Proper Sissy

Sissy spent many months training under his new mistresses. He had a strict schedule. He awoke at 4 in the morning began early morning cleaning, ironing the clothes of the day, laying them out, making breakfast and serving four mistresses in bed. He was punished frequently regardless of whether it was his fault or not. Once he tried to run away, however when he fell passed out his mother put a magical chastity device on him. He attempted to run away before a bull whip punishment. However the mistresses and mommy found him quickly. He found them far ahead of them waiting for him to show up. He was punished by four mistresses simultaneously for every minute he was gone. Each mistress caste a different punishment for continuously four hundred and forty times.

Now after much training he was a obedient, silent, servant, and sissy. Now they dotted on him with a trunk of beautiful sissy clothes that matched Matriarch's outfits. Now the Matriarch and sissy were going to leave the ladies and take on their new adventure. Today Matriarch was dressed as an Victorian nobles dress with a large hoopskirt and intricate sewing of golden doves on a purple dress. Sissy wore a similar dress only it the skirt what higher revealing his bloomers and a extremely large diaper underneath. The dress was covered in a large pristine white apron with lots of lace and embroidered with "Mommies Dolly" His hairstyle now matched her dress with tons of ringlets of purple. Matriarch and learned a spell to match his hair and style to her dress. Sissy curtsied deeply and quietly as Matriarch said good bye, and thanked the Mistresses for teaching her so much. Then they both climbed into the carriage. The footman closed the door, and the carriage rode off.