Lady Stefanie felt that this loser needed to be told that he was not what he thought he was. He was a loser and had to be treated as one. He felt he was equal to her and the mistress brought him down to earth using a dildo as well as some female clothing. She made him wear the female clothes she had bought for him and she had him lick and suck a dildo. She told him it was because he was a sissy.
Lady Meli likes her men alpha. Anyone else is fair game for her to humiliate and that is what she felt towards this loser. She humiliated him by giving him a condom a guy she had fucked had used. He was to drink the contents of it and she made sure he did. He was a sissy and she treated him as one. The loser had to know his place.
Mistress Ava Black did not like this guy because she felt he was good for nothing. She felt like he was a sissy so she treated him as one. She made him wear female headgear, she had him wear a thong and other kinds of female clothing. She made him brain her hair and do other girly things to her including feeling her tits and ass. She was both humiliating him and teasing and denying him.