Karyn secretly wrote, Jon and Biff genuinely love each other. Jon likes dressing girly for Biff and enjoys doing anything Biff asks him to do. Jon loves wearing women's clothing and wears them all the time. In additon to dressing girly for Biff, Jon is undergoing a process to feminize his body. Jon will still be biologically male, but the process is giving him dd-cup breasts and a woman's curvy hips. He is still deciding if he wants to keep his penis or have it replaced with a fully functional set of women's genitals that would allow him to get pregnant and give birth.
"Oh, Karyn," moaned Jon. "This is horrible. I've got nothing to wear! I wanted to look so pretty for Biff." Before Jon had looked like a guy in drag. Now he looked much more like an actual woman. His breast forms had been replaced by actual boobs, small ones, but very, very real. He was wearing a red blouse, a denim skirt that showed off his new, curvy legs and high heels.
"Why don't you wear that pretty spagetti strap one," answered Karyn. "You know, the green one."
"I wore that on our last date," said Jon. "I have to wear something different, or he'll think this date doesn't matter to me. This is important Karyn. You know I've never been able to pick out properly feminine outfits by myself."
"You could always go in the nude, Jon," Karyn joked.
"Be serious, Karyn," said Jon. "I don't joke about your dates. Now, please help me choose ann outfit."