I think for a start the hairy aspect could be a problem?
I really wash my ass a lot during pre-meeting shower. I guess to ensure its totally uber clean would be to use baby whipes, rinse, baby whipe again, rinse again, obviously after a regular soap wash. And to ensure your ass is well "closed" (lol) that you didn't go to shit recently before the meeting and you obviously don't have an urge to do so either.
Now to get back on my original sentence, i doubt girls would enjoy rimming an hairy ass. Thats why i never asked for this even tough its something i could enjoy. I been rimmed a bit once only, didn't asked for it, she did on her own, didn't lasted super long but it was enjoyable, so i know i like the feeling but the "kink" of it is obviously another factor lol(mentally lol). But since i have no idea how to shave my ass nor do i trust myself or my lack of body contorsion talent (lol), i never dared asked for it even with providers who are known to offer it on a regular basis.