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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.
This post may include affiliate links.
#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
Upstaged75 2 years ago
Headbanger's Ball! My brother and I used to record that every weekend too. :) Back in the days when MTV actually showed music videos.
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.
RELATED:
#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
Isa's left eye 2 years ago
I wouldn't have looked twice at the shirt. The hair on the other hand...
Kamryn Mall 2 years ago
Is that a child or a mushroom... OR HUDSON FROM BREATH OF THE WILD AS A KID?!
#3
2003. I Smiled Like This In Every Picture Because I Thought It Looked "Natural." I Swere I've Never Harmed Any Animals
Austin Sauce 2 years ago
As someone who also doesn’t know how to smile in pictures, I can relate
Barbara Cochrane 2 years ago
Did you mean Swear? I do like your picture. You look so goofy but happy.
Joots (shants/jorts) 2 years ago
🤣😅 Does he also swere he won his 5th grade spelling bee?
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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.
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
Weasel Wise 2 years ago
The gold ol' days when we use to get to choose our weapon for photo day. 🤣
Emperor Kitten 2 years ago
Sorry, i thought this was supposed to be bad pictures of people who thought they were cool. Not the biggest badass in the whole 6th grade.
#5
My Nickname Was "Ronald" In School
Beck 2 years ago
We had a Rockin mcdonalds in the 90s! It was purple with 50s cars displayed, a huge elvis and a bag train track that went around the ceiling. Around 2005 the made the owners change it to look like the others. But it was called "rockin mcdonalds"
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David Leick 2 years ago
🎶Rock 'n' Roll McDonald's Rock 'n' Roll McDonald's Rock 'n' Roll McDonald's Rock 'n' Roll McDonald's
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
Somebodys grandmother 2 years ago
I know the feeling - and the amount of hairproducts... sorry ozon-layer... we didn't know better 🙈
Fat Harry 2 years ago
If it makes you feel batter, the ozone layer has completely recovered. It's a rare climate success story.
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Melissa Hamed 2 years ago
We didn't need an excuse even now. That was the look that's what we went with. There's some looks now that I'm telling you the kids are going to look back on and say what was I thinking which is what we're doing now.
#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
Lois Reese 2 years ago (edited)
I like this hairdo! The outfit is the abomination here. Sorry, not sorry.
Benita Valdez 2 years ago
I can relate with bad haircuts. My mother let me get a bob and I have naturally very curly hair; it looked to uneven becauseof my curls. There was also the gum incident where I thought it would be ok to just rip it out of my bangs and then continue pulling out hair to even it out. Also took scissors to trim my own bangs in elementary school. And let's not forget the afro of curls for many picture days because mom insisted on putting curlers in my already curly hair.
#8
Me Circa 2005 Thinking I Was The Absolutely Baddest Thing Around With My Men’s Camo Cargo Short And Corset Combo
Sarah Laurent 2 years ago
Seriously ? Sign me in ! And yes, I'd wear it today (and... I wear it "today", even if it's a more subdued version, that's my kind of clothes. (and YES, even the cat's eyes beanie !) I'll be 54 y.o. in June, sky blue pixie hair cut, and not apologetic at all.
Sweet_Dee 2 years ago
It's cool, there are millions of us older millennials feeling the same shame right now too 😫 But tbh I'd probably still wear it 😂
Blackstone 2 years ago (edited)
Same. The only outfit I ever chose to wear that I'd be embarrassed about looking back was this Limited outfit I bought basically right off the mall mannequin in seventh grade. It was green corduroy bell bottom low rise pants, a ribbed knit striped sweater, and a purple chenille bowler hat. After I begged my mom to buy it for me, I had severe buyers remorse and lost all confidence in wearing it, but wore it anyway because I felt guilty spending that much money on an outfit I wouldn't wear. I wasn't cool before I wore it and it didn't help I'm sure. I'm much less embarrassed about my goth and punk phases.
