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Crossdresser punishment
23,011 95%
Spanking and caning severe
I also had two trans women who came to me for regular harsh punishment because they liked pain and they couldn’t find the kind of harsh punishment that I administer.
I also had a 70 year old female visit me to relive the punishment that the headmaster of her school used to administer. He would order her to visit him at home for harsh punishment with the cane, strap and riding crop which she admitted to me she thoroughly enjoyed. After her beating she would beg him to fuck her, and he would always insist she started by sucking him to full erection until he filled her pussy with his cum.