18 year old John just graduated high school and is excited to be working under the powerful and voluptuous Tiffany Stirling. Mature, confident, and seductive, Tiffany is everything John's not. She has a hold on John, and he feels like he would gladly do anything she asks. That sentiment will be put to the test when John accidentally opens Tiffany's personal mail and finds himself holding a bra and pantie set she had ordered. John is about to discover he is willing to do far more for his new boss than he could have guessed, as he learns just how incredible sliding a pair of panties up his legs can feel. Read along as Tiffany discovers the pleasure that can be had when corrupting a sweet and innocent young man who blushes at the slightest off-color remarks and molds John into her new Sissy Secretary. Sissy Secretary is a sweet gentle femdom story of a young man who discovers his real self in the hands of a more experienced woman. Themes include mature topics such as crossdressing, sissyfication, light humiliation, and mutual pleasure. This story is meant only for adults 18+ Joh