Biff tucked Jon into his bed and stood watching him for a few minutes. He felt a strange maternal pride as he looked at him. His natural instincts had changed, where before he was a jock and a bit of a bully, now he would give his own life to keep "his baby" safe. Jon rolled over onto his front, slightly sticking his diapered butt up in the air. Biff thought this was very cute, seeing past Jon's teenage body and instead seeing him as the baby he was starting to act like more and more. He pulled Jon's blanket back over him and gently patted his padded butt before slinking out of the room.
It was still quite early so Biff decided to put on some nightwear and go back down stairs for some alone time. As he walked towards his room, he reached behind him and lowered the zipper at the back of his dress. He slipped the straps off his shoulders and let the dress drop and pool at his nylon covered feet. He carefully stepped out of it and then bent over to pick it up. He hung it back in his closet and then removed his bra, revelling in the relief he felt to have the constrictive straps off his chest and shoulders. Next he peeled down his panty hose and placed them and the bra into his laundry basket. He pulled out a very silky nightdress and slipped it on over his head. It clung to his smooth skin and he had to pull it down to settle it halfway down to his knees. His hairless skin meant he felt the cold a bit more so he found a pair of fluffy pink slippers in his closet and put them on. Biff grabbed his phone and made his way out of his room. Before going downstairs Biff felt the need to use the toilet. He made his way to the bathroom and pulled up his nightie, pulled down his panties and sat on the toilet. It had started to feel more natural to him to sit to pee now even though he was still capable of standing. He had to remember to sit when using the bathroom in work or outside of the house and it had just become second nature. Finishing in the bathroom, Biff headed downstairs where he got comfortable on the couch and grabbed his phone.
He saw a text from Karyn and when he opened it, it was a bit longer than he was expecting. She really seemed to be putting in the effort now. She was asking all about Jon and talking about how much she enjoyed her time with him. She wondered if they could all go for lunch tomorrow and then she'd bring Jon to her home for the night. Biff replied that that was a nice idea. He suggested a few places they could meet. Karyn eagerly replied and hinted at the kiss she and Biff had shared recently. She hoped they could explore these feelings again soon. When Biff responded encouragingly, Karyn got a bit bolder in how she spoke. She told Biff she thought he was a knockout and told him it took a lot of self control for her not to grab his butt whenever she saw him. When Biff read these compliments he felt his penis spring to life inside his panties. It was rock hard now and causing the front of his nightie to tent out. He squirmed a bit in his seat and thought about what to say to Karyn in response. He told her he felt the same and if she played her cards right maybe they could try again. Biff enjoyed the power he held over Karyn. As far as he could see she was acting like a gentleman and he could call the shots in the relationship. He said good night to Karyn and watched some TV but he was distracted. His erection had not died down and he was obsessed with thoughts of Karyn and what the future might hold. Needing to give himself some relief, he turned off the TV and made his way up to his bed.
As he slid into his silk sheets he savoured the sensation of his smooth legs and his silk covered butt rubbing against the soft bedding. He rubbed his penis gently through his nightie and panties and was picturing Karyn doing the same to him. He was picturing himself as Karyn and everyone else saw him and felt incredibly sexy. One of his hands snaked its way upwards, rubbing the silk of the nightie against his tummy and finally settling on his flat chest, rubbing and tweaking one of his nipples. He heard a soft moan escaping his lips and he soon climaxed, making a mess in his panties. He cleaned himself up in the bathroom and changed his panties before getting back into bed and falling asleep with a smile on his face.