... okay firstly, WOW. This was just baffling to read.
Secondly, this isn't him asking her out or something. This is him making hugely inappropriate comments to a woman he's supposed to have a relatively professional relationship with, and with her having provided zero reason to assume that this okay. Next time you're at work, ask a female coworker to do you a favor, and in return, offer to perform cunnilingus on her. Come back and tell me just how incredibly uncomfortable her face looks right as you ask that.
Thirdly, no, if it were a woman saying this shit to a man and were posted for public consumption, it too would be scrutinized and come off as super sleazy. This isn't some biased slant. It's a fucking sleazeball being a creepy fucking sleazeball.