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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
Alecto76 2 years ago
My Gen-X photos from ages 8-13 (84-89) were photos of the "ugliest child in the world." (Dad 2015). It was the 80s, thick glasses, braces +, mom let me dress myself and choose my hair cut, I had bad taste. It was a fair statement.
Lou Cam 2 years ago
As you were just a child you'll have been cute-ugly though, like a baby bird. I used to be ashamed of my childhood photos as I had the pudding bowl cut and my brothers hand me down clothes but now as a mother I can look back and think there's nothing to be embarrassed about.
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Agnes Jekyll 2 years ago
No one can be embarrassing in an Esprit Sweatshirt.
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Stay Off My Lawn 2 years ago
This entire photo is the most quintessentially 80s thing I’ve ever seen!
Quinn Nix 2 years ago
The "Hang In There!" poster must be on another wall.
Load More Replies... #10
Family Photo. What A Mood
Daniel Atkins 2 years ago
I thought he was held there against his will by someone with a gun.
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#11
My Brother And I, Late 90s
Alecto76 2 years ago
My boyfriend in college had these type of jeans. Tripped and broke his toe
Amberlie Mikelsen 2 years ago
Jnco! Major love-hate thing going on with those things back in the day; teens and preteens loved them (until/unless they tripped over them), parents LOATHED them!
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.
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
TheOfficialJesusChrist 2 years ago
are we not going to talk about how attractive he is?? good job me 😌
Weasel Wise 2 years ago
Aw the DARE program. Where I learned what drugs looked like and how to use them.
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#13
This Is So Long Ago And Yes I Worked At Hot Topic
Natasha 2 years ago
100% soo beautiful! And her hair is such a gorgeous color!
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Rusty shackleford 2 years ago
I always wanted to look like those scene girls when I was a teenager I thought they were so cool
#14
Leave Some Ladies For The Rest Of Us
Binky Melnik 2 years ago
Nice-looking fellow with some unfortunate styling, though I’m sure he was cool at the time.
Jeremy James 2 years ago (edited)
I would have had SUCH a crush on you back in High School or at Christian Bible Camp.
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.
#15
Thanks To My Sister, I Completely Embraced Goth Culture In 1998
Rosie Red 2 years ago
My sister looked like Boy George. My father offered her $500 to look "normal" and she refused lol.
Rocky Mom 2 years ago
I had to search him up. Crazy fun image. Lols, I'm glad she kept it up.
Load More Replies... David 2 years ago
I have some similar photos of me as a toddler in the 60s. Not because I was "cool". I got into the vasoline and rubbed it all over in my hair. My mom and grandmother thought it was hysterical to shape my hair into a bunch of silly hairdos and take photos before washing it out.
#16
I Guess Being Able To See Is Overrated
Stay Off My Lawn 2 years ago
I wonder how many people ended up with neck problems from constantly flipping their hair.
#17
High School Art Class
CORGI QUEEN 2 years ago
you don't need to include that you are straight, i a lesbian female, constantly say guys look good. People can be pretty and you can comment on that freely!😁 I agree she is beautiful.
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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
Gourdeous 2 years ago
With the curtains hair I'm pretty sure you were cool
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Serenity Now! 2 years ago
Holy cow...this looks very much like my son back in the day. He has now passed on. Miss those days.
Paddling Panda 2 years ago
I'm so sorry you lost your boy. I hope you're okay and that your memories of him live on in your heart.
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#19
Somehow It Took Me Until My Thirties To Figure Out I’m A Dude Despite Going Through High School Looking Like This
Zedrapazia 2 years ago
I wouldn't have noticed the person on the photo has breasts if the title didn't mention transition, OP looks like an attractive dude!
Danni 2 years ago
Glad for you that you found your true self! Wishing you all the happiness the world!
Jenna Logan 2 years ago
Hey now I think emo guys are hot as hell, I'm in my 30s and emo, not afraid to admit that either, being emo isn't a phase its a lifestyle
Blackstone 2 years ago
Yep. Emo wasn't a thing yet when I was in high school, but I think if it had been, I would have actually found a group I felt I belonged with. Emo hair is the hottest for sure.
