There's a family story where the grandmother crossdresses as a pirate for a family - themed party. She goes all out with the costume, complete with an eye patch and a fake parrot on her shoulder. This not only makes the party more fun but also becomes a great family story that is passed down. Also, in a family with a lot of theater - loving members, a story about how the uncle crossdressed to play the role of a female character in a local community theater production. His family supported him throughout the process, and it was a story of family unity and support for the arts.
One family story could be about a family's participation in a charity event. The daughter crossdresses as a famous male superhero for the event to attract more attention and raise more funds. The family then shares this experience as a story of how they all worked together for a good cause. Another example might be a family vacation story. A family member crossdresses as a historical figure during a visit to a museum as part of a game they play within the family. This creates a unique and funny family memory.