Awkward Flashbacks: Hilarious 'Blunder Years' Pics Exposed (47 PICS)

Posted in PICTURES       26 Dec 2023       2740       3 GALLERY VIEW
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"2008 Senior Photo In The Cemetery With My 1976 Cadillac"

"2006 And I Was 17. The Cure Was My Life"

"2004 In 6th Grade. My Best Friend Wanted A Pic Of Her Crush, So We Devised A Plan For Her To Pretend To Take One Of Me As He Walked Past. It Was A Success!"

"Glamour Shots Photo From 1994. I Was 8 Years Old (Going On 45 In This Pic)"

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"First Time Mom Let Me Dress Myself For Picture Day"

"When Someone Asks How Your Life Is Going…"

"Me In The 80s. Sadly, The Coolest I Ever Looked"

"My Wife Gave Me Permission To Share This Picture Of Her From The Early 90s. She's The One On The Left"

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"When I Thought It Would Be Classy To Wear A Victorian Suit To Prom ~2010"

"Sophomore Prom Sporting My Hot Topic Best Waiting For My Boyfriend's Mom's Minivan"

"I Looked Like Tommy Boy As A Little Girl (1995)"

"Are We Doing Goth Prom Photos? Here's Me In 2007. I Made The Dress Myself, As The Cheap Shiny Satin Does Suggest"

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"Thinking I Was The Coolest 12y/O Cuz I Could Play The Saxophone"

"Senior Year Photo (2010)"

"16, 25 And Now At 34. What A Evolution!"

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"Cleanest Bowl Cut I Ever Had"

"I Was Cast As Rudolph When I Was In Ninth Grade! (2008)"

"Grades 3, 6, And 9. Style Has Never Been A Strength Of Mine"

"I Was 14 And Thought I Looked Like Ke$ha. To This Day, My Friend Still Has This Posted In One Of Her Facebook Albums"

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"Found My Wife’s 1st Grade School Picture"

"Apparently My High School Blunder Photo I Posted A Year Ago Was Good Enough That A Bot Re-Posted It So Here's Another Photo From High School. Yes I Wore This Jacket To School, And I'm Pretty Sure I Was On A List With The School Administration For How I Dressed"

"Me After Fight Club Came Out (2000)"

"Who Wouldn’t Want Training Bras For Their Birthday?"

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3   Comments ?
3
1.
Melchizedek 10 month s ago
#5

Boxxy (aka Catherine Wayne) is that you?

heart good heart
       
2
2.
Molly 10 month s ago
these were funny. make shaming great again!

#42 your fiance made a twilight reference to that pic? dude, i hope you stayed single
       
1
3.
Nathan 10 month s ago
#24 What were you planning on training them to do?
       
27353641acute
belayclappingdance3dashdirol
drinksfoolgirl_craygirl_devilgirl_witch
goodgreenheartJC-LOLJC_doubledown
JC_OMG_signkisslaughingman_in_lmocking
mr47_04musicokroflsarcastic
sm_80tonguevishenka_33vomitwassat
yahooshoot
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