Discover 46 awkwardly funny photos that perfectly capture the charm and quirks of the past.
“Got Dumped A Week Before Prom, But My Mom Insisted I Go Take The Pictures She Paid For, So I Made A Sock Puppet To Bring As My Date. I Regret Nothing”
“My Friend’s Baby Pictures Look Like Mrs. Doubtfire”
“My Parents Weren’t Surprised When I Came Out”
“Anytime My Wife Sees This She Burst Out Laughing… I Thought I Looked Cool”
“Glamour Shot Blunder (7 Years Old)”
“I Looked Like A Middle Aged Man When I Was A Child”
“My Parents Kindly Supported My Peak Edgelord Phase :)”
“After Explaining What R/Blunderyears Is All About, A Friend Of Mine Gave Me Permission To Post This Gem. Circa Early-90s”
“Me In 1998 And My Wife In 2000”
“1996, Olan Mills Calls My Roommate Offering A Free Family Sitting. His Family Lived Two States Away, So We Went In To Mess With Them. I’m The Guy On The Right”
“Late 70’s. No Idea What I Was Thinking. Made The Suit Myself”
“My Mother Said I Would Regret This Photo… No Regrets Mom! Circa 2002”
“Tried To Smile, Channeled Jim Carrey Instead. Allllllllrighty Then”
“I Had Embraced My Nerdy Outcast Status And Went To School Like This, Sadly The Trench Coat Was Soon Banned After ’99”
“When Someone Asks How Your Life Is Going…”
“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 ;)”
“Ten Years And One Transition Later: Some Things Never Change”
“Give Me The Sassy Grandma Look”
“This Surpasses Even The Fivehead”
“For My 2nd Grade Photo I Vouched For The Satan’s-Child-Lawyer Look”
“Setting Trends At About 10 Years Old, Rural England!”
“I Thought I Was The Coolest Cat There Ever Was”
“I Was Evidently The Reference Model For The Kid From Up! ~ Circa 1985”
“One Of My Best Friends And I In Early 2012. We Were 8, And Had Our Own Band”
“Sometime Between 05 And 07, I Remember I Got To Choose The Background And Which Weapon I Posed With”
“When You Look Over 40 But You’re Actually 12”
“When It’s Your First Day Of Kindergarten And Also Your First Day As Head Of The Pta”
“2006 Senior Picture”
“In Honor Of My Husband’s 37th Birthday, I Present To You His Senior Prom Photo From 2000”
“In 5th Grade I Was Worried I Would Blink And Mess Up My Year Book Photo”
“6th Grade Going On 60”
“That Time I Went To My High School Prom And Looked Like A 45 Year Old Woman”
“My Poor Parents…being Nice To Me Back In 1987 During My Billy Idol Skateboarding Phase”
“My Sisters And I Wanted Those Glamour Photos From The 90s, But We Were Too Young So Mum Had Us Do A Homemade One Instead”
“Me In The 80s. Sadly, The Coolest I Ever Looked”
“2006 And I Was 17. The Cure Was My Life”
“I Give You One 15 Yo Goth With Her Eyebrows Shaved Off. My Step Dad Nicknamed Me “Sunshine””
“Family Photo. What A Mood”
“1993 Senior Pic, I Wore Those Boots To Hs The Entire Year. Iowa Winter And All”
“Me And Friends Before A Disturbed Concert In 2006. We’re So Cool Posing In Front Of Mom And The Van”
“The Blunder Brothers, Circa 1994. I’m In Purple”
“Me, Circa 1991. My Mom Let Me Get The Laser Background. I Am So Proud Of This Pic!”
“My Husband (Right) And His Brother (Left). Prom 2006”
“I Swear It’s Not Square Anymore”
“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”
“My Nickname Was “Ronald” In School”
“In 1989 I Made Myself A Fartbusters Uniform, Marched The Streets Singing “If Something Smells Strange In Your Neighbourhood…””
“It Was The 80s. I Have No Other Excuse”
“I Looked Like Tommy Boy As A Little Girl (1995)”
Source: www.boredpanda.com
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