Getting caught in the panty drawer and feminized as punishment is a favorite fantasy for all crossdressers, transvestites and sissies. Getting caught and feminized by your Mother, and getting caught and feminized by your Mother’s friend are two very different things though.
These are actually two separate stories about the same boy. In the first one, Mom calls her friend to see if she can help. Her friend has a lot of experience with boys that dress like girls, and tries a crossdressing intervention to see if he is really the sissy he seems to be. She has limited success but he has a ball. What now?
Mom decides to take the matter into her own hands. She encourages her son to dress like a girl until the thrill is gone. But that doesn’t happen right away. It takes him a tremendous amount of practice and hundreds of pairs of panties to come to his own conclusion about the whole thing.
Both are audio stories as well as written stories, listen to the previews or read the whole thing. These two recordings and 14 others are free with a one time video signup, you’ll see the link. Enjoy!