• From being mistaken for a naked intruder by your girlfriend’s dad to the most uncomfortable
surprise party ever, the Planet Dolan crew re-enact more of the best true stories from
our subreddit about the most embarrassing times we were caught naked.
I’m Hellbent – or Nixxiom – and today I’ll be your narrator.
Number 10 was submitted by Raiel_Vastos Doopie When Doopie turned sixteen her boyfriend arranged
to take her out on a special birthday date.
Doopie was running a bit late getting ready so she had to take a quick shower.
The doorbell rang as she was drying off, so she wrapped a towel around her and started
to head downstairs.
But when Doopie took her first step, she slipped on one of her little brother’s toys and
fell all the way down the stairs!
When she hit the bottom she was dazed and confused, and her towel had come right off!
At that moment, Doopie’s front door opened and her boyfriend walked in… with his mother!
They saw how dazed Doopie was and helped her up the stairs to get dressed.
Doopie was really embarrassed, but the pain was a pretty good distraction.
It turned out she had cracked a rib and a concussion, so she had to spend her sixteenth
birthday in hospital.
But it wasn’t all bad because Doopie’s awesome boyfriend stayed with her in hospital
the whole night.
Number 9 was submitted by kickbutkiller Grgak When Grgak was a teenager he liked to secretly
sleep naked.
One morning his female friend came over to see if he wanted to walk her to school.
Grgak’s mom told her Grgak was still sleeping, but that she could go upstairs and wake him
up.
She opened the door and shouted, “Grrrrgak!”
That’s when she saw Grgak, lying spread out on bed with no clothes on and a huge boner!
Grgak opened his eyes and screamed.
They didn’t talk about the incident for a long time but they’ve finally reached
the point where they can laugh about it.
Number 8 was submitted by MrCacturneStudios Dolan
When Dolan was little he really wanted to be a dog.
So one day when no one was around he took off all his clothes and started barking and
panting, and generally acting like a dog.
He even got down on all fours and crawled into his own dog’s kennel.
But later on Dolan’s mom decided to take the dog for a walk.
She poked her head into the big kennel and found Dolan naked, sitting there with the
family dog.
The weirdest part is Dolan had also decided to dress his dog up in human clothes!
His mom was really angry – and really disturbed…
Number 7 was submitted by thetruepromethean Tolop
One time Tolop’s sister invited her boyfriend to stay over for the first time.
Tolop and his sister had separate rooms, but Tolop’s happened to be right next to the
bathroom.
It was a hot summer so Tolop had started sleeping naked without any covers.
It was midnight and Tolop still couldn’t get to sleep.
Everyone else was in bed so he decided to masturbate.
Unfortunately it was at that exact moment that his sister’s boyfriend came stumbling
down the hall.
He was looking for the bathroom and walked into Tolop’s room by mistake.
He turned the light on, saw Tolop going at it and said, “Oh, I guess it was the other
door…”
Tolop has avoided him ever since and is praying his sister will break up with him.
Number 6 was submitted by HipsterCicero SweetCommando One day SweetCommando wanted to get his scuba
license.
Because he had a heart condition he was told to go to a physical from his cardiologist
first.
His grandma drove him and waited while the doctor set him an endurance test.
SweetCommando had to put on a hospital gown and ride an exercise bike with wires stuck
to his body.
When he finished, he went off into the change room to put on his clothes.
Meanwhile SweetCommando’s grandma was wondering what was taking so long.
Without saying anything, she pulled back the curtain and barged into the change room, exposing
SweetCommando to the staff and patients in the room.
SweetCommando shouted, “Close the curtain!”
but the damage was done.
He was cleared to get scuba license, but the drive home was pretty awkward…
Number 5 was submitted by Karmathabiatch Emojie When Emojie was seventeen he went to visit
one of his oldest friends.
She was thrilled to see him, and so were her parents.
They hung out all night reminiscing about the old days.
When her parents went to bed Emojie suggested they go skinny dipping in her pool.
They snuck outside with just their towels and flashlights, and had an awesome time singing,
diving and having water fights.
In fact they had so much fun that they didn’t notice the kitchen light turn on.
Suddenly the girl’s dad came bursting outside holding a pistol and the brightest flashlight
Emojie had ever seen.
Her dad assumed they were no-good hoodlums, so Emojie and his friend jumped out of the
pool and ran like hell!
They hid in the bushes praying he wouldn’t catch them.
But sure enough, Emojie was spotted in all his drenched naked glory.
His friend’s dad shielded his eyes and told Emojie and his daughter to get inside and
explain themselves.
It took awhile but he eventually calmed down.
Although they can laugh about it now, Emojie will never forget the time he almost got shot
for skinny dipping.
Number 4 was submitted by CaramelConeCrunch Andie
Andie once performed in a theatre production of ‘A Christmas Carol’.
Her part required her to wear a lot of different costumes and do quick changes between the
scenes.
So at the end of each scene Andie would have to run into the dressing room and quickly
change in front of this little child actor.
On one of the last shows of the season, Andie raced into the dressing room for the final
costume change.
She yanked down her tights and grabbed her new outfit.
That’s when she saw the little boy staring at her.
Andie looked down and saw she’d pulled down her underwear by mistake!
Andie pulled them back up and tried not to die of embarrassment.
The little kid just smiled and said, “I love the theatre!”
Number 3 was submitted by Trista_Blu Pandora When Pandora was fifteen the kids at school
used to tease her about having a flat ass.
One day after school Pandora went into her room to change and talk to her pet turtle,
Coco.
As she got dressed she asked Coco if he thought her ass looked good.
Then, feeling silly, she picked Coco up, held him against her butt and said, “Do you like
that?
Huh?
Do you!?”
Coco was not amused.
At that moment, Pandora’s grandma appeared in the doorway and saw Pandora holding a turtle
to her bare butt.
Pandora’s grandma gasped, dropped her groceries and slowly backed out of the room.
Pandora pulled up her pants and ran after her.
She tried to explain, but Pandora’s grandma now thinks Pandora’s generation is completely
fucked up.
Number 2 was submitted by Grundi_Gierheart Dolan’s Brother
When Zaraganba was turning twenty-one his dad planned a huge secret party.
He invited everyone from the family to come over so they could see Zaraganba get shit-faced.
Now, Zaraganba couldn’t care less about his birthday, so when the big day arrived
he didn’t think twice about accepting an extra shift at work.
He drove to work through heavy rain and went about the day like it was any other.
While he was working, a repo man towed Zaraganba’s car by mistake!
Zaraganba was furious he had to walk three miles home in the rain.
To add to his bad luck, a jackass in a Mustang sped by him when he was almost home.
The car hit a huge puddle, soaking Zaraganba head to toe and causing him to slip and fall
right into a huge pool of mud.
When Zaraganba finally got home he went in through the backyard and threw off his shoes
and clothes.
Not wanting to trek mud through the house, he came in through the back door stark naked.
Suddenly every single light in the house flashed on.
Zaraganba looked around in shock as his parents, brother, five cousins and seventy-six-year-old
grandfather were all standing there watching him.
His oldest cousin saw him standing there wet, naked and caked with mud.
She handed him a box of condoms and an eighteen pack of Budweiser and said, “You probably
need these more than I do if that’s how you greet family.”
It was the single most embarrassing moment of Zaraganba’s life.
Number 1 – What’s the most embarrassing time I’ve been caught naked?
Huge thanks for the folks over on our Planet Dolan subreddit for submitting their stories.
We have another question for you: “most embarrassing things your parents did” Let
us know in the Reddit page linked below and you might be featured in a future countdown.