Cringeworthy Yet Hilarious Vintage Photos That Will Make You Laugh
Relive The Most Awkward And Funny Moments Captured In Vintage Photos From The Past. Click To See A Collection Of Cringeworthy Yet Hilarious Snapshots From Yesteryears!
#1 Got Dumped a Week Before Prom, But My Mom Insisted I Take the Pictures She Paid For, So I Made a Sock Puppet to Bring as My Date. I Regret Nothing
#2 My Friend's Baby Pictures Look Like Mrs. Doubtfire
#3 My Parents Weren't Surprised When I Came Out
#4 Anytime My Wife Sees This, She Bursts Out Laughing... I Thought I Looked Cool
#5 Glamour Shot Blunder (7 Years Old)
#6 I Looked Like a Middle-Aged Man When I Was a Child
#7 My Parents Kindly Supported My Peak Edgelord Phase :)
#8 After Explaining What r/Blunderyears Is All About, a Friend Gave Me Permission to Post This Gem. Circa Early '90s
#9 Me in 1998 and My Wife in 2000
#10 1996, Olan Mills Called 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
#11 Late '70s. No Idea What I Was Thinking. Made the Suit Myself
#12 My Mother Said I Would Regret This Photo... No Regrets, Mom! Circa 2002
#13 Tried to Smile, Channeled Jim Carrey Instead. Allllllllrighty Then
#14 I Had Embraced My Nerdy Outcast Status and Went to School Like This. Sadly, the Trench Coat Was Soon Banned After '99
#15 When Someone Asks How Your Life Is Going
#16 Had a Photoshoot with My Mom and Thought Being the Weird Kid Made Me Cool and Mysterious. Good Thing I Don't Live in the States Because I Had Some Serious School Shooter Vibes ;)
#17 Ten Years and One Transition Later: Some Things Never Change
#18 Give Me the Sassy Grandma Look
#19 This Surpasses Even the Fivehead
#20 For My 2nd Grade Photo I Vouched for the Satan's-Child-Lawyer Look
