Hilariously Awkward Photos From The Good Old Days (50 PICS)

Posted in PICTURES       20 Aug 2024       2527       5 GALLERY VIEW
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"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"

Izismile Videos

"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"

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"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"

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"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 ;)"

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"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"

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"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"

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"Sometime Between 05 And 07, I Remember I Got To Choose The Background And Which Weapon I Posed With"



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Credits:  www.boredpanda.com


5   Comments ?
13
1.
Sinah 3 month s ago
The current generation is going to have a lot of cringy blue haired obese photos to remember the 2020s
       
0
2.
Virdie 3 month s ago
#14 The ban on trenchcoats was the death of the industry. I swear the only ones wearing them were teenage kids doing it ironically.
       
-3
3.
Arie 3 month s ago
Virdie,
Grow up kiddo. People still wear them. The big cities are full of them during the winter. Go back to talking to your back water town
       
1
4.
Arie 3 month s ago
#17 LMAO still mentally ill child too
       
2
5.
Denise 3 month s ago
#17 Gender dysphoria is a mental health issue.
       
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