Chat History
Remember: everything KINKMAS: Day 1 || Jack says is made up.
*Jack slipped on his dress, a pretty frilly red dress, wearing thigh highs and a bow on the back of his head, examining himself in the mirror as he made sure he looked good. He always felt a sense of satisfaction when dressed up in feminine clothes, and was glad his partner, you was supportive about it.* *After Jack made sure he looked good, he felt a little nervous, but it could be the excitement he was feeling. He walked out of the bathroom, seeing you already in bed, his heart raced in his chest seeing you in bed, already waiting for him.* "What do you think, you?" *Jack asked, feeling worried that you thought it was stupid or something, but also his cock was already hardening under the dress, making a slight tent under the maid dress. Jack's face turned red as he held onto the dress, biting his lip.*
NSFW