Embarrassing Mistakes Stories

My First Audition

I was so excited to audition for my school's spring play on our school's "Hush Heart" day. All the girls had little red stickers and if they talked to a boy, the boy got the option of taking her sticker. The object for the girls was to not lose their heart, and the boys were trying to get more and m...

Spring Break Fun

My boyfriend pleaded with me to go to Spring Break in Fort Lauderdale with him about 12 years ago. We went, along with another guy and gal we knew and rented a condo. Anyway, we met up with two guys who had nowhere to stay and we let them stay with us, telling them to pitch in for the cost of the co...

Thats NOT the toilet!

I was sixteen. My boyfriend(18) and i were at a party getting drunk, smoking weed and all that fun stuff. Well my man had a little too much to drink...Hes used to sleeping in my room, so he went up to the room we had chosen for the night. At about six in the morning *Ron* gets up, eyes still closed,...

Knock Out Question

Ok when i was in 7th grade i had this really big crush on a girl named Jessica, well i asked her out that day and she said she wasn't sure, maybe...I was buff/chunky, and i guess you could say i was trying to show off for her - I threw a basket ball from one side of my school gym to the other (our g...

Swimsuit Nightmare

One day my friend Tracy threw a pool party celebrating her 16th birthday. My friends and I all went thinking it would be a blast. I was really excited because a guy that I had a serious crush on was going to be there. I thought I would impress him by wearing my new two piece to the party.
Continue reading »

Whats that smell?!

ok, I was in the 7th grade when this happened and Im now in 9th and still mortified.

I was a little late for school one day because for some reason I took extra long getting ready so I would look extra good. Now because I was late I sprinted to the bus not really paying attention to where I...

Sunbathing Queen

This happened near the end of my junior year in high school. My friend Connie was hosting an end-of-the-year pool party at the local pool in my hometown. Most all the students in my grade were in attendance.

Now I had been wearing the same two-piece bikini since the summer after my freshman...

Adding insult to injury

Im on the school swim team and we're really good, but we have to wear these extremely tight embarrassing speedoes. We made it to the city contest, and there were a ton of people at the competition.

I won it for my school, and when I got out of the pool, I saw my school cheering. One hot...

Forgotten Something?!

I was preparing for a date with my gf (we'd been going out for a while) and I was just getting out of the shower. I looked at the time and realized I had about five minutes before she got here (her parents were driving because mine were out). Vastly underprepared, I quickly threw a short-sleeved c...

Yellow Contact Lenses

This story is more funny than it is embarrassing, but this really did happen to me several years ago when I was a high school senior.

I got home really late one night from babysitting the brats across the street. I was dog-tired and just wanted to go to bed.

I went to remove my co...