Does Jim keep sending you pics of him in drag too???? If so, are you also slightly uncomfortable?
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Whether the guy's got a crossdressing fetish or he's trying to come out as transgendered, yeah, pretty inappropriate, there. I'd be more than a little uncomfortable. O.o
if by slightly, you mean completely... then yes. no one needs to see a man in a woman's thong. balls flopped out on either side and shit.
Totally confortable with! I even post the pics on my facebook timeline... and tagged myself