Meeting Jennifer could not have occurred at a worse time in my schedule. I was booked solid for most of the next month and there would be little time to play with my new toy. The earliest I could get away would be in two weeks and that would be barely more than one night.
Before I left, I had left her with some instructions. On the way home, she and her dickhead husband needed to stop and by some butt plugs. I wanted her ass, I did not care if it hurt, but she needed to be opened up a bit. While at the sex shop, she was to make it clear to the clerk that she was training her ass for her lover. She was supposed to buy a series of plugs in increasing size. Each night, dickhead would insert the next largest plug and he had to put the previous plug up his own ass. Jennifer was also supposed to send me a picture. Jennifer obeyed as I expected. She also remarked that she enjoyed the feeling of spending the day with the plug up her ass. She said her dickhead husband was not so happy about it.
Before she left, Jennifer asked what she should call me. "Master" seemed too cliché and I did not like daddy, so I settled on father.
On Monday, she sent me a link to a video that her husband had uploaded to a porn site. In the video, her husband was naked and tied to a chair with a ball gag in his mouth. This was similar to other videos he had uploaded but the ball gag was new. I guess they had purchased some other toys when they were at the sex shop.
Jennifer was a wearing white baby doll and playing with her body. She was also taunting hubby, telling him how much she enjoyed Father's big black cock, how it filled her and how she enjoyed the taste of Father's cum.
Jennifer asked him, "Did you like watching Father's black cock stretch your wife's pussy?"
Hubby did not say anything, maybe a whimper. Jennifer took a thin strap and struck him across the tops of his thighs. I could not tell if it hit his dick but if it did not, it had to be close. Hubby really began to whimper and shake his head yes.
Jennifer than asked, "Did you like the way Father whipped your wife's ass?"
Again, hubby did not say anything until after Jennifer struck him across his thighs. There was a muffled yes from behind the ball gag and a vigorous nodding of hubby's head.
Jennifer bent over the bed, exposing the but plug gleaming in her ass. She began to push it in and out and said, "I can't wait until Father's cock replaces this butt plug. I want to feel Father's big black cock fill my virgin ass. Then he will own all my holes, even the one you never had. Maybe he'll show you a video of your wife losing her ass to her new master. Would you like that?"
Again, hubby didn't answer and again, Jennifer took the strap to his thighs. Hubby screamed behind the ball gag this time. She raised the strap again before hubby started nodding yes.
Jennifer started pacing around him, her hands squeezing her mound. The she said, "What about you, do you like the but plug up your ass?"
Hubby was shaking his head no.
Jennifer dragged the strap across his chest and said, "But you wanted me to take a lover! You wanted me to get fucked by some stranger! You liked watching the videos of him fucking my mouth and my cunt! You liked watching him whip my ass! I think you should get to enjoy all these new experiences firsthand!"
Jennifer pulled him out of the chair. He was on his knees on the floor. The chair blocked the camera view but after the first strike, it was clear that Jennifer was whipping his ass with a belt, the same way I had whipped hers. After about a dozen strokes, Jennifer shifted the camera so that it was directly on his face and she removed the ball gag.
"So," she began, "Do you like having that butt plug up your ass?"
Hubby said, "yes."
"Do you like getting your ass whipped with my belt?"
Hubby said, "yes."
"Did my belt make you come all over yourself?"
Hubby said, "yes."
Jennifer gave him another stroke with the strap and turned off the camera.
Hubby was not the only one that came all over himself.
****
I called Lisa the next evening. I wanted the continue training Jennifer, and I let her know I was going to be out of town. Lisa quickly volunteered to help. We discussed how Jennifer liked the porn movies where men pushed them to do things that she would normally find humiliating. We also discussed how she found that her husband had uploaded secret videos to a website, and she found that idea exciting. I sent Lisa the link and password.
Lisa was excited about having another night with Jennifer. She asked if I could have Jennifer meet her at the hotel again. I assured Lisa that could be arranged. I was curious as to what Lisa was planning but decided the surprise would be more exciting.
I made arrangements with Jennifer.
On Wednesday, Lisa sent me an advertisement for a "pay per view" viewing of a live sex show. Jennifer's picture was on the advertisement. There was a note that we would split the profits three ways with Jennifer receiving a share.
On Saturday night, I got comfortable as I streamed the "pay per view" to flat screen TV in my suite.
As the video started, the screen was filled with a hotel room door. Shortly there was a knock and I could hear Lisa's voice in the background telling the knocker to come in. The door opened and there stood Jennifer. I almost did not recognize her as she looked like a doll. She had her hair in two ponytails, bright red round circles on her cheeks and a bright red lipstick applied heavily to her lips. She had a collar around her neck with a leash attached which she was cradling with both hands. It is hard to describe the dress. It barely covered her cunt and the ruffles underneath made sure a good part of her ass cheeks were exposed. Both of her breasts were exposed. I wondered if she walked through the hotel dressed like that.
As Jennifer entered the room, you could tell she was clearly surprised that there was a man in the room with a video camera. She managed to maintain her composure and continued walking into the room. She approached Lisa who was now in the frame. Lisa was dressed in a classic leather bustier and leather skirt. When Jennifer approached Lisa, she dropped to her knees and offered Lisa the leash. In the background I could see her husband enter the room. He was dressed in cheer leaders outfit, with garish red lipstick and a ball gag in his mouth. He also had a collar and leash with a young woman holding the leash. Hubby dropped to his knees at the same time Jennifer did.
Jennifer said, "Father cannot be here to train me tonight so he has given me to you, to use for your pleasure."
Lisa grabbed Jennifer's head and ground her face into her crotch and said, "Great, you may call me Mother for now. Are you a cunt licker?"
Jennifer responded, "I will do whatever you want, that was father's wish."
From somewhere, a riding crop appeared in Lisa's hand as she whipped Jennifer's ass with it.