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crowspectre (he/they) 2 years ago
Honestly if it weren't so cringy I'd say gender envy. Their face is masc affff
Frosty 2 years ago
I have no idea why but the song dance dance from fall out boy is playing in my head rn-
#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?!
Gianna B D 2 years ago
And then Grandma came along and said "You're the sweetest little pirate I've ever seen."
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
Mi So 2 years ago
As a 43 yo, I see nothing cringe or embarrassing about this picture. I have several dozen that look basically the same, just with more harvest gold in the upholstery.
Katy McMouse 2 years ago
Yeah, it wasn't forgiving for any of us, but you had a sweet and kind smile. I'm sorry for your loss.
Christine Rockwell 2 years ago
I think you have a beautiful smile and you really look joyful! It makes me happy to look at your picture!
Joshua David 2 years ago
I'm you're age now and I always look back so fondly on that time. I guess childhood times always seem rosier. I'm sorry if your time in the 80s wasn't ideal. And I'm sorry you lost your mom.
Valerie Woods 2 years ago
I have burned photographs, love. You look precious. I lost my mom, too, and I'm sorry for your loss.
#22
Oh College. I'll Never Be This Cool Again
StitchIsCuteAndFluffy 2 years ago
She looks like Eleven. Now I want to say b****** but I censored myself out because I don’t cuss
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The Silly Stellar Jay 2 years ago
Yeah, I thought this was supposed to be "embarrassing" pics but this is clearly badass. 2/10
Stephanie Adamson 2 years ago
You do look pretty cool! I would not be embarrassed by this pic!
#23
That Weird Al Early 00s Look
AwfullyWaffley 2 years ago
Ha! I went to his concert in February, this matches his hair perfectly!!
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.
#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
Ann Coffman 2 years ago
When you tease your hair so much it just has to stand up for itself.
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Crazy Meerkat Lady 2 years ago
Oh my soul the caption!!!!! LOL! As for the hidden legs and feet, she looks like a cake topper
Austin Sauce 2 years ago
“No, hide the feet! We mustn’t let anything deter from those luscious locks!”
Billie Templeton 2 years ago
As a previous children's photographer, my guess about the legs is that the photographer was trying to show off your pretty dress.
Brigit Sole-March 2 years ago
Oh lord. . . The teeth, the parasol, the lace trim on the velvet dress, the lack of lower appendages - it all combines to make for a great look, but I have so many questions. . .
#25
(Oc) I Was Not A Fan Of That Easter Bunny!
Kevin the Manager 2 years ago
This has a distinct Stephen King vibe. "Everyone else thought Mr. Bun-Bun was all fun and games. Only little Timothy Sinclair had discerned the truth. How could a 5-year-old boy save an entire town from pure evil?"
Yashiro Nene 2 years ago
I wouldn't be very happy standing next to the monster under my bed either lol
#26
Me In 2006, Age 16/17.. Big Myspace Vibes
She who must not be named 2 years ago
Around 20 years ago by the looks of it
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Joshua David 2 years ago
The hair looks like it's for the Kollege of Karen. I am sure you're not a Karen though.
#27
My Bedroom 11 Years Ago When I Was 14, Be Careful You Don't Hurt Yourself On All The Edge
Austin Sauce 2 years ago (edited)
I think my room WOULD HAVE looked like this, if I wasn’t too broke to afford all those posters.
Roan The Demon Kitty 2 years ago
most of these came from Kerrang magazine, which used to be a weekly magazine that I think cost somewhere around £2.50, it wasn't super expensive. Unfortunately, I think that Kerrang only publishes one off magazines maybe 3 or 4 times a year now. Still a great radio station though.
Load More Replies... Roan The Demon Kitty 2 years ago
oh my god kerrang... my teen years summed up in one magazine.
detective miller's hat 2 years ago
Looks like my bedroom circa 1998! Except I always kept one section dedicated to Tottenham Hotspur, much to the confusion of my other goth friends.
