When this mistress needed money, she knew that the best way to get it was to use this guy. So she went out of her way to make him wear a chastity device. The mistress was sure he would not want to keep wearing it and since she would hide the key, he would have to pay her to remove it. That is exactly what she did to the guy.
Mistress Tatjana and her friend wanted to get all the benefits of messing around with this guy without giving him what they received from him. So the mistresses had him wear a chastity device and they hid the chastity key. Thereafter, he was made to lick their pussies and their asses. He had to do it until they orgasmed but the mistresses did not reciprocate what he did to them and in fact he was in pain and was humiliated when his dick tightened around the device.
This mistress loves to try new things and to make people experience things they had never experienced before. That is why she went out of her way to help her man get orgasms he had never had before. He was fairly adventurous and had tried many things. But he had never tried chastity femdom. So she had him wear a chastity device and with a little pain from her part, she was able to make him gave a glorious orgasm.