Miscellaneous: Today, as a joke, my friends and I decided to put me in a dress...

By twitch01 - 09/08/2009 07:31 - United States

Today, as a joke, my friends and I decided to put me in a dress and makeup, to creep out a friend. I'm a guy. I'm not sure which is worse, the fact that I so willingly volunteered to wear the dress and the makeup, or the fact that I thought it was comfy and made me look slim. FML

I agree, your life sucks 14 772

You deserved it 54 386

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Same thing different taste

By Anonymous - 01/11/2014 05:47 - United States - Queen Creek

Today, I dressed up as my friend for Halloween. He has a very distinct style and I thought my costume was pretty clever. When he saw me, he said he had never been so offended in his entire life, and now I feel like a complete asshole. FML

I agree, your life sucks 32 547

You deserved it 16 564

By Allycat - 09/10/2013 01:19 - United States - Ronkonkoma

Today, I was working a kid's birthday party dressed as a clown. The child's mother made me change because he was scared of clowns. The only thing I had in my car was a princess costume that was owned by a girl co-worker. So for 4 hours I had to entertain in a tight pink dress. I'm a guy. FML

I agree, your life sucks 47 167

You deserved it 5 114

By Apple - 12/06/2011 17:54 - United States

Today, I was at my friend's house, and I asked if I could try on one of her dresses. It was a little snug, but I got it on. When it came time to take it off though, it wouldn't budge. My friend and her mom had to cut it off me. FML

I agree, your life sucks 19 513

You deserved it 34 843

Be careful what you wish for…

By Sady_Ct - 15/05/2019 12:12

Today, I caught my husband trying on the sexy bra I bought to wear just for him. For shits and giggles, I made him try on my dress too. He looked better in it than I do. FML

I agree, your life sucks 1 540

You deserved it 561

By what - 26/11/2010 19:17 - United States

Today, while shopping, a few giggling girls came up to me and asked why I was wearing a dress in public. Highly confused, I didn't answer. When they walked away laughing, I realized they thought I was a man. I'm a woman. FML

I agree, your life sucks 37 473

You deserved it 4 165

Nostalgia

By Fatty - 06/05/2009 15:04 - United States

Today, I was excited about my friend going wedding dress shopping, so before I went to go work out, I decided to try on a prom dress from high school to remember what it felt like to get dressed up. It was too tight, I broke the zipper, and spent 45 minutes trapped before I cut myself out. FML

I agree, your life sucks 21 579

You deserved it 41 582

By preggersmcgee - 22/10/2012 16:09 - United States - Nixa

Today, I finally found a cute dress that hugged my curves and hid my imperfections. I wore it to my friend's house, and was feeling pretty good about myself, until some pregnant woman walked into the room wearing the exact same thing. It was a maternity dress. FML

I agree, your life sucks 29 643

You deserved it 7 281

By bride - 14/02/2011 06:24 - United States

Today, I dreamed I was getting married. I was wearing a white dress, had incredible cleavage and perfectly done makeup. Just one problem. I'm a guy. FML

I agree, your life sucks 53 032

You deserved it 10 079

By ssondik - 22/06/2015 00:50 - United States - Hebron

Today, I was invited to a fancy-shmancy charity event, and the host - my friend - told me to wear a long, ballroom, fancy gown. Turns out my friend was just being a dick and it was a pool party. I spent $200 on my hair and makeup alone. FML

I agree, your life sucks 29 109

You deserved it 5 182

By matish - 20/09/2018 13:30

Today, despite having long hair and wearing makeup and a dress, I was still mistaken for a man several times. I'm a girl and I was born a girl. FML

I agree, your life sucks 3 013

You deserved it 198

jmeg_fml 0

Sunday 9 August 2009 15:56

i never understood why girls could wear guys' clothes but guys couldn't wear girls' clothes

dralligator 1

Sunday 9 August 2009 16:00

I once had to cross dress as part of a play. I felt so comfy in the dress. XD Most guys just won't understand.

Comments

magneticcheese 0

Monday 10 August 2009 3:42

That's cute, LOL. Don't feel bad, you're awesome (:

x5d13 0

Monday 10 August 2009 4:00

Not that getting into a dress is a normal thing really, but it's no secret that they're very comfortable. Why do you think women are always wearing them.

ZDrache 0

Monday 10 August 2009 4:46

That's hot, yo.

TrevorMTopham 0

Monday 10 August 2009 5:21

You know that would be kinda comfy

ilaughatfmls2 0

Monday 10 August 2009 5:53

fail....and that's so gay

Arikata 0

Tuesday 11 August 2009 20:38

You do know that most transvestites are straight? Nothing about crossdressing is gay, try being a little less ignorant and open your mind a bit.

echarperouge 0

Monday 10 August 2009 6:09

Welcome to the other side. We're way more fun ;D

finlandagogo 0

Monday 10 August 2009 6:44

Note the fact he's from Wisco...

theoldGP 0

Monday 10 August 2009 8:09

and why should this/why does this matter? anyways, good FML haha. but don't listen to anyone that is judging your sexuality from this. only one thing is gay: liking boys if you are a boy.