30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years - 1

30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years

As young teenagers, most of us had an experimental phase where we did crazy things with our hair and dressed even weirder thinking we looked hella ‘cool’. Looking back on photo albums is usually a cringe experience due to this, as reminders of our bad decisions come back to haunt us.

But these teenage, ‘ Blunder Years ’ are just that. A time for making mistakes and learning from them what not to do. They are also great to look back on for a few good laughs while remembering not to take ourselves so seriously because once upon a time we really thought we were ‘it’.

#1 My Nickname Was “Ronald” In School

30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years - 2

#2 It Was The 80s. I Have No Other Excuse

30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years - 3

#3 My Brother And I, Late 90s

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#4 I Guess Being Able To See Is Overrated

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

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#6 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

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

30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years - 8

#8 Oh College. I’ll Never Be This Cool Again

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

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

30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years - 11

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

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#12 My Teenage Years Are The Gift That Keeps On Giving

30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years - 13

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

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#14 1991 Obsessed With Michael Jordan

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#15 Leave Some Ladies For The Rest Of Us

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

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#17 That Weird Al Early 00s Look

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

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#19 Mom, It’s Not A Phase

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#20 2009, Black Eye Liner & Lime Green Everything. 13 Years Old, Very Questionable Pose With Dads Webcam

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

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#22 1997 And My Little Tomboy Heart Hated Everything About This Glamour Shot Look

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

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#24 1999 Tony Hawk Phase (Yes, Those Are Shorts…)

30 Of The Funniest ‘Pictures From A Regrettable Past’ Shared By People Of Their “Cool” Teenage Years - 25

#25 2003. I Smiled Like This In Every Picture Because I Thought It Looked “Natural.” I Swere I’ve Never Harmed Any Animals

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

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#27 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)

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#28 My “Date” To The Eighth Grade Dance

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#29 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?!

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#30 High School Art Class

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Shanilou Perera

Shanilou has always loved reading and learning about the world we live in. While she enjoys fictional books and stories just as much, since childhood she was especially fascinated by encyclopaedias and strangely enough, self-help books. As a kid, she spent most of her time consuming as much knowledge as she could get her hands on and could always be found at the library. Now, she still enjoys finding out about all the amazing things that surround us in our day-to-day lives and is blessed to be able to write about them to share with the whole world as a profession.