Sure. Once, for a school play, Tom was being dressed as a girl. He had to wear a long pink dress and a curly wig. At first, he was a bit embarrassed, but as he got into character, he really started to enjoy it. He even learned how to walk in high - heeled shoes for the role.
Well, there was a boy named Jack. His sister was ill and couldn't go to a costume party where she was supposed to be a princess. So, Jack was being dressed as a girl. He put on the frilly dress, the tiara, and the sparkly gloves. It was a strange but fun experience for him. He ended up having a great time at the party and everyone thought he made a very cute princess.
There is a story about a group of friends who decided to do a gender - swap skit. One of the boys, named Dave, was being dressed as a girl. They used makeup to give him rosy cheeks and long lashes. He wore a purple dress and a white apron. Dave initially felt self - conscious, but his friends' laughter and support made him relax. They filmed the skit and it became a really funny memory for all of them.