what are your thoughts on a guy telling his female coworker that he hates how she ties up her hair because she looks better with it down?

Generally what is said isn’t necessarily the problem, how it’s expressed is where things get fuckity.

“I hate when you tie your hair up because you makes my dick hard when it’s down” is very problematic for so many reasons you probably belong on the sex offender registry just for phrasing your question like that.

“I like when you wear your hair down, it suits you” would be far less problematic while still expressing a similar sentiment.