Shop Mobile More Submit  Join Login

:iconwedgiedboy10: More from Wedgiedboy10

Featured in Collections

Stories by omni15

Wedgies by DeathKnightofAnime

what by yalniffinlay

More from DeviantArt


Submitted on
August 1, 2010
File Size
7.1 KB


15,762 (48 today)
21 (who?)
Shortly after I was born, my dad disappeared. I've never seen him in my life. Right after my dad disappeared, my mom had to pick up more work. I almost never see her either. She is required to go around the country with her job, so she is almost never around her house.

I don't live alone though. I have an older sister. She is 8 years older then me. I've heard that she has had of reputation of attracting positive attention from guys, although I can't really comment on that being her little brother.

She has been there for me since the beginning. She raised me more then my parents did. She ended up changing my diaper a lot more then my mom did. While most little girls have baby dolls, my sister had a real baby to take care of.

One of my first memories I have is sitting naked in a bubble bath with her at the side. My sister said I looked the cutest as a little kid in the bath, for I had fun messing with the bubbles. Basically, she's raised me.

Early in my life, she found a way that she could punish me if I ever did anything wrong. She said that she got the idea from watching TV one day, where an older sister gave her little brother a wedgie, lifting him up by his undies. So, whenever I have ever done anything wrong, I have to get down to my tighty whities and receive a wedgie.

I remember my first wedgie: I was running around the house in my underwear at about 6 or 7 years old when I accidentally knocked over a priceless piece of pottery. My sister saw me, and grabbed the back of my underwear. She started to lift me up by my underwear. Not knowing what was going on, I tried to run in midair, which didn't help the situation any. My white briefs broke, and I landed on the ground. I said I was sorry and I would never do it again, and then I went away.

Her wedgie techniques have expanded. Multiple times I have received the "chilly wedgie", where my sister drops ice down the front of my underwear, then pulls from the back. It's very cold. She has also got me to put on underwear one time just last year, at 12 years old, that was just big enough for her to get the underwear over my head for an atomic wedgie, but still hurt really really bad. I had that wedgie for what seemed like forever. There is a framed picture of me struggling with that atomic wedgie now in her room and my room.
(On a side note, there is also a picture of me at age 7 or 8 laying on my stomach naked smiling at a camera that sits on the side of my sister's bed. I think it's weird, but she says I had a cute little smile and a cute little butt, so she looks at the picture every day.)

My favorite wedgie I have ever received was when I was 11. My sister was 19. Her best friend was over. I have known her best friend since I was 5, so she is like family to me. My sister and her friend were hanging out in the back, so I went to go see what they were up to. They saw me, and told me to get naked. After a second of thought, I decided to do it. After all, they've both seen me naked plenty of times growing up. The three of us then walked to where I saw it: They had attached the sides of a pair of my underwear to pieces of wood on the deck of our pool. It looked like a giant slingshot. My sister then picked me up and dropped me into the underwear, which was a few yards from the ground. I immediately got a wedgie from all sides after being dropped. Then, my sister and her friend ran down to my legs. My sister took one leg, and my friend took the other. They pulled down on my legs, making the wedgie more and more severe. My feet were almost touching the ground when they said "1...2...3!." Just like a slingshot, I flew out of my underwear for a couple of seconds before landing in the pool. They asked me if it was fun, and I was surprised by my own reaction as I said "Yes!"

I love my sister though, so I don't mind it as much as I should when I get wedgies. After all, I usually deserve them. But she is always there when I need her most.

We go to a K-12 school, with the college right next door. One day when I was 10, a bully walked up to me and asked me a question. When I didn't answer, he asked me to give him my clothes. I said no, and then he punched me a couple of times. So, me being stupid, I started to take off my clothes. When I got down to my White Briefs, he told me to stop, and told other people to come over. He started laughing because he said only weird people still wore briefs. Then I felt my underwear rise. He hung me up on the branch of a tree and got a small group of people, mostly guys, to watch me. Although mostly guys, my best friend, who was a girl, was watching. It wasn't too long before my underwear broke, and I fell to the ground naked. The handful of so guys were laughing at me. My best friend was staring. At first I just laid on my stomach, and then I stood up. While trying to cover myself, my eyes met my best friends eyes. Something in that moment let me know that it was okay. After about a minute of standing there covering myself, I heard my name. I recognized the name from behind a bush nearby, so I ran. I heard the boys laugh as I ran away. When I got behind the bush, I saw my sister. She had an empty trashcan in her arms. She picked me up and put me inside the trashcan. It was surprisingly clean. She carried the trashcan to her car (she was 18 now with a license), and I got in the passenger seat. I hoped that I wouldn't get spotted naked in the passenger seat on the way home, and apparently my sister thought that too. She searched the back of her car for a minute before giving me a bright pink blanket. "It's your blanket now" she said to me. I laid it across me so it looked like I had a bathing suit on underneath. When we got home I thanked her, then we went inside. That blanket is still mine.

I usually don't wear pants at home, just underwear. A lot of time I just go around naked. I don't care if I'm naked around her, for she has seen me naked throughout my life. and she doesn't care about me being naked either. But, when I do something wrong, I have to put on some white briefs and prepare to get lifted.

On multiple occasions it has been my sister, her best friend, me, and my best friend (the girl from the story earlier) hanging out, and I'm naked the whole time. My sister's best friend has seen me naked plenty of times growing up. After the incident when I was 10, I've felt like it was okay to be naked around my best friend too. It turns out that she has a little brother, so she doesn't mind it either.

So, that's my life. Hanging out naked with my sister, her best friend, and my best friend. And getting Wedgies from my sister. The 3 of them are the closest people I have, and I am perfectly fine with that.

I am 13, my best friend is 14, my sister's best friend is 20, and my sister is 21. So, in a way, I am the baby boy with three older girls, but me and my best friend look at each other as the same age.

I like the way my life is going right now, and I hope that it doesn't change anytime soon.

Fun little fictional story I came up with. Hope you enjoy it! :)
Add a Comment:
Corndogoz Featured By Owner Mar 10, 2014
I wish a was a girl so I could ware thongs and get painful wedgies
kkickass Featured By Owner Aug 21, 2012
i wish i was a boy so i could get wedgied and it wodnt hurt as much as thongs
poisondagger12 Featured By Owner Mar 5, 2014
I wish the opposite XD and it hurts with balls... Things look fun and painfully >:)
Wedgielover1234 Featured By Owner Feb 24, 2012
I wish this was me
WedgieSpanker Featured By Owner Feb 25, 2012
yeah me too
WedgieSpanker Featured By Owner Dec 3, 2011
awesome story!
Really cool life too!
MadmanNoah Featured By Owner Jun 28, 2011
ha ha now that's a life I'd like to live (minus the nudity I'm too shy)
Dorkly-Sylveon Featured By Owner Nov 18, 2010  Hobbyist General Artist
Weird, yet creative
Wedgiedboy10 Featured By Owner Nov 27, 2010
Thanks...I think
Dorkly-Sylveon Featured By Owner Feb 28, 2011  Hobbyist General Artist
I have a question, if mom had to pick up work right after the dad left, who would watch over the sister if she would only be a young child?
Add a Comment: