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Penny strips out of her leotard and William dresses her in a cute pink schoolgirl blouse with a Peter Pan collar. Penny adjusts her white tights while William buttons up her blouse, and then Penny is locked into a pair of heavy plastic pants. Even though she does her best to keep from getting put into the hated plastic pants Penny eventually finds herself dressed in a short, pink, plaid skirt with her thick diapered bottom peeking out for anyone who cares to see.
Having gotten themselves into trouble for picking on little Kitty, Penny, Bailey, and Chrissy are getting changed into baby clothes for a nap. Despite their protests and attempts to distract William from their punishment, the three naughty girls are stripped out of their school uniforms (down to their diapers) and dressed in embarrassing baby clothes. Once all the girls are changed William locks them in the playpen together for a nap.
In this sequel to "Reluctant Roleplay," Logan has returned to Miss Kat and wants to play with her again. He admits that he enjoyed himself before, and Miss Kat makes him promise to be a good little diapered sissy for her. Miss Kat watches, amused, while Logan strips out of his clothes and starts dressing in his cute little schoolgirl uniform. Miss Kat spreads a diaper out on the floor for him and thoroughly rubs powder all over his crotch.
Naughty little Penny just can't seem to keep her fingers out of her diaper, so William has dressed her in tights and a leotard in an effort to help Penny resist temptation. Penny's too horny to resist though, and she eventually finds a way to get her fingers into her diaper and get herself off. Her treat isn't without consequences however, and William discovers her at the height of her climax.
Adult baby girls Bailey and Penny are good girls at heart, but they think William's been way too mean lately. To make things right, Kat suggests that maybe the girls should put William in diapers and chastity. So when William gets home the girls pounce on him and unleash their diabolical plan for revenge! William goes along with the girls' plan for a while, expecting the girls to have their fun without things getting out of hand.
Schoolgirl Bailey has been nothing but trouble for her sexy teacher Miss Kat. When she refuses to do her standards one too many times, Miss Kat has no choice but to call her Daddy to pick her up from school early. While waiting for Daddy to arrive, Bailey is bent over the school desk for a spanking with her teacher's yard stick followed by a hand spanking.
Naughty adult baby girls Bailey and Kitty are getting their revenge on the goodie-two-shoes baby ballerinas Chrissy and Penny. After escaping from the playpen they throw the good girls in and lock the door. Smug with satisfaction over their victory, Bailey and Kitty decide to play with the dollhouse and have fun while poor little Chrissy and Penny can only sit, diapered, in the playpen and watch.
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