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15 People Confess Their Most Embarrassing “I Was Young and Stupid” Stories

Life, a learning journey, shapes us through experiences & mistakes. Every encounter is a lesson. Check the best “I was young & stupid” stories from our forum.

GETTING ENGAGED IMMEDIATELY AFTER DATING

“I got engaged at 18 after nine months of dating. Hahahahaha. I am an idiot.”

FLYING TO ENGLAND

“Flew to England when I was 22 with just $150 in my pocket. Not the smartest decision I’ve ever made but it did lead to me being properly diagnosed with bipolar disorder/ADHD.”

PAYING CHILD SUPPORT AT 18

“I believed her when she said she was on birth control. Imagine paying child support at 18.”

HAVEN’T SAVED THE INSURANCE MONEY

“I inherited some life insurance money (not like it was a million dollars or anything) at 18 but didn’t save it.”

GOT ARRESTED WITHOUT A LICENSE

"Arrested for unlicensed stripping, now burdened with a misdemeanor. Tough to explain during job interviews, so I lie."

GETTING A PH.D.

“I was young and stupid and got a PhD thinking it would be worthwhile and fun… it was not.”

MAKING A ZIP LINE

"I made a zip line using a tree branch as a handle. Fell 45ft, broke my foot, affected my knee. Built another zip line, then the lawnmower flipped over me while cutting grass and landed me in the ER with a concussion. Still put up another zip line after recovery."

SPENDING TIME ON A SWING AND BROKE A CHIN

"At 7, I believed I could fly if I swung high enough. I let go, landing chin-first on gravel. I required stitches but miraculously didn't break my neck."

EATING JELLYFISH

“I ate a poison jellyfish for a dare.”

HELPING A STRANGER

At 15, a man paid me to move furniture in my small tourist town. I declined his beer, got my money, and left. Looking back, it feels like a close call to abuse.

WHISTLING FIREWORK AT NIGHT

"Had a sleepover prank-war with my friend that led to me igniting a loud, smoky firework on her deck at dawn. Learned fireworks can be very disruptive."

FLUSHING A BARBIE

"In grade school, I unrealistically flushed a Barbie head down the toilet after watching a Kablam episode, only to be devastated when it didn't come back!"

ASPIRING TO BECOME A TEACHER

“Went to college. Wanted to be a teacher. Thought I’d make enough money to live.”

OVERTAKING A COP’S CAR

"I recently drove hastily to pick up a late-night pizza, unknowingly overtaking a cop car."

MOVED TO ANOTHER STATE WITH WOMEN

"I relocated with a woman I thought was leaving her husband for me at 18. This matured fast despite happening only two years ago."

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