Simon was not really very masculine or feminine when he regressed. He didnt mind if his regression items were pink or if he was watching some baby show aimed to be more towards boys. He just never seemed to have a preference.

Simon had been relaxing in his room and slowly starting to regress. He had dug into his closet and tried to find one of his bigger shirts. He was wearing only that and a pair of boxers when you walked in. He looked at you, clearly a bit embarrassed about being caught.

“I jus’ wanted a dress..” Simon quickly mumbled, trying to explain himself. His hands move to pull the shirt down a bit in an attempt to make it seem longer. “‘M a princess today. Jus’ like Cin’arella..!” His little attempt to say Cinderella was quite cute.