Embarrassing Mistakes Stories

A Messed up date

i was asked out on a date by a very handsome officer in the marines. I was so excited because I had a crush on him for a long time.

Well he picked me up at my place and we went back to the barracks to pick up his friend. I was wearing a short tight dress and i know i was looking good. We...

Thinking you are all that

Back in 1970, when I was 15, I had a curvy little shape & liked to show it off. One summer day, my mom was in the hospital and we needed some groceries, so my dad drove me to the super market,gave me a list, sent me in to shop & waited in the car for me to finish. I was wild & free back then & did n...

Unprepared for an important visitor

My new boyfriend invited me to the movies, and it happened to be that time of month..I wasn't feeling very well, but wanting to have a good time, I agreed to go.

I decided to wear a nice skirt with some cute running shoes and white socks. When we got to the movie theater, we had to rush be...

Christmas shopping disaster

I was Christmas shopping at the mall. It was a very busy day. I was in K-Bee toy store, with a hand full of bags. I was bending over to look at a toy, and the ass of my pants ripped out all the way across. Needless to say i was wearing no underwear!!

Everyone looked at me, I left the store ...

Naked at the pool

My most embarrassing moment was when i was at my friend's house one day during summer break before going into 7th grade.

Her, me, her brother, and her mom all went to a public pool and there were two diving boards. My friend jumped off 1st, then I did. Well, i landed into the pool, and i g...

Toileting accident

Well I was working at a hockey rec. center in the bar and grill.

One night myself and a bunch of employees stayed late drinking. Since I was the only one who had to work the next day I slept there and just opened the kiosk in the a.m. for a tournment that was taking place. Well all of a...

Looking good..

I was going to get my grocerys and I took a little more time that day putting on my makeup and wore my new dress. Feeling like I really looked pretty good, I took off. After I got to the store, I needed to go to the bathroom and then came out and proceeded to get my groceries. I traipsed all over...

Wrong changing room

I was in Grade 7, on the end of the year grad field trip (grade 7 elementary school too grade 9 high school, no middle) And one part of the field trip is going too this huge wave pool a couple hours away.

When i went out on deck with my friends, i decided to bring one of my two towels with ...

Pride ALWAYS comes before a fall..

I used to date this guy that rented a room in a house. After hanging out in his "room" for a while we decided that we were going to go hang out by my house, since neither of us drove he called a cab to get us. He spotted the cab then told me to go on out and get in as the cabbie helped him bring som...

Worst day EVER

This is perhaps not so much embarrassing as funny as hell.

One day, mid-afternoon, I was late making a payment to the storage unit which housed my extra things. I was in a rush, and not paying attention as much attention to the road as I should. All of a sudden- Ker-THUNK! I'd ran somethi...