Frank #3 (He wilts)

Frank hung his head, his tiny tits juggling slightly. He was acutely aware of his bra, the black straps hugging his chest under his top. It was humiliating when Catherine took him shopping the first time. She didn't even pretend the underwear was for their daughter, but made it clear to the clerk they were fitting him.

"I'm sorry Catherine, I'm trying to be more feminine. I just don't want to do any more surgeries! Please honey!"

"Frank, is that really true? Do you not want anymore surgeries?" I asked, trying to keep the smile off my face. All these years of guiding families into total degeneracy, and I still haven't mastered the art of a straight face.

Frank looked at me in horror, first that I would ask something like that about his humiliating state, and then because deep down, he knew it he secretly enjoyed it, just a little. His mouth hung open in shock, a cherry red lipstick appearing on them.

"I never asked for any of this!" He whined.

"Why don't you leave then, Frank?" I cooed. "Why would you let Catherine make you wear all this," I gestured to his clothes, "and why would you get implants? No real man would do that."

Frank deflated. The feelings he'd 'had all this time' were coming to the surface, but he still wouldn't admit it. "Because I love my wife, and I have to provide for my family."

I tut-tutted at Frank. "Catherine, did you hear anything in there about Frank staying because he wants to serve you?"

Catherine frowned. "I did not." She turned, the leather of her corset creaking. "Frank, did you forget something?"

Frank's clothes shifted with his adjusted mentality. His black shorts merged into a black skort (shorts made to look like a skirt) and his all-white sneakers became black women's flats. He visibly shrunk down to 5'5", and scooted to the front of his chair so he could still touch the floor. His hair grew longer, turned black, and drew itself back into a tight bun on his head. His jawline was noticeably weaker. Well, noticeable to me.

"I'm sorry Catherine, I love you, and I just want to make you happy. If that means serving you and taking care of the house, that's what I want to do."