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A sissy's journey into feminization begins under the stern guidance of an Italian dominatrix. In this POV session, the mistress patiently explains the art of sissygasm, teaching her eager student to embrace his feminine side. Wearing lingerie and a chastity device, he learns to pleasure himself with a vibrator while she watches, critiquing his technique. The mistress's stern domination keeps him on the edge, denying him release as she trains him in the art of sissy submission.