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So I have a girlfriend who's been very accepting, supportive, and understanding of me being a closeted crossdresser. She enjoys seeing me like that as well, i'm lucky i guess. She's also aware that I sometimes enjoy watching trans content on the black and orange website. And recently told me she's up for a threesome with a transwoman. Under two conditions, she has to be feminine and look like a girl and she can only fuck me.

Been thinking about it, still quite unsure. Any opinions?

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10 months ago