#28
My “Date” To The Eighth Grade Dance
Lakota Wolf 2 years ago
He's a cardboard cutout. We didn't have Photoshop back then XD
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Barbara Cochrane 2 years ago
Honey you should have had guys standing in line to take you out! You are adorable!!!
Shari Chester 2 years ago
That’s a cardboard cut out of Harry Styles when he was in One Direction people.
#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)
le_smol_froge 2 years ago
Imagine if you flipped someone off and your middle finger just said “hi”
April Stephens 2 years ago
This made me laugh so hard that something unspeakably embarrassing happened to me. Thank you
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#30
Me Circa 1995. I Think I Thought I Was Grunge Or Something
Melissa Hamed 2 years ago
I would say yes for no other reason than the huge Kurt Cobain poster
#31
Mom Was Mad But Admittedly Almost Peed Herself Laughing At The Results
Austin Sauce 2 years ago
It seems you either just smelled, or just dropped, a destructive fart.
Tucker Cahooter 2 years ago
All nerds when they are forced to participate in sport look like this
#32
It Was Not A Good Eyeliner Day, And I Was Trying To Make “Hippie Bands” My Thing. Rip To My Emo Era
Wysteria_Rose 2 years ago
I also did the messy undereye liner. It looked so good in the mornings but by 3pm I was basically a raccoon.
Kai 2 years ago
wait help why do they look so much like someone i know (wrong years to actually be them, but still 😭)
Regina Machamer 2 years ago
God I don't miss trying to make s**t your "thing" in middle school..
#33
Did Anyone Else Have These Weird Hairy Tops? I Thought They Were The S**t
Danni 2 years ago
Oh, I used to love them! I have at least ten pictures of me from age 10, looking like I skinned a muppet.
SageHare37 2 years ago
Skinned a muppet... I can't stop laughing. I'll never think of those tops the same way again.
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A Wild Bean 2 years ago
I used to have one!! It was white and fluffy, I called it my Polar Bear Sweater lol (thanks for unlocking that memory)
My O My 2 years ago
They didn't. Mine was black. They were pure plastic sort of mesh so the teenage body coulde produce intense odours wearing it
Load More Replies... Roan The Demon Kitty 2 years ago
I mean, thanks to owning 4 hairy cats (the 5th is a sphynx) I guess I still do wear hairy tops, just not the kind you mean.
Zenozenobee 2 years ago (edited)
My daughter is 7 and loooooove them, be ready for a similar picture in a similar trend in 20 something years 🤣
#34
In My Bedroom, 2006. My Sister Was The One Who Wrote ‘Butt’ All Over The Walls
Mister Yeet 2 years ago
That looks almost exactly like my ex girlfriend's room during the same year, only thing missing is the shaved furby collection with red paint splatters on the wall. Word butt written all over and everything...I don't think the sister actually did it...seems too coincidental.
microwaved mcdonalds fries 2 years ago
shaved furby collection wtf in the best possible way lmao
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Jeany Larsen 2 years ago
My walls were neon green (Carolina Parokeet to be exact) but sadly devoid of BUTT. Missed opportunity!
#35
A Mustache Did Not Look Very Good On Me In Middle School
Stephanie Adamson 2 years ago
But you could actually grow one in middle school. I still think that is impressive ngl
Stay Off My Lawn 2 years ago
Me: *licks thumb* c’mere and let me get that schmutz off your face.
#36
Senior Picture; Gamecube Not Pictured
Fluffy Griffin 2 years ago
Omg this reminds me of my brother's senior pic... though his is a bit more subtle. It's a closeup of him with his arm casually resting on a computer monitor. (1995)
Melissa Hamed 2 years ago
And in case you weren't sure I'm going to make sure everybody knows I'm a gamer. Subtle. I'm surprised that your parents let you put all that in your senior photo.
#37
1997 And My Little Tomboy Heart Hated Everything About This Glamour Shot Look
Fraxinus excelsior 2 years ago
I feel your pain, hated being made up to look girlified by my mom, she just didn't get it. I liked boys clothes, haircuts, football, climbing trees, motorcycles. I just wanted to be me, and I was eventually.
