stede gaining more strength and more seafaring skills in season two DOES NOT equal stede becoming more typically masculine. his hands might get rougher and his muscles bigger but this is still a man who likes picking flowers and describes himself as a "clothes horse"

what im saying is that the heels-and-stockings combo made his calves look good BEFORE he became a pirate. just IMAGINE how those bad boys are gonna pop after months climbing the rigging and keeping his balance on a rocking ship