*While -literal- pillboxes can have a certain retro charm, I feel obliged to point out that they do not, in fact, cover one's ass. No matter how ironically one tries to angle them.
ETA: What she said.
and particularly what little light said in the comments:
There’s so much to unpack just here:
I didn’t admit, because I know people can be quite sensitive about these things, that I know I wouldn’t be able to work it, no matter how appropriate with a pre-op T-girl. Pity, she was a pleasant enough fellow.
Here’s the assumptions on hand:
1. It’s a normal, understandable, obvious thing that a straight man wouldn’t want to sleep with a trans woman, or at least a trans woman with a penis. He just wouldn’t be able to “work it.” This is unfortunate, because
2. It’s particularly appropriate to engaging in teabagging, considered exotic and degrading in the context of this piece–the kind of act you’d use to hate-fuck someone–with a trans woman. They’re into that kind of thing, or can at least be paid to do it. Both 1. and 2. are really because
3. She, being a trans woman, is actually a “fellow.”
These are just the assumptions forming a baseline foundation for the joke, that Ann Coulter looks “exactly like” a trans woman. You need all those assumptions to unpack that this means that she looks like a perverted man in drag, which is degrading, which is part one of the joke. The other part of the joke is that while it might be acceptable to hate-fuck a Michelle Malkin or Michelle Bachmann look-alike, and therefore by proxy either of those women, someone who looks like Ann Coulter–and who therefore looks like a trans woman–and therefore looks like a man–isn’t even worthy of hate-fucking. She’s not even worth sexually degrading out of hostile feelings, even if she volunteers, which she would, because that’s how trans people are.
That’s the basis for the joke. That’s what’s underneath it. It’s premised on saying that no matter how much you might want to fantasize about taking a neoconservative woman down a peg or two with sexual degradation, Ann Coulter, being or being like a trans woman, is so polluted you wouldn’t even do that because it involves touching her.
Wow, I’m just all over giggling right now. That’s just the funniest joke I’ve ever head. Sorry, BPHD, that you can’t feel “safe” to make a joke like that “yet” because people just aren’t cool enough, and are still too oversensitive, to get your hip humor. Life is so hard.