Sarah SH 2 years ago
My mom orchestrated my senior pictures to look so dolled up, airbrushed and posed. (Leaning up against a tree running my hand through my hair while wearing a flowing white dress…). I’m forty and she still has all of these pictures out and on display. I am like “Don’t you want a picture that actually looks like ME?” I guess not…
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Elizabeth Calvert 2 years ago
You can see how much the poster hated this in their eyes in the pict... That and whoever did the make up ....yikes 😬. You're supposed to match the skin tone
Weasel Wise 2 years ago
I have a huge glamour shot of my older sister on my fridge cuz it's hilariously awful. She was only 17 but the hair and makeup peg her at 35.
#38
My Teenage Years Are The Gift That Keeps On Giving
Stephanie Adamson 2 years ago
You had good hair! Wow seriously so thick! I still think it looks pretty cool
#39
Frosted Tips, Resident Evil Toys, A Jenny Mccarthy Poster Aka Welcome To 1999
over it already 2 years ago
There is sooo much 90s happening here! From the color of the wood stain to the adidas stripes to the stereo setup...
Henry Reining 2 years ago
If I didn't know better, I'd say he was Reese from "Malcolm in the Middle"
#40
1999 Tony Hawk Phase (Yes, Those Are Shorts…)
Binky Melnik 2 years ago
I thought that was a little girl until I scrolled down. Oops! Mixed messages there.
#41
1999 - I Told Dad “I Need Your Clothes, Your Boots, And Your Motorcycle”. Only Got The Clothes
Candice Gardner 2 years ago
Yes, but was it in The Arnold's voice? If not, that may be why he didn't take you seriously;)
Regina Machamer 2 years ago
Surprised you didn't one-strap it lol man we looked so dumb with the extra strap flailing around
#42
Haircut From Dad + Kung Fu Shirt From Grandma = ?
#43
1998. That Was A Knock-Off Fubu Shirt That I Bought From A Gas Station
Stuart 2 years ago
A sophisticated sex robot? Sent through time to change the future of one lucky lady?
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New Everywhere 2 years ago
Snow lmao! I'd be like "inforrrmer, ya no say alksjdfui as;odfiad woi a'jof something something boom boom there"
Load More Replies... Weasel Wise 2 years ago
The skeezy mustache combined with the trying-to-look-séxy squint...makes me throw up in my mouth a little.
Helene Logan 2 years ago
OMG I did NOT want to laugh at this, but it's hysterical! :-D!!!!
Load More Replies... #44
1991 Obsessed With Michael Jordan
Icecream Sarang 2 years ago
We absolutely were NOT! Some of us had our own basketball team megastars and didn’t have to jump on the Chicago Bulls bandwagon.
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TheOfficialJesusChrist 2 years ago
oh jesus christ how did i let him slide WHY DOES HE LOOK LIKE THAT
RAM31280 2 years ago
Being a kid from Chicagoland in the 90s, I was right there with you in this pic at my little brother's birthday party FB_IMG_168...080d87.jpg 
New Everywhere 2 years ago
Cool shirt! Also, Chucky's big rat a*s was terrifying (loved going there though!!)
Load More Replies... Isa's left eye 2 years ago
I thought my eyes were just weird, I see it too
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#45
Me When I Was 12 Years Old Buying My First Cd’s
A girl 2 years ago
I was 25 when I bought my first CD. It was Dark Side of the Moon. 1985 was a looong time ago.
Sherry Moore 2 years ago
Then let me tell you about my first 8 track haha 😂
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Billy Harrelson 2 years ago
Ah, the good ol days when stores had several aisles of CDs. Now it's maybe two racks of new releases and two racks of vinyl.
Tim 2 years ago
Hopefully, there's a record store in your town. Although they're flooded with vinyl now because it's trendy.
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Michael Fernandez 2 years ago
Ziggy Stardust and the Spiders From Mars. Bought it two years before I could afford a CD player, as they were ~$500 at the time.
