Crossdresser punishment
22,807 96%
Spanking and caning severe
5 years ago
soutiengorge
je suis maso !!! je veux être punie de la ^même façon !
Reply
It is amazing to see a trans woman take such a harsh punishment to her very shapely bottom. It is always great to see a lovely red bottom which then gets more punishment and more🤩
Reply
I have had several cross dressers and shemales come to me for discipline sessions, many because they felt it was necessary for them to be punished for dressing and enjoying being trans.
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.
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.
Reply