Jessie has a surprise!

"Alright, be a good girl, and go show your mom your new toys," I say to Dana as we enter our house, who's on all fours, naked, wearing a collar, has a dildo in her pussy, an anal plug with a furry tail, and has clamps on her nipples. She smiles, and starts crawling over to our bedroom, giving me a good look at her drooling pussy, as well as the small trail of juice she's leaving behind her. It makes me chuckle, and I go over to the kitchen, to make myself a snack.

It's a few hours later when Jessie gets home. {if DadWH = 1} Scarlett got home a bit ago, without Fred, who's slaving away to make sure we can afford our new home. She went to her room, after a nice make out session, likely to go over the things she'll be doing the next day, like the workaholic she is. Leah has been with mom and Dana, who have been making a lot of noise from the bedroom. I figured I already had my fun with Dana, might as well let mom have her turn.{else} Fred and Scarlett got home a bit ago. Scarlett went to her room, after a nice makeout session, likely to go over the things she'll be doing the next day, like the workaholic she is. Fred has been with mom and Dana since he got home, who have been making a lot of noise from the bedroom. I figured I already had my fun with Dana, might as well let mom have her turn.{endif} For my part, I've just been hanging out. I played some games online, and then looked up some nice cars that I plan on getting. Can't keep getting driven everywhere, although I will admit, the ride I got from Peter, Victoria, and Isabella was a lot of fun. Still, I can't just think with my lower head, I had a whole other head on my shoulders, so I had to be practical with things. After that, I sat back on the couch and watched some TV, until finally, Jessie pops through the door, and quickly undresses. She sees me on the couch, and she runs over with a smile from ear to ear.

"Daddy!" She gets on my lap, with her legs on either side of me, and starts grinding her pussy on my dick. She pulls me into a kiss, and we stay like that, for a few minutes, until I can feel her start shaking on my lap. She must have loved rubbing herself on my cock. I pull her back.

"So what did my cum princess do today?"

"Daddy, I have the best news. You remember my friend Tommy?" I did remember Tommy. He was a pretty nice guy, although we never really got along. Not because of anything particular, we just didn't have anything in common. He and Jessie have been friends since early childhood, and I kind of suspected he was gay. After all, Jessie is a hot piece of ass, any guy who didn't at least try to get a piece was insane.

"Sure I do, you think daddy would forget his cum princess' best friend?" I started massaging her asshole. I wanted to get all of my girls used to anal, so I got each of them an anal plug, although I'll have to train Jessies asshole a bit before she can use it. Hers had a nice, pink gem on it, so she's going to look so cute bent over-

"Daddy, Tommy asked me out today, and I said yes! I have my first boyfriend!" She cut off my train of thought. No, it would be more fair to say she derailed it so bad, she killed hundreds of people. Did that make sense? Dammit, see? Even my metaphors are derailed.

"Excuse me?" I say, wanting to make sure I heard her correctly.

"It was so romantic daddy," she said getting off my lap onto her knees in front of me, and started slowly jerking my cock. "He invited me to the park for a nice picnic lunch, and we talked for hours. After that, we went on a hike, and when we got to a nice vantage point, we just watched the sun setting. It was so beautiful. He took my hands, and looked right into my eyes, and gave me this." She showed me her left hand, which now had a ring on her middle finger.

"HE ASKED YOU TO MARRY HIM?!?!" I yelled in complete shock.

"Of course not daddy!" She giggled, pumping her hand up and down faster. "This is a promise ring. He confessed that he's loved me for years, and asked me if I felt the same. I told him I did, so he gave me this."

No, no, no. Is this what Fred feels like when he watches me fuck his wife? Goddamn, it is not fun in the least, and Tom hadn't even done anything with Jessie yet... right?

"Jessie, have you and Tom done anything sexual yet?"

"Of course not daddy, we just started dating today."

That answer helped, but still, I did not like the idea of another man taking Jessie away from me... Wait, what am I worrying about? I look down at Jessie, who has taken my balls in her mouth, washing them with her tongue, while her thin hands run up and down my meat, getting me closer and closer to filling up my sisters mouth with my seed. No, not just my sister, she's my little cum princess, and I'll be damned if I let her go. In a fit of jealous rage, I grab Jessies hair and pull on it, making her yelp a bit, and direct her mouth to the head of my cock, and push her down hard, getting half of my cock in her throat.