#46
You May Not Like It, But This Is Peak 1998. Korn Poster And Shortys Shirt Says It All!
#47
'98 Or '99, Around 16 Years Old. The Coppery Bleached Hair Was Not My Best Decision
Heidi Alger 2 years ago
I went to high school with this kid… or someone wearing that same shirt and hairstyle … 1998!!
Liz Siemens 2 years ago
Dude what guy who thought he was cool didn't bleach their hair back then though lol
Benita Valdez 2 years ago
I too rocked the copper but not on purpose. Didn't realize my dark brown hair had natural red highlights so box blonde hair dye turned me copper.
#48
My Senior Yearbook Photo. I Thought That Quote Was So Funny
#49
Lion King Sisters 1994 I Was 8 Years Old And Lil Sis 4 . 1st Day School 3rd Grade And Kindergarten
Mia Black 2 years ago
Don't hate me but my first thoughts were "this is like kids should look like" because when my teen year younger cousins were in this age they already looked so damn more adult with the clothes and make-up, I was a little confused how old they were... On the other hand: my parents looked so much older my age.... Time and humans are confusing....
Zoey Rayne 2 years ago
Aww! I went through a Lion King phase from ages 3 to 8. Loved it when my relatives gave me Simba and Nala gifts at Christmas.
StitchIsCuteAndFluffy 2 years ago
Still love the Lion King. And all things Disney. Favorite movie is Lilo and Stitch tho.
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Douglas Gilanyi 2 years ago
Can anyone else "smell" that first day of school from just the photo? Would have been fifth or sixth grade for me.
#50
2009, Black Eye Liner & Lime Green Everything. 13 Years Old, Very Questionable Pose With Dads Webcam
Marley Wilson 2 years ago
very confuse... u broke my ability to english corectly... oh lord its worse than my emo draco hair...
#51
Teachers Were A Bit Different Back In The Day
#52
In My Mind They Were The Real Deal. Check The Bowl Cut
#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
#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
Kevin the Manager 2 years ago
Kittie kicks major A. S. S. Butcher Babies drop the mad notes as well!
#56
My 1988 Dark, Moody 'Madonna' Phase
#57
I Left The National Anthem In The Rosin Dust At My Friend's Eagle Scout Court Of Honor. (2010)
#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
#59
Took A Pic After We Found Our Cat That Got Away (2010)
#60
Thought I'd Share This Gem. 2002. I Was A Ddr Champ
#61
The First Time I Put On My Band Uniform— 2011
#62
Erhmagerd, Gersbermps
Kerry Borthwick 2 years ago
I had all of them creeped me out also had creepers my kids say they boring the new generation scare me lol I'm 33
#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…
#64
I Remember Being Obsessed With This Popcorn-Lime Green-Halter Top. Who Let Me Go Out Like This??
SkyBlueandBlack 2 years ago
Three kids? Your mom probably was happy if everyone was clothed and had their shoes on when it was time to leave!
LesAnimaux 2 years ago
Hey you do you, boo. It's an adorable top, you look happy and it goes very nicely with the fancy pants.
Sarah SH 2 years ago (edited)
My daughter just wouldn’t wear bras when she started to need them. I bought her all kinds and she couldn’t find one she liked. She looks back and pictures and is like “How could you let me look like that?!” Did she wish I had like held her down and put one on her or tell a preteen girl she looked bad..?
Becca Kuehn 2 years ago
You all look like you were happy, healthy and spending time with eachother & Mom. That's what matters most. Plus I think you looked adorable in your colorful outfit. 🤓
#65
13 Years Old In 2007. Probably Couldn't Get My "Scene Mullet" Right That Day
#66
Christmas 1988. Pretty Sure I Was Listening To Poison: Open Up And Say Ahh On My Walkman
SkyBlueandBlack 2 years ago
Admit it, it was New Kids On The Block. Or it will be, once you finish playing Jaws!
