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
Collection
Fall
Dead leaves, the first cold of the season and an umbrella flipped inside out: fall, the season of grace.
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
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
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
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
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
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
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
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
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
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
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Top comments
jmeg_fml 0
i never understood why girls could wear guys' clothes but guys couldn't wear girls' clothes
dralligator 1
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.
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Comments (162)
love21_fml 0
Lmfao. Fyl.
jw987654321 0
don't worry about it man, so long as it doesnt become a habit...i mean, at my graduation after party thing we had a drag contest and me and all the other guys got pretty into it...like, makeup, stuffed shirts, everything...it was pretty hilarious, and definitely didnt mean that any of us are gay
zargon 1
And what if he does make a habit out of it? Do you think that'd be a problem? Because you certainly imply as much....
kellster 2
Omg, these answers are all so stupid!! OP: everyone looks better in make-up. We just have a huge taboo about only letting women and gay men wear it (and even then, the latter get weird looks, too). And if it was a comfortable dress that made you look slim, why wouldn't you like it? This has nothing to do with your sexuality. Women's clothing (and make-up) is more varied and therefore mysterious to the half of the population that don't get to wear/use it. Obviously it's intriguing. If it turns out you want to wear it more often, so be it. If it turns out that you also discover that you like having sex with men, fine, but that has nothing to do with this. Meanwhile, everyone take a pill and relax. :)
charmedlife 0
ah... the thrill of crossdressing... sounds like you've been wanting to try this for the longest time... ;)
My_averageFML 0
I agree with #111.
Deemon_Cat 0
lol What's so bad about this?? You looked slim and it was comfy, so what if you're a dude??
fortywhacks 0
I agree with #113. Not an FML. But FYL that you've been raised to be so narrow-minded you consider this an FML. It's hot when guys wear clothes that look good without giving a damn about whether they're "male" or "female" clothes. Like Noel Fielding.
wroteyouoff 0
I'm a girl, and I feel great in guy clothes. It's not a crime.
Rho_fml 0
It's lots of fun, you should try it more often, you obviously liked it at least a little, now you can explore something most people are too cowardly to ever do. =)
FeedtheBrood 0
Crossdressing is awesome. FYL for feeling bad about feeling good.