The only man you will ever truly love is me

I had some anger to get out on her, but the rational part of my mind told me it wasn't her fault, so I should at least make it pleasurable to her.

You feel pleasure when I treat you roughly

I start pushing on her head even more, and I see one hand slip down, and start moving slightly. Looks like the command is working, so I pull her off my cock completely, letting her take a breath, and I push down hard again, and pushing up with my hips at the same time, getting my entire cock down her throat, and making her eyes roll back.

"There we go you dumb little bitch, pleasure daddys cock with your throat." I pull out and inch, and then push back in, pushing her nose against my pubes. I start doing small humps, fucking her face hard. "Keep doing a good job, and daddy won't punish you for being a whore."

This went on for ten minutes, with a 5 second break every minute where she could breathe, before I choked her with my cock again. Even if she wasn't at fault for how I felt, I still had to take my anger out on someone, so I figured she would do. When she started going limp, I pulled her off my cock, and roughly threw her on the ground. I look at her writhing in pleasure, and I yell for {if DadWH = 1}Leah to come. She enters the room, clearly flustered from watching mom with Dana, and sees me standing over Jessie. She quickly points the camera, getting the two of us in frame. It's good she understands how to do her job properly.{else}Fred to come. He enters the room, clearly in pain from the cock cage. I guess watching his wife fuck his daughter was turning him on. He sees me standing over Jessie, and quickly points the camera, getting the two of us in frame. It's good he's finally understanding how to do his job properly.{endif}

"Daddyyyy, that felt so niice," she said in between coughs. I went to the bag filled with goodies, and grabbed the collar I had made at the sex shop. I came back to Jessie, and pulled her hair roughly, which made her moan, and collared her. I threw her back on the ground, and took a picture of her. I turn my phone around, presenting her the picture, where she can read what it says on the collar.

"Daddys little whore. Oh, that's sweet daddy." I slap her hard on her face, which makes her smile even wider.

"No, it isn't sweet. It's descriptive. Because I own you. You are my whore, to do with as I please." I grab her, and flip her over on the floor, and slap her ass, getting her to moan. "You belong to me." I crawl over her, and press my cock against her twitching asshole. Using her saliva as lube, I push hard, lodging my cock into her asshole, which elicits a scream from her. I reach over to the bag, and pull out a ballgag, and wrap it around her face, getting her locked up. I grab a handful of her hair, and pull hard, getting my cock even deeper into her ass. "Now make sure to put on a good show slut, because Tom is going to watch this."

For the next 30 minutes, I used Jessies asshole as my sextoy. I had planned to ease her into anal, but the whore didn't deserve it. And beside, she had already orgasmed 4 times from getting her ass fucked, so she was clearly loving my treatment. By then, I was already getting close.

"So I guess you're my anal princess now, huh whore?" I yelled at her, knowing she wouldn't respond, not only because of the gag, but also because she was likely a drooling mess from the treatment to her asshole.

"Well daddy is going to fill your asshole, so be grateful," I growled in her ear, before pushing in one last time, and blowing a huge load inside her. I could feel a torrent of cum, and stayed in position for a full 2 minutes. It almost felt like I was pissing cum. After I was done, I pulled out, but her asshole didn't close and I could see the cum start to seep out. I quickly grabbed her new anal plug, and unceremoniously shoved it in her ass, trapping all of the cum. I stood up, and looked her over. Happy with the results, I turned to {if DadWH = 1}Leah.

"When she wakes up, tell her to keep the plug in. She's only allowed to take it out to use the bathroom, or when I or her mother want to use her asshole. Then, tell her to call Tom to schedule a family dinner. Me and my wife, with his family."{else}Fred.

"When she wakes up, tell her to keep the plug in. She's only allowed to take it out to use the bathroom, or when I or mom want to use her asshole. Then, tell her to call Tom to schedule a family dinner. Me and my wife," I emphasized, "with his family."{endif}

I left her on the floor, and went to my room to use my computer. As I entered my room, I saw Dana, gagged, with her hands handcuffed behind her back, with her face down and ass up, on my bed, and mom standing over her, with a whip. From the red lines on her ass, I could tell mom had already started, so I told her to keep going. I opened up my Facebook, and checked out Toms profile. Most importantly, I checked his family out. Tom was Peruvian or something, South American for sure. He lived with his parents, and his younger sister, and my cock rose while looking at their pictures. Maybe I could let him and Jessie date. If we came to an understanding.