Sam2 -“HaLeiVi: I once asked Rav Schachter about handshakes. He said that if she’s pretty it’s probably Yeihareg V’al Ya’avor. If she’s not, it’s probably Muttar Lechatchilah.”
This might be a first, but I am more Meikel than this. IMHO, even if the woman looks good – this would only be if you noticed that. If during let’s say an interview for a job, the woman stuck out her hand, I’d shake it. Because in such a situation, you wouldn’t really notice that aspect, because the job applicant is too nervous. So I personally think this clause of “if she’s pretty”, is Not absolute.