Jack & Dad Alone Time

The man got dressed. He gave Jack and his father quick kiss, then left.

Jack and his dad were left all alone.

They laid down together on the bed. "I can't believe we did that," Jack said.

"I know," his father said. "I can't believe we did it either."

"We must be crazy," Jack said. "But I want to keep doing it."

"Me too," his father said. "I love dressing girly and getting fucked."

"I think... I think I would too," said Jack.

"I'm glad," his father said. "Because that's what we're going to do. We're gonna do it over and over and over again."

***

Two weeks later Jack's father was sitting in the living room in a short skirt and heels, and a corset. He was drinking a glass of wine.

"Why are you dressed like that?" Jack asked.

"For you," his dad said. "I thought I'd be your girlfriend tonight. Unless you want to be mine?"

"Do you have clothes for me?" Jack asked.

"Of course," his father answered. "Come on, let's go upstairs."

Jack followed him up to his bedroom. "Do you have some panties for me?" Jack asked.

"Yes," his father answered. "Here, try these on."

Jack opened the drawer and pulled out a pair of white cotton panties, with lace trim. He slipped them on, but they were too small.

"Try this one," his father said, handing him another pair. Jack tried those on, and they fit perfectly.

"Thanks," he said.

"Put on the bra," his father said. Jack opened a dresser drawer and pulled out a pink bra. It was very pretty, and had ruffles along the straps. He put it on.

"How does it look?" his father asked.

"Great," Jack replied.

"Now put on the skirt," his father instructed. He pulled out a short black skirt and handed it to Jack.

Jack put it on. It was very tight. "Can you zip me up?" he asked.

"Sure," his father said. He zipped up the back.

Jack stood up. He loved the way it hugged his butt. "Doesn't it feel good?" his father asked.

"Very nice," Jack replied.

"You look adorable," his father said.

Jack laughed. "I can't believe I'm wearing this," he said. "I never thought I'd dress like this."

"Do you like it?" his father asked.

"I'm really liking it," Jack said. "And you look good too, babe."

Jack kissed his father, his tongue slipping in. Jack's cock hardened in his panties and he could tell his father's was doing the same.

"Woah, don't get ready too quick," his dad said. "We still have to find you a blouse."

"Do you have any?" Jack asked hopefully.

"Let's see," his father replied. He went to his closet and pulled out several blouses.

"Which one do you like?" his father asked.

"I like them all," Jack answered, looking through the pile.

"Pick one," his father insisted.

Jack picked out a bright red blouse. It was sleeveless, and had spaghetti straps.

"Good. Now let's give you some girl hair. Let's pick out a wig."

Jack started looking through his mother's closet. He found a blonde bob cut wig with bangs. He put it on. It was just like her real hair, only shorter.

"There," his father said when he saw Jack's new hairstyle. "Now, pick one for me."

That's when Jack noticed the cameras. "You're recording this?" he asked.

"Broadcasting it," his father said. "A lot of people pay a lot of money for this kind of content."