Jonathan half hoped and half dreaded that Miss Neatly would pick him out and dress him today. She always did, but it was so humiliating in front of the class. Every night he would relive the hour where she put him into one of her dresses and had him sitting in the stock room tied to his chair. He wanted her to kiss him and dress him forever.
"Come with me," he heard with a jump. She was standing over him and led him through turning faces to the front of the room as his cheeks burned. Oh my God, in the stockroom Miss Frazer was waiting, wearing an enormous cocktail dress in cafe-au-lait taffeta with a white shawl collar and billowing sleeves. Her face was like iron, so he stood stock still for her to undress him.
Miss Neatly joined her a moment later. She had changed into a satin dress with a huge white collar. It buttoned down her back. "Put him in this, Joan," she said, handing her one of her satin blouses.
Jonathan ached with pleasure as the two schoolmistresses buttoned him into the blouse, fastened his cuffs, then buttoned his blouse collar right up his face. They lifted him between them, their dresses sizzling on deep petticoats, and carried him to a collection of Miss Neatly's blouses and skirts. In the middle were three pairs of her silk knickers, with skirts arranged around them.
"Boys who dream of being dressed in their mistress's panties and blouses have to be dressed and double dressed," declared Miss Frazer. "And you will have your naughty sissy-boy ass plugged with a pumping dick."
He felt his ass being lowered onto the knob of a dildo until it filled his passage. His arms were fastened behind him so that the blouses buttoned up his front and each set of sleeves wrapped across his face in cross-dressing encasement. He felt the knickers being fastened across his crotch so that he was deeply pantied, then he was fastened into all his skirts.
"You are a naughty, naughty boy," cried both women as the dildo began humming and probing. His penis ached with feminine desires and he struggled in his silky encasement, as both women embraced him, kissed him on his blouses and fondled his defenceless cock through all his buttoning skirts. He would dream and dream of this wonderful experience again tonight.