Yeah... the, uh, video.
Standing an actress and "sex worker" behind a lectern at NYU does not make them an objective authority, particularly when trying to play the "professor" card while wearing a cocktail dress with a low cut top at a, what?, 10 AM class? Honestly, I understand the appeal, or marketing value, of playing the inclusive, non-judging learning environment, but at some point, credibility as a legitimate educational venue starts to erode. I might be a bit nonplussed if I learned that my $20K plus room and board per year was being spent to plant my kid in front of a sex worker qua visiting lecturer.
And, as an M2F TS, the agenda is so obvious, the phrase, "what you are speaks so loudly, I can't hear what you're saying," comes to mind. Of course, an M2F is going to assert the "not gay," position because their entire identity is so very wrapped up in their actually being a woman that, for consistency's sake, it must necessarily follow that a man who has sex with them is, and must be, not gay. And since it's difficult, scientifically and politically, to develop hard, empirical "rules," to categorize who is and isn't "gay," for the most part you're just playing with opinions about self-identification, anyway.
And, as far as the earlier assertion - "for all intent and purposes" they are women... Well, for intents and purposes EXCEPTING, of course, the whole, penis thing, in addition to various and sundry other conclusive biological indicators of maleness. The former being, to paraphrase our VP, a pretty big fucking deal.
I am with Dog on this point: there's probably little to be gained getting hung up on labels, etc. Unless you're just looking to agonize over some thing.
However, I think you have to be engaging in some pretty forceful and creative denial if you assert that a man putting someone else's penis in their mouth or butt isn't, itself, an act of gay sex. I mean, if you had to distill male gayness to some sine qua non definition - that would pretty much be it.
Ultimately, in an Occam's Razor sort of view, it's just a lot easier to accept, this is an act of gay sex (and so what?), than develop an entire, and flimsy, mythos about how dress + heels + hormones + implants + really, really (eyes squeezed shut, clenched fists, and thrice clicked heels) sincere intent = gender flip. Then you get arguments about whether it's only real after a complete GRS or not. Way too complex, subjective, and usually, inflammatory.
It's a guy, albeit a really pretty guy - and you fucked him. Dealwiddit. Fetch wood; carry water.
Now, does one act (or three or thirty) spontaneously transform you into a full on "gay" like that fairy does in the Dodge Caliber commercial? Probably not. If, however, you're spending ALL your time, or MOST of your sexual activities, walking on the "wild side," it may be time to reassess your leanings.
In this day and age, however, playing on any part of the spectrum hardly seems to call for a sexistential crisis, unless, say you're loudly talking one game and walking another. Then gay or not gay is probably less of an issue than being a lying, self-loathing, jerk