Why not?
Today, my girlfriend confessed to me that she wants to dress me up in her clothes, with a wig and makeup. FML
Today, my girlfriend confessed to me that she wants to dress me up in her clothes, with a wig and makeup. FML
Collection
Halloween
A failed costume, stolen candy and a very real scare: Halloween, the one night when fear is allowed.
Today, my girlfriend tried to get me to wear curly wig, so I could pretend to be Harry Styles in bed. FML
Today, my girlfriend insisted on dressing me up in her clothes, to spice things up. After dolling me up in a dress, heels, wig, etc., she goes to the store for wine but left her key behind. Thirty minutes later, the doorbell goes, so I open it in all my feminine glory, only to see a UPS guy standing holding a parcel and not my girlfriend. FML
Today, my horror movie-obsessed girlfriend hit a new level of crazy when she asked me to dress up as Ghostface during sex. FML
Today, I realized that I look sexier in my fiancée's panties than she does. FML
Today, my girlfriend confided in me that she wanted to try bondage. Since I trust her, I said sure. After I was tied to the bed, she tickled me until I pissed myself. FML
Today, my girlfriend told me she is only going out with me because I look like the person she really wants to go out with. FML
Today, my wife got turned on by the muscular girl from the movie Encanto and asked me if I'd be willing to dress as her the next time we have sex. I love my wife and I enjoy sex as much as anyone, but she must have lost her mind if she thinks I'll wear a skirt so she can pretend I'm a woman. FML
Today, my girlfriend threatened to leave me if I didn't follow her latest fad of becoming a goth, which involves dressing like an undertaker's haunted hearse and putting on eyeliner. Last week she was into Reggae and beanie hats. FML
Today, my incredibly self-conscious girlfriend decided to get over her fears and let me see her in her underwear. She did a short strip tease, crawled on top of me, and asked what I thought. I couldn't think of anything to say besides, "Your bra and panties don't match." FML
Today, I had my girlfriend over for dinner with my family. My father had dressed up as a girl for a recent gig of his at a local pub. This got somehow brought up at the table. The rest of the dinner conversation consisted of him and my girlfriend discussing bras and lingerie. FML
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Top comments
Taihen 0
Do it! I totally love it when my bf wears my clothes. Given, he's never worn a wig and make-up, but I wouldn't turn it down! sad thing is, he looks better in my clothes than I do...
seabass32 0
lmao. i think a lot of girls have the desire to do the same or something similar with their boyfriends. i'll admit that i do. you should do it, since she asked you to i'm guessing she would find it fun and adorable. who doesn't love a guy that is willing to make a fool of himself and is able to laugh at himself to get his girlfriend to smile and spend time with her? p.s. to anybody who disagrees with me, read each word i wrote and think before you say something stupid.
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Comments (58)
isallwaysme 27
my girlfriend has done my makeup before xD
terecgtza 7
I find disturbing how so many people are into this thing... if I was a guy and my girlfriend asked me to do that I would think she's a lesbo.
WinterSanctity 21
I don't see any reason not to. It's just for y'all. It's not like she's going to take a bunch of pictures and post them for the world to see. If it makes her happy, why not?
luckylucas26 9
Sounds like a good time!!
lovinmyfnlife 7
Lucky you. I'm jealous. Women's clothes feel wonderful. Smooth soft & silky. Beautiful colors & pretty styles. Did I mention I'm jealous. Do it!
lifeisdead 9
This happened to me... turned out I would need a bigger bra size than my girlfriend...
GAeroNKissR 26
I have no judgement on what y'all are into...just surprised by the majority of men & woman saying go for it. I've never once looked at my boyfriend(s) & wondered what they'd look like in drag & fairly positive it'd have the opposite effect. Role-playing with manly outfits, sure.
Niz_DD 14
Been there done that. its a known ritual
PsychoHanyo 7
I don't need to do that. my boyfriend has a twin sister. I already know what he'd look like in women clothes XD
gilbertclarence 9
so?