Mistress Gaia wanted to make sure her boyfriend would be able to avoid temptations of cheating on her. So she had him wear a chastity device. She was the one who had the key so he was not able to do anything. She only left him a pee hole. When he came home, she would remove it and then jerk him off or fuck him depending on what she felt like.
Mistress Harley did not want to entertain the kind of nonsense that her slave always had. She used her big tits and her sexy ass to humiliate this guy. First of all, she teased him and got him to wear her chastity device. After he had worn it, she teased him and made it hurt. He could not avoid getting an erection because of how hot she is and that is what hurt him.