Educating A Bitchboy: Episode 4   "Last Chance"
Scenes 1 hr 2 min
Divine Bitches

Educating A Bitchboy: Episode 4 "Last Chance"

Cast
Bobbi StarrJason Miller
Release date
Runtime
1 hr 2 min
Studio
Divine Bitches
Director
Maitresse Madeline Marlowe
Tags
AthleticBDSMBig DickBondageBrown HairCanesChastity ToysCock and Ball TortureCock and Ball Torture ToysCorporal PunishmentDominantDominatrixFacesittingFemdomFingering ToysFloggerHairless PussyHumiliationImpact ToysMalesubNatural TitsOrgasm DenialPainPeggingProstate StimulationProstate ToysPussy FingeringPussy LickingRoughSlaveSlimStraightSubmissionSubmissiveTransgenderTwosome (Straight)UnshavenWhite Woman
Code
10445

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 Goals flexibility extended periods in strict bondage devotion display true devotion 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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    Sources StashDB 2026-10-04

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