Chapter 4

That night while Karen was busy doing something I barged in on my daughter. I gave no warning and opened the door and walked in to her room. She was completely naked and working on a hand written version of the rules.

She looked up without any surprise on her face and smiled at me. “Look what I did Daddy,” she proudly showed me a handwritten set of notes she put together with her rules and expectations on them.

“Good job, but no one can find out about this. I do not want there to be a record laying around in case your brothers are in your room.”

“They know I’ll eat their entire asshole if they come in my room uninvited,” she mused. “I won’t LITERALLY eat their assholes. I meant that figuratively,” she clarified.

I told her that I wanted her to ensure that the rest of the family not discover that she is following rules. “Everyone seemed pleased with you tonight,” I told her.

“Oh? I didn’t think I was that much different than usual,” she noted. I told her that the others had.

“That just tells me that I am way worse than I thought,” she chuckled.

“You are not a bad person, Heather. I think you have some annoying habits, some personal traits that can be abrasive and you are probably a little self-absorbed,” I assured her.

“Can I add a rule, Daddy?” she asked politely.

I hadn’t considered that we were collaborating on the rules. I assumed that since I was the boss that I alone would make the rules. I told her that I would hear her suggestion and consider it.

“I need you to stop complimenting me. I really am one of these people with WAY too much self-esteem. Every time you tell me how great I am I can feel my head expanding and my ego growing and I want to vomit,” she said.

I frowned. I liked to give credit where credit is due. “If you improve, I want to be able to tell you,” I told her.

“If I am not improving then I want you to punish me harder. I really don’t need you to acknowledge that I improved. In fact, I think it makes me feel weird. Here are my additions to the rules.”

She sat down and added the following;

8. Teasing you is acceptable at all times. Any name calling is considered a sign of affection. No hard feelings and Heather won’t take it personally.

“Okay, Shit head,” I looked at her to get her reaction and she smiled.

9. We CAN tell each other we love each other, because we do.

That was nice.

10. No compliments, no “thank yous”, no “your welcomes”, no “please” for Heather. If you want something just tell her and only point out when she fucks up or does it wrong. If she doesn’t hear any complaining she’ll know she is doing well.

I didn’t want to agree to this rule. I wanted to build up my daughter and give her positive reinforcement. It was important to her though. I didn’t understand why anyone would not want gratitude for the things they did. This was going to be really hard to get my head around.

“I know you do and by treating me like I want to be treated, I’ll know you are. Trust me, I will only get sick to my stomach from all the sugar and cheese if you give me a bunch of rah-rah bullshit about how fantastic I am and put me up on a pedestal.”

I didn’t argue. Heather had been told all of her life that she was the best at just about everything and obviously it brought her no joy to constantly be applauded for things she felt she should be doing anyway. I still had an issue with no saying thank you or your welcome.

I sighed. I was raised to be polite. “Even at home?”

“I’d prefer all the time, but I know you don’t want to seem like a jerk, so you can be critical of me in private. Okay, Daddy? Please?”

“I see, and you are going to be polite to everyone else?”

“I’ll try to be, but I’ll do it because I want to do it,” she said.

I considered it. “Okay, then add another expectation. I am going to give YOU a number every day. A 1 means you are doing jack shit and wasting my time. A 5 means you are doing pretty well. A 10 means I think you are doing good. It’s not a compliment and I won’t provide detailed feedback. Take it or leave it,” I said.

Heather stood up and hugged me. I assumed that was a yes.

“Show me your sex toys,” I changed the subject away from rules and back to why I came into her room. I demanded to see them bluntly. Heather seemed impressed that I adapted to them so quickly. I could be rude if that was what she wanted. I wasn’t sure why but I was willing to give it a try.

She showed me three dildos of varying sizes hidden around her room. One of them was shaped like a banana. She had a moderately sized dildo that vibrated and then one shaped like what could only be described as a dog’s cock but much larger. She said it was from “Bad Dragon” made of latex and it was named Stan. It was red along the shaft and brown around the balls. It was curved upward and had all sorts of grooves on it.

“These are my butt plugs,” she had a box under her bed. “This is sort of an all-day butt plug,” she casually showed me a smaller stainless steel plug that was shaped like a bullet.”

“You can wear THAT all day?”

“I take it out to go poop or to fuck, but I have worn it all day,” she said.

“As a punishment or because you like it?”

