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A timid, cross-dressing femboy, dressed in a pink dress, is about to embark on an intense anal training session with a BBC. The scene begins with the femboy in a chastity cage, awaiting the arrival of their dominant mistress. Once she arrives, she inspects the femboy's body, running her hands over their curves, and admires the pink dress. She then orders the femboy to bend over, revealing their lubed-up, chastity-caged ass. The mistress lubes up a large, black dildo and slowly pushes it into the femboy's virgin ass, stretching them wide.