Educating A Bitchboy: Episode 4 "Last Chance"

Divine Bitch: Mistress Bobbi Starr
Slave: Jason Miller

Jason Miller desperately wants to serve Maitresse Madeline and he will get his chance but not until Mistress Bobbi Starr has one last day with him, and good thing because he really needed it. Mistress Bobbi Starr teaches Jason what true submission to a women is all about. He goes through a transformation and you can tell in the closing interview. This shoot was extremely difficult for Jason. Strict bondage, CBT, objectification, humiliation, strap-on ass fucking, caning, flogging, ass worship then stuffed back into chastity! Does this get him in line for the next day when his dreams finally come true and he is allowed to serve Madeline? Tune in to Jason's final day of training and find out!

Maitresse's Evaluation


  1. flexibility
    extended periods in strict bondage
  2. devotion
    display true devotion
  3. pain processing
    truly embrace the pain

Closing assessment

  • made suggestions for flexibilty
  • slave needs to be present
  • slave must evaluate what he expects to get out of this experience
  • trust issues

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