From Worthless To Worthy In Five Mistresses: Episode 4 "Chastity Woes"

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One last mistress and Scout is on his way to Maitresse! Dragonlily is sensationally sexy in this episode, humiliating Scout about his inadequate penis and teasing and denying him in his chastity belt. The tough bondage, spanking and whipping, strap-on ass fucking are all hot, but when Dragonlily desires an orgasm she teases Scout to complete frustration, to the point where he actually believes he is going to cum in his chastity belt without any stimulation at all! Tune in to Scout’s last day in training and see what Maitresse Madeline has in store for him!

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