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 Guy goes shopping with his super cute girfriend and she picks out a shirt for him. Problem is, he doesn't like it to much. But to appease her he tries it on anyway. Maybe his attitude will change.  
 

He's standing in front of a mirror. 

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Miles Targosz

I’d agree. In fact, if not for the layers, I would compare to the original skirt from “The Date”.

a1993

Wonder if s/he will get to try more. It is The Dressing Room after all! :)

Tamara

I think that skirt has no layers, as what appears to be the top layer is actually the hem of the pink top she's/he's wearing.

Jarrod Cummings

That skirt and those heels are fantastic