I am not sure how strong the connection (that tailwheel = manly and nosewheel = less-than-manly) really is. Is this a more recent propaganda campaign?
When I was doing my flight training at Hood Aerodrome, Masterton, the flight school was owned by a female and operated two tail wheel aircraft, a Piper Super Cub and a Piper Pacer. There were both male and female students and male and female instructors. Never did the tailwheel = manly connection ever come up in any conversation.