Upstaged75 2 years ago
I loved Poison so much I had a silver necklace that had their name spelled out on it. I ordered it from the back of a "hair band" magazine. :)
#67
Friends Teased Me For This Fb Pfp, But I Knew I Was Iconic
#68
Looking Like I Just Crawled Out Of The Sewer. With My Baby Brother Circa 2008/9 🙃
#69
My Beany Baby Shame Is Strong (1994)
bottomless.abyss.of.bordem 2 years ago
Oh, good. I was just about to call you when I saw this picture.
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#70
The Classic ‘Hike Up Your Pants Above The Hemline Of Your Shirt To Look Half Naked’ Trick
Maya Baggins 2 years ago
Really skinny overall: look at his arms, I've seen needles thicker than him
Load More Replies... Eloise_Is_Weird 2 years ago
No offense but you look like someone got a skeleton drunk and but a shirt on it
Becca Kuehn 2 years ago
Why all of the body shaming?? Nobody has the right to comment on anyone else's weight! Comments about the silly pose, the clothes or funny facial expression are all 100% acceptable and expected.
#71
Fake Mullet, Delia’s Shoulder Bag, Paramore Tee, Mountain Dew Can. This Was Peak 2007
#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
#73
Who'd Take The Red Pill When You Look This Fly In The Matrix? (2000)
pink_panda 2 years ago
Love the dark techno future look against the background of grandma's cottage chic. Lol.
#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
SkyBlueandBlack 2 years ago
It's okay, I think I had the same haircut in 1982. Of course, I was 2. And a girl. But that do was pretty much standard for everyone under 12 or so.
Mia Black 2 years ago
I was born a few years later and had to wear the haircut and glasses seven more years....
Load More Replies... bottomless.abyss.of.bordem 2 years ago
I was gonna say, I didn't know he had a kid
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#75
Roxanne… You Don’t Have To Put On The Red Tights! Me In 2011 At A Family Picnic
Christof Irran 2 years ago
Red tights and aviator shades - the cornerstones of women's fashion.
MedusaWasBeautiful 2 years ago
They keep your legs safe from ticks and sand fleas. They look nice as well.
#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
#77
Circa 2006-2007. I Thought I Was The Coolest Guy Out There!
Lakota Wolf 2 years ago
I'd just like to take a moment to be depressed at how a lot of these posts are from people talking about 2005-2007ish as if it was infinitely long ago XD I am feeling quite old now when I think about the fact that 2005 was 18 years ago...
Sherry Moore 2 years ago
Think about me I was born in the sixties, I've seen my fair share of wtf fashion moments.
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#78
Told My Cousin About This Sub. He Sent Me This
SkyBlueandBlack 2 years ago
Looks like you're about to grab your trumpet and meet up with your ska band to play a bar mitzvah. And I say that as someone who's been to waaay too many ska shows.
Fat Harry 2 years ago
You can't go to too many ska shows! Keep on skanking!
Load More Replies... #79
My Husband And I, Circa 1991
#80
Is This A Blunder Or Old School Cool? All I Know Is, I Was Kicking A*s And Taking No S**t
Benita Valdez 2 years ago
That type of coat was popular in the late 90's and early 2000's; I had two 😂
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#81
Yeah, I Wasn't Proud Of Myself For This Phase Lol
Lakota Wolf 2 years ago
Hey, he was popular back in the day. I don't think we should hate on anyone for liking the popular musicians of the time :)
#82
I Thought I Was So Cool Wearing The Movie Shirt With Mesh Sleeves
#83
I, Uhh, May Have Put The Life Jacket On A Little Too Tight
#84
Just Found These Pictures Of Me At Age 14 In 2009. I Think This Calls For A Rawr Xd
Haywood Jablome 2 years ago
"Rawr" is something I would never have remembered if I didn't just read it
#85
Me In 2007 -- Idk Why I Tried To Photoshop My Face Off, But My Hair Was Cool 😂
#86
Just Found This Banger Taken 08
#87
Junior Year Of Hs, Apparently I Thought Wearing A Suit Coat Holding A Plastic Sword Was Cool
Peter Trudell Jr 2 years ago
Didn't Highlander teach you ANYTHING? It's gotta be a trench coat, mate!