“I am kind of an anal slut, so I think at first I didn’t enjoy it and it can be humiliating to show people I have to wear it, but I think I enjoy it. Now THIS is a punishment plug for sure,” she held aloft another latex dildo from Bad Dragon. She had another massively and cruelly shaped dildo named “Flint” that was brown and looked like what an alien’s dick might look like with gently sloping ridges.

“You put THAT in your ass?”

“Yeah, but usually not all the way. It’s very uncomfortable,” she admitted with a slight pout. Her expression suggested that she didn’t particularly like it but did it anyway. I could tell she was embarrassed to tell me about it, but at the same time very experienced with sex toys – much more than I thought my daughter would be.I wondered if my daughter was simply a confused bimbo that didn’t know any better, or if she truly did crave humiliation and huge insertions in her asshole. Women are complicated.

“Take your shorts down and show me,” I insisted that she demonstrate just how much she loved it. I was skeptical – maybe she was bluffing.

She looked at her unlocked bedroom door and back at me. If we got caught now it would be hard to explain. However, why I was in her room with the door locked would be just as hard to explain. She whipped her shorts down with her panties and stepped out of them. “Usually, I lube it up,” Heather went down on the dildo and pushed it down her throat. She nearly choked on it. I was impressed. The girth of this thing puffed her cheeks out like a chipmunk. I couldn’t believe how much of it she swallowed.

Heather pulled her ass cheeks apart and squeezed it into her ass and made a face. A large portion of it hung out.

“How long can you keep that in your ass?”

“I’ve never tried to go for the world record, but typically I’ve worn it for about an hour before,” she said.

“You consider that dildo up your ass a punishment?”

I couldn’t be sure – my daughter seemed to delight in her own humiliation and get off on being punished. It was a little confusing to me – because I assumed a punishment should not be pleasing.

“Yeah,” she admitted and said that even though it hurt – she might still get turned on by it. “The fact that it turns me on kind of humiliates me. I wish I could explain it, Daddy. It’s hella uncomfortable.”

That was good enough for me.

“Good, the expectation is that you wear this when I come to visit you in your room. Any time I come in I want you to stand up, pull your pants down, get it lubed, and fuck yourself with it in your cunt before cramming it up your ass. You’ll need to pack Flint tightly enough that it doesn’t fall out when you walk around.”

“Yes, Daddy,” she squeezed it further up her ass and then let her hands go. The back of the dildo hung out of her ass and the balls slapped across her cheeks as she walked. It was almost like a tail except the heavy latex balls on the end kept hanging down between her thighs.

I expected an argument or bargaining. Heather could be obstinate and stubborn, but this Heather standing before me with her shorts off was not that way at all.

“If this is what it takes for a little whore like you to behave, then we’ll resort to these measures. You are a pain in MY ass, and now you have a pain in YOUR ass. What else do you shove up your butt? I know you are hiding more sex toys, you little cunt.”

Wow, that was strange for me to say.

“I have these beads. I consider them something of an all-day anal bead too,” she showed me a purple silicone sex toy that was shaped with many balls connected by a strand of silicon. “I wore this to dinner the other day, and nobody noticed,” she confessed proudly.

My wife wouldn’t let me go NEAR her ass during sex – not even with a finger. I wish I knew girls like Heather when I was her age. She was so liberated and confident.

“What else?”

“I have a couple gags, but anything can be a gag,” she joked. She showed me a small gag that could be worn as a strap around the head. A ball went into her mouth and on one side was a tiny penis. The other gag was shaped like a leather ring that held her mouth open and snapped around her head.

“I have the paddle but it is in your truck, I have a riding crop, duct tape, a lighter, and some candles,” she explained.

“What do you do with candles?”

“I can get them warm and drip the wax on my body, or I can shove the melted candle in my ass and light it,” she explained as she lit the tip. She turned it upside down and put it in her pussy so that the flame was between her thighs.

“Is that a punishment or a pleasure?”

“I guess if I was standing on my head with my legs spread it would probably be a punishment. Right now, it’s just an inconvenience.”

“I do not want you using sex toys. Any sexual pleasure is forbidden without permission,” I insisted. “You do not cum without permission either even when you get pleasure”

It wasn’t realistic to forbid her not to get turned on – hell, she seemed turned on right now. I felt though it was a good rule if she was supposed to be punished though.

“Can you take these things out of my room so that I am not tempted to use them? I will definitely break the rules,” she assured me as she removed the candle and snuffed it with her fingers.

“I have no place to put them. Your mom is great at