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FMyLife
ConfusedGirl Pittsford, United States

Today, I came home early to surprise my boyfriend. I walked into our bedroom to find him in dressed completely in my clothes, and in makeup. It took me a moment to realize it was him and not a female intruder. FML

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Fall

Dead leaves, the first cold of the season and an umbrella flipped inside out: fall, the season of grace.

Same thing different taste

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Top comments

Time for a frank conversation. Different strokes for different folks and all that.

He was probably just having some fun.

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Comments (121)

Could seem weird, however it's not so uncommon. "To each their own," I say.

I'm sure that was a surprise.

Exactly what I was thinking! OP planned a surprise and got a surprise back

Atleast he wasn't with another girl.. ?

I hope you at least told him he looked pretty...

"so THAT'S where my foundation went"...

Hope you're trying to be patient and understanding with him, but you might want to draw up some boundaries, being supportive doesn't mean letting him wear your clothes without permission. Maybe you could lookup some sample guidelines for cross-dressers and their partners and talk them through with him.

UhHuhHoney 20

You know, Caitlyn J first started like this...

Eh, so what? Female clothes are so much more varied and fun, and usually males don't even get makeup. He obviously likes the same stuff you like, so bond over it. The difficulties of winged liner, the lack of pockets in female clothing lol.

Either he is a small frame of a guy or OP has some large clothes.

Honey does this dress make me look fat?