I’ll make this hypo brief, 'cause I’m lazy.
Roger is a carpenter in his 40s. He owns a prosperous woodworking shop and has about 50 employees, and he’s scrupulous about not discriminating against anyone for reasons of race, religion, sexual orientation, color, and so forth. His openness on this issue is unusual in the conservative Southern city in which he lives and has gotten him good press from LGBT organizations. Four of his employees are transexuals. He didn’t set out to give jobs to transpersons, as he doesn’t care one way or the other. But his primary lumber vendor, Mary, is a male-to-female transgender person whom he got friendly with before knowing her status, and became an ever better friend with afterwards. Over the years she’s given good references to several persons she knows from her community.
Roger’s been divorced for two years and lonely for all that time. For the last year or so he’s been dating a lot, looking not for one night stands but a second and hopefully lasting marriage. He hasn’t had the best luck; most of the women he’s met are more interested in his ample bank account than anything else. Knowing of his quest, Mary approaches him one day and says that she knows the perfect woman for him. Shannon is smart, funny, hot, and well-off in her own right, Mary says (showing him a cell-phone pic that verifies the “cute” bit, at least) and is also looking for a long-term relationship; like Roger, she does not want children. Mary has mentioned Roger to Shannon without identifying him, and if Roger’s amenable, she will invite them both to a dinner party so they can see what develops.
Roger hesitates. “I need to ask one question,” he says. “Is Mary a real woman? A biological female, I mean, not a transman, like you.”
“A transman is a person born with female genitalia woman identifies as male,” Mary replies. “I’m a transwoman. And a real woman.”
“Right, right, sorry. But anyway – is Shannon a biological woman, or made that way through surgery?”
“She’s like me.”
“Then no. 'm sorry, but I could never be attracted to a post-op transexual.”
“But you just said she was hot. You wolf-whistled her pic. But now that you know she has a Y chromosome, your dick’s gone soft?.”
“Pretty much,” Roger says. “I don’t mind being friends with trans people, or working with them; you know that. But sexually I could only ever be with a biological female. Please don’t be offended, Mary. That’s just how I feel.”
Mary is a bit offended, of course. Is she right to be? Is Roger transphobic?