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

HappyGestapo 0

Monday 14 September 2009 19:38

[insert gay joke here]

Ranryu 0

Thursday 8 October 2009 2:20

You can be transexual without being gay. In other words, you can like wearing women's clothes and still like to take the clothes off of women.

emoscreamo7 0

Saturday 24 October 2009 23:29

hahaha FAG!!!!

QTp13 10

Monday 14 December 2009 13:43

Sweetie ignore all these negative idiots. There is nothing wrong with being in touch with your feminine side. I know big business execs who regularly get their nails manicured, their eyebrows waxed, etc.

kooldrew3 0

Tuesday 15 December 2009 6:50

But wouldnt it look weird if u put one on and then got a boner. I mean im a guy and i have worn a dress before, and im totally straight, so i dont think ur gay

12stargirl 0

Sunday 14 February 2010 15:10

wow. u really let them do that?

lilai1396 0

Thursday 18 March 2010 5:02

womans clothes?comfy?hah,try the jeans and camis, plus bras...well,half the stuff we wear= uncomfortable

LJN 16

Thursday 22 September 2011 20:11

@144 and 146: If it's not comfortable, you're not wearing it properly or have the wrong size. I'm a woman and I've never been uncomfortable in any of my clothes including bras, camis, corsets, jeans and the like.