#88
I Didn’t Like Rollercoasters
#89
Restricted To Loser Hall (And To 2006)
Little king trash mouth 2 years ago
Omg is this TCNJ?? I went there for college and we had a Loser Hall that we always that was hilarious. Incidentally, we were told it's pronounced "Lozure" (long O). Yeah sure Jan. Someone hated their last name! Kinda like a principle we had in elementary that swore his name was pronounced "Whiner." Dude, even as kids we knew your name was spelled and pronounced "Weiner" lol
S.Liz 2 years ago
I registered just to vote for your TCNJ comment! Looks like they changed it since I graduated, though: https://www.nbcphiladelphia.com/news/local/tcnj-loser-dorm-name-change/17425/
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#90
This Was Before Big Headphones Became A Thing Again, Maybe 2005. I Wore Them As Earmuffs And Dragged The Cord Along With Me
#91
Dressed In My Easter Best '98
#92
My Siblings, Their Former Partners And Me, Ca 2009
ƒιѕн 2 years ago
From OP; Dude in the back and the far left girl with the brown long hair were the partners of my sisters. Everyone else is related :) OP is crushed velvet girl.
Load More Replies... #93
My Friends And I, Circa 2007. I’m The Guy Throwing Gang Signs With His Green Soda
Onion Patch Petunia 2 years ago
I never had any friends like the ones I had when I was 12. Jesus, does anyone.
#94
Tumblr Era Circa 2012. I Did Not Listen To Pink Floyd
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What do you think ?
RAM31280 2 years ago
I just have to add this pic of my sister and me from Christmas 83 or 84 Screenshot...69cfaa.jpg 
Julian Slate 2 years ago
I'm glad kids are bringing emo back. It's goofy as hell but it's a fun look
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Andrea Squires 2 years ago
Had to post after seeing all of these! Me in 2000 at 16 thinking I was so cool. Those jeans had Union Jack knee patches, my top had a Chinese dragon ...? 72226_4547...092760.jpg 
Ashen Mccann (They/Them) 2 years ago
ill be 13 this year so...but i wish i could see it, i like stuff from the 60s-now. like my mom, who will be 34 soon. but my 16 year old brother cant stand older stuff and im insulted because a lot of it is amazing <3
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Scarlett 2 years ago
My mom thankfully didn’t take any pictures of me in middle school. But picture a Catholic school kid with limp greasy hair in a ponytail, except for one emo bang, pimples, weird glasses, black converse, black sweats, and a big baggy red tee-shirt. I thought I looked so cool.
pink_panda 2 years ago
Okay this list makes me want to dress as fashionably as I can muster and take photos in cool poses. For posterity!
RAM31280 2 years ago
I just have to add this pic of my sister and me from Christmas 83 or 84 Screenshot...69cfaa.jpg
Julian Slate 2 years ago
I'm glad kids are bringing emo back. It's goofy as hell but it's a fun look
Load More Replies... Andrea Squires 2 years ago
Had to post after seeing all of these! Me in 2000 at 16 thinking I was so cool. Those jeans had Union Jack knee patches, my top had a Chinese dragon ...? 72226_4547...092760.jpg
Ashen Mccann (They/Them) 2 years ago
ill be 13 this year so...but i wish i could see it, i like stuff from the 60s-now. like my mom, who will be 34 soon. but my 16 year old brother cant stand older stuff and im insulted because a lot of it is amazing <3
Load More Replies... Scarlett 2 years ago
My mom thankfully didn’t take any pictures of me in middle school. But picture a Catholic school kid with limp greasy hair in a ponytail, except for one emo bang, pimples, weird glasses, black converse, black sweats, and a big baggy red tee-shirt. I thought I looked so cool.
pink_panda 2 years ago
Okay this list makes me want to dress as fashionably as I can muster and take photos in cool poses. For posterity!
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