Ooooo That is provoking. What first comes to my mind is the evolution of gender play in the scene, and then contrasting attitudes in the mid 70’s to late 80’s to what is seen now in 2021.

Tracking backwards - when I was first exposed to this aspect of play late 70’s early 80’s as a youngster who had gotten his hands on fetish material (e.g. The Esoteric Press family of fetish newspapers, Centurions Transformation, Forced Womanhood), the classical ‘societal ‘ “gender roles” were more or less black and white, despite the few folks who were open about their choice of gender identity, I feel that most gender play was clandestine because switching birth assigned roles was generally not accepted; contrast those dispositions to what is common today and we might easily understand why that question could come up. So, I am thinking that there is not a right or wrong answer yet the question of sissy play being misogynistic hinges on how views are framed that could end being philosophical circular argument.