• From catching a couple having sex to accidentally stripping in class, the Planet Dolan crew
re-enact some of the best true stories from our subreddit about the most awkward moments
we’ve ever had.
I’m Melissa and today I’ll be your narrator.
Number 10 was submitted by Fijalini786 Legna When Legna was in English class one day, he
needed to ask the teacher how to spell “gigantic.”
Talking to her was hard, because he had Tourette’s syndrome along with a speech impediment.
Still, Legna asked, but instead ended up saying, “Miss, how d-d-do you spell g-g-g-gay?”
The whole class stared at him and laughed.
Legna tried again by saying, “Sorry.
I-I-I meant g-g-g-g-gay like you!”
That time, even the teacher laughed.
He ran out of the classroom and stayed in the bathroom until the end of the day.
Number 9 was submitted by decorafeminae Doopie In high school, during swim week in gym class,
Doopie loaned her friend her towel when she was done drying off.
However, after taking off her swimsuit, she realized that she needed to dry off her body
a little more.
Since her friend was in another stall getting dressed, and she had limited time to get dressed
and get to her next class, Doopie decided that she had to stand under one of the hand
dryers butt-naked.
The dryers were higher on the walls so they could act like hair dryers.
So, with one arm stretched across her chest, and with one hand covering her crotch, Doopie
stood under the dryer.
Just then, the other half of the gym class who had not been swimming came into the locker
room.
They looked at Doopie in shock as they saw her standing naked out in the open.
She still cringes whenever she thinks about it.
Number 8 was submitted by RukiaSaixPuppy Honeybits When she went over to her friend’s house
one time, Honeybits and her friend decided to go horseback riding.
Since she’s a short girl, Honeybits had trouble getting into the saddle and had to
use a box to mount.
They rode around for about half an hour before deciding to head back.
As they prepared to dismount, Honeybits could not get her horse back by the box.
After about five minutes of trying, she decided to try and dismount like a normal person.
So, Honeybits swung her leg out, laid on her stomach across the saddle, and slipped off
– but her bra had gotten caught on the saddle horn, causing her shirt to be lifted over
her head.
Honeybits was trapped with her arms over her head, with her friend getting a face full
of tits.
Then, the horse began walking with Honeybits still stuck!
After several seconds of hysterical laughter, her friend was finally able to free Honeybits.
Number 7 was submitted by Shiny-torchic Slapped Ham
During school one day, Slapped Ham was in the bathroom taking a piss.
While doing his business, he started to hear moaning coming from one of the stalls.
It occurred to him that two of his fellow students were having sex.
When the couple in the stall – Tolop and Spincess – finished, they walked out and
immediately saw Slapped Ham.
The three of them stood there for at least five minutes before Tolop, asked, “Are you
going to tell on us?”
Slapped Ham said, “Nope.
I believe in love, but I hope you were wearing a condom.”
They left and never said anything to each other again.
Number 6 was submitted by PicklesTickle91 Andiemations
When she was in 6th grade, Andie’s mom would buy her slightly bigger clothes to grow into.
One of the items her mom would buy her were skort – a skirt and shorts combo.
Andie tried to avoid wearing them, but when she was all out of bottoms, she was forced
to wear them.
One day, when she had to wear her skort, Andie returned to class after lunch.
She went to take off her jacket but the zipper was stuck.
When she pulled it off like a pair of pants, the jacket managed to come off… along with
her skort!
The entire class saw her pink smiley-face undies.
Andie quickly pulled up her skort and ran into the bathroom where she stayed for the
rest of the day.
Number 5 was submitted by lord_buckhead MKyleM Back in elementary school, MKyleM and his
class went on a field trip to a waterpark.
They had a lot of fun, but when it was time to get out of the pool, MKyleM realized that
his swim trunks were on the other side of the pool.
Quickly, he rushed to get his trunks but the lifeguard jumped in.
Before he could grab them, he was pulled out of the pool by the lifeguard, who then yelled
at him for not getting out.
Scared and still naked, MKyleM pissed himself, which was when the lifeguard realized what
was going on.
The lifeguard wrapped MKyleM in a towel, gave him back his swim trunks, and walked away.
It was the last time he EVER went to a waterpark.
Number 4 was submitted by labradorable1992 SaltySquid
When SaltySquid was 17, he lived at home with his parents and little brother.
Ever since he was 14, he knew that he was gay but hadn’t told anyone.
One day, SaltySquid decided to go up to his room and look at the ‘secret stash’ he
had on his computer.
When he was halfway through ‘doing it,’ his little brother burst into his room and
asked him what he was doing.
As soon as he saw what SaltySquid was doing, his little brother ran downstairs to get their
dad.
Quickly, SaltySquid pulled his pants up and tried to clear everything from his computer.
Then, his dad barged into his room, laughing and asking what he had been looking at.
SaltySquid kept saying, “Nothing, You wouldn’t be interested.”
Later that day, his dad told him that he was once caught masturbating by his mom.
Number 3 was submitted by xSHADOWHUNTER90x Jameshark
When he was 14, Jameshark was sent to the local pool by his mom to pick up his 9-year-old
brother.
While they walked home, they began to pass a house on a corner of the block.
They saw a pair of legs sticking up over the front steps.
As soon as Jameshark walked up to investigate, he noticed what it was and said to his brother,
“Don’t look!
Stand next to the tree, out of sight!”
It was a naked 88-year-old lady who was laying there.
Thankfully, she was still alive, and Jameshark asked, “Do you need any help?”
The lady replied, “Oh, yes, thank you.”
He picked her up with his eyes closed and put her on the steps.
What happened was the lady ran out of the house, fearing her husband was having a heart
attack and fell.
Some adults who were across the street saw what happened and called an ambulance.
After being thanked by everyone, Jameshark and his brother left.
Number 2 was submitted by Mote-of-Lobross Hellbent
In high school, Hellbent’s grandparents were visiting for a week.
One day, some of his friends dropped by to pick him up to hang out.
Before leaving, Hellbent went to the bathroom and asked his friends to wait in the living
room.
When he was done, he walked out of the bathroom and saw everyone gathered around his grandmother.
She was showing his friends a photo album with pictures of Hellbent as a toddler.
One of the pictures was an embarrassing one of him wearing lederhosen.
After that, he caught so much crap from his friends for a long time.
Number 1 – What
was my most awkward moment?