Contest: Most Embarrassing Fashion Moments!

You know you’ve had them. Moments when you’re walking down the street and realize your skirt is completely see-through or you’ve had a nasty stain unnoticed on around certain (ahem) areas.

Maybe your most embarrassing moments aren’t as titanic as those of Britney Spears’ (picture below), or the epic Tara Reed boob slip, or the wardrobe malfunction of this top designer’s wife, but we still want to hear from you! What’s your most embarrassing fashion moment? What made you just want to disappear into the floor? Click on the comments link below (then scroll down) to share your story.

Besides being able to read what everyone else has gone through and sharing your moments, you could win a cute glimpse t-shirt (think black baby t with pink detail) We’ll be choosing the two of the best stories as winners!

Britney Dress Slippage

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June 28, 2007. Celebrity style, General.

13 Comments

  1. Beatrice replied:

    I was at my friend’s 25th wedding anniversary party and a bit drunk. We were on the dance floor dancing when I noticed the DJ smiling at me.

    I kinda kept dancing and smiling for a bit until my friend pointed out that my shirt (I wasn’t wearing a bra that day because you would be able to see it through the shirt) had slipped down and my whole boob was hanging out!

    To this day, my friend’s family still greet me with “Hey, it’s the boob girl!”

  2. Tricia replied:

    I was in NYC with my girlfriends a couple years back for a Bachelorette party. We went sometime in August when it was surprisingly not very humid, but still warm enough to wear your cute summer clothes. We spent one day walking around going shopping. I still remember, I had a cute pink floral tube top on with a denim skirt. I thought I looked super cute and even got compliments from my girlfriends. We made one stop at Banana Republic and I went into the changing room to try something on. When I looked in the mirror, I stared back at myself in horror as I realized my shirt when you looked closely and in certain lights, was see through!!!! Needless to say, I ran right out of the room, asked my friend to look closely and she was like, oh yeah, it is see through!! We ran right back to the hotel so I could change!

  3. Jamie replied:

    This made me think of the most embarassing fashion moment I have had.

    I was in middle school, and one day I decided to wear white jeans (this was a while ago..lol) Anyway I always walked to school and there was a horse in a pasture on my way to school and every morning I would give it treats to eat. That morning I was feeding it raisins. I didn’t want to give it all of the raisins so I put the rest in my pocket to save for the trip home.

    A few hours later I was sitting in my english class when I had to get up and hand in a paper to the teacher. When one girl pointed at my butt and started laughing and the teacher saw what was going on and came over to me. She said to me, “honey do you need to go to the nurses office?” I then realized what they were laughing at. The raisins had gotten all smushed in my back pocket and had a redish tint to them. The teacher had thought I had started my period!
    I tried explaining what it was but the teacher just gave me a look like she didn’t believe me!

  4. Jean replied:

    I was just thinking I’ve been pretty lucky not to have had a fashion incident. I’ve probably worn some crazy fashions, but that’s another story. Anyway, this week I went to No Name Salon to get a quick trim. I was wearing my oh-so-cute empire waist top and a pair of shorts. The hairdresser said, ‘Is your hair growing fast?”. I thought that was an odd question, but went along with it. “Ya, it’s growing fast.” Her response: “It must be with your hormones raging!”. What? She thought I was pregnant! I wanted to sink into my chair. Cringe. I had to correct her. She said she was sorry and she should have known better. People ask her if she’s pregnant all the time too.

  5. Alexandria replied:

    Jean, that’s totally happened to a friend of mine! Those baby doll tops are adorable, but they can be a bit dangerous. Jamie, I feel for you. One of the girls here had a similar experience, but her experience was with a bright white skirt and red wine! It was a cringe-worthy experience. Thanks, girls for all the great stories and feel free to keep ‘em coming!

  6. Roxy replied:

    One summer when I was 11, we invited our family friends up to our beach house. Their son, Ben, was probably 14 at the time. My sister and I went into our bedroom to change, and I was chit- chatting away while getting dressed. I opened the door to leave and Ben just happened to right outside. He started laughing and I looked down to see that I forgot to put any pants on! He saw me in my R2D2 underwear. I was so embarrassed and I slammed the door in his face.

  7. Heather replied:

    I went to visit a friend one weekend at her dorm, we all threw our luggage down in the same place so needless to say changing hours got a little messy. In packing to go home I grabbed my stuff and threw it back into my luggage and was on my way. The next day as I was extremely tired from the weekend I ventured my way to my morning class throwing on a sweatshirt that I just grabbed out of my unpacked luggage. As I sat in class I realized my hood was stuck half under my sweatshirt so I fixed it and gave it a quick shake just to make sure it was straight. Well about a minute later the kid behind me taps me on the shoulder and hands me a purple thong and says this just flew out of your hood!! As I realized that I must have grabbed it off the floor with my stuff when I packed to go home, I quickly retorted with “that’s not mine” and he replied “well it’s not mine”. Needless to say I was completely mortified. This kid who I have never talked to before has underwear flying onto his desk and now probably thinks I’m a lesbian for having girls underwear that’s not mine embedded in my hood. Too embarassed to explain to him what must of happen I just ran out of class to tell my friends about what had just happened.

  8. sup replied:

    wow i love her boob it is sooo deiciouse

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  10. Omar replied:

    My friends saw my mom fully naked..
    Hi… My name is Omar, I’m male 15 years old.. My friends saw my mom fully naked.. It happend in a trouble day… I was back at home with my friend and other boy (we are all 15 years old males)… My father isn’t at home and my mom was showering and she don’t know that I’m back, she take her shower and stand fully naked preparing her clothes and some other things (I don’t know that happening), I told my friend to take the other boy and go to my room while I went to bring some drinks, I went back and I saw my friend and the other boy standing as 2 dummies and their faces are red, I looked there and I saw my mom’s back fully naked… I shout, my mom heard me and she tern around and saw us… She also shout, she don’t know what to do and me also, she cover her privates with hands and said: sorry boys, and came quickly to greet my friend and ask the other boy about his name, than she ran quickly to her bedroom, While she was greeting them they saw my mom’s the front privates (she put her hands down while she was greeting them). I never saw my mom naked and I was feeling very grief while my mom talking to the boys fully naked and they was looking attentively to her privates.
    I ‘m so embarrassed, my friend and other stranger saw my mom’s privates, and I think they still more than 3 or 4 minutes watching my mom’s naked butt while I was preparing the drinks and she was preparing her things and not feeling of them.
    We all enter my room… They said only: We are so sorry, the position was disturbing, we don’t know what to do and your mother’s body is so hot from behind… They drank the juice and say: goodbye… From that day I never ever see my friend, and I don’t know how to connect with him!!!

  11. jillian replied:

    My dress was accidentally lifted up when I was at work. It was a short dress and my friend gave me a big hug and lifted me (and my dress) right up. Oh my God, it was embarrassing! She lifted my dress all the way up in front of everybody. I thought I was going to die!!!

  12. Cherry replied:

    Ya I had this 1 really embarrising day where 2 things happened
    First I woke up and decided to wear this really cute dress today
    When I got to school so Many ppl were laughing
    I thought there were just a lot of jokes going around but I diddnt notice untill my 4th class when I got a scratch on my ass then I looked down to see my drew tucked in to my nice lace tips thong I pulled it down quickly and tryed to forget about it
    But that’s not all for that day. 3 of my friends came over and my mom brought us to a resturaunt and there everybody ordered and like 1/2 way tbrough the waiter pointed out that my large boob had been hanging out the whole time

  13. Alex replied:

    Wow, those are some horrible stories. I feel for you all!

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