Baggy Shorts

I got embarrassed big time in 4th grade

DownUp (+2 rating, 4 votes)

I got embarrassed big time in 4th grade after I casually stuck out my foot and tripped a girl named Cassie on her way up to the front to give a report. She fell forward and her skirt went up, and boy was she humiliated when every kid in class saw her underwear! No one could see it was my foot that did the job so I just said it was a chair leg she’d tripped on, which seemed possible enough to the teacher.

But Cassie’s friends knew I did it, and they weren’t gonna let me off so easy. The next day when I went up to give my report one of her friends named Analise stuck out her foot to trip me, but I stepped around it. Analise smiled big and said “Ah, you’re too smart for ME!”, then she said “Whoops!”, pretending to fall forward, and in one fast move (too fast for me to stop her, arggh!) she pulled my baggy shorts down to my ankles. My mouth dropped open and I tried to pull up my shorts fast, but I was already living through Cassie’s embarrassment from the day before, in front of the class in my underwear.

The teacher saw it but she looked mostly like she was trying not to laugh along with the class. I think she knew that what happened to Cassie the day before was my fault, so instead of Analise getting in trouble for depantsing me in public the teacher just said “My, students sure are having a tough time keeping their pants on this week!”

I admit, Analise really got me back good for how I embarrassed Cassie. I blushed bright red when she pulled my shorts down in class (probably as bright red as Cassie’s face had been the day before), and I was more embarrassed than I ever thought I’d be.


Underpantsed in the mall

DownUp (+18 rating, 20 votes)

One time when I was 11, I was cruising around the mall looking for some of my friends. My older sister (3 years older) was with me. She was getting mad because I kept bumping her into the wall when we turned corners (hey, its fun!), and she kept yelling at me. Then I saw a couple girls I know from school, so I walked over to them saying hi. As I walked over I bumped my sister into the wall one last time, and I guess that set her off. I took a few more steps toward the girls, and my sister comes up behind me and pulls my baggy shorts to my ankles. AND…(*hangs head*) my boxers went down with them. That was so mean of her!!!! I mean, I guess she wasn’t trying for my boxers, but look what she did to me anyway!!! I was so embarrassed by the girls I knew seeing me naked I wished I could melt into the floor right then. The girls were choking with laughter and I yanked up my boxers and shorts and walked away, so embarrassed by my boxers being pulled down in front of them that I was crying. My sister was running after me saying she was sorry, she didn’t mean to pull down my underwear. I was so embarrassed.


My Brother’s Shorts Fell Down

DownUp (+3 rating, 7 votes)

Okay, this happened to my younger brother Brandon when he was 8 years old, or maybe he was already 9, I’m not sure. A couple of my friends were over at our house and a couple of his friends were over too. Brandon was playing tag with his friends and one of mine too, but he got in an argument about if he had tagged someone or not. Now for the embarrassing part! Well, Brandon had started liking to wear really baggy pants and shorts all the time ever since he was 5, so baggy that grownups (Mom and Dad mostly!) always warned him that one day his pants were going to fall down in public, and then he’d be real embarrassed. Brandon always said his pants would never come down. So he was arguing about tag with his friends, and he stomped his foot down really hard when he was shouting. Well…doing THAT made Brandon’s baggy shorts fall all the way down to his feet! We were all so shocked it felt like a dream, because he was standing in front of us with his white underpants showing! Brandon pulled up his shorts but his face was glowing red, haha, I never saw him look so embarrassed in his whole life! lol, I always tease Brandon about his shorts falling down when he’s with his friends, because I know he was really, really embarrassed by what happened and it’s fun to watch him blush because of it! lol Anyway, that’s my story!


Suddenly Stripped

DownUp (+4 rating, 10 votes)

Oh, well…I know that I always get embarrassed easy—my faces blushes really red when something embarrassing happens, and my sister Angela and her friends (theyre all two years older then me) used to make fun of me by tugging on my pants, and they’d start to come down a little but I’d try to grab hold and keep them from falling down—sometimes it worked and sometimes it didn’t. Especially when my pants fell down and they saw me in my underwear I’d feel really embarrassed and my face would blush super red, and they thought it was hilarious and they’d laugh and laugh and say things like “Aww, Jake, you’re blushing!” but I couldn’t help it because I always blush when I get embarrassed. Well one day—I was probably like, 9…my sister’s friend Terri was laying on the floor of my sister’s room, and I was standing next to her wearing a pair of baggy blue shorts that I shouldn’t of worn standing that close to Terri since they were easy shorts to pull down and Terri likes to pants me most of all when she’s bored. My sister was there too, and a bunch of her other friends, and no one was really doing anything and I was just standing against the closet, and suddenly Terri reached up and tugged hard on my shorts! And they were baggy and I wasn’t expecting it, so my blue shorts came right down to my ankles and all the girls there—I guess they were 11, could see my underwear! So I screamed and I pulled my shorts back up and I felt my face start blushing red from embarrassment while they started all laughing and teasing me, but then Terri reached up again just when I was taking my hands away and…Ugh, she grabbed my shorts again but from the top, and she pulled them down to my ankles again!…………I screamed again, but when I looked down I thought I must be having a bad nightmare, because when Terri pulled my pants down from the top she also grabbed…yikes, this was EMBARRASSING…she grabbed my underwear too, and now they were down on top of my baggy shorts at ankles. My sister screamed when she saw I was part naked now, and her friends started screaming when they saw the naked parts of me, and I grabbed onto my underwear and shorts and tried pulling them up fast, but my hands were shaking! My face was blushing SO red from embarrassment, and I’m the one who gets embarrassed so easy! Terri and my sister and her friends were laughing so hard they could hardly breathe, and I got outta there fast. That was the most embarrassing moment of my whole entire life, and I don’t think it gets more embarrassing! I remember what it felt like when I saw that Terri pulled my underwear down in front of all those girls, and my face turns bright red even when I think about it. That was a couple of years ago, but Angela’s friends still tease me about losing my underwear right there in front of them, and they still pants me and I get really embarrassed. But that night was the most embarrassing of all!