making my own Halloween costume, I chose lumpy space princess. Can you see the resemblance?1mo ⋅ seretastic ⋅ r/blunderyears
I wore a tuxedo t-shirt and a flat billed hat to my senior prom. Yikes.3yr ⋅ BDEMPS7 ⋅ r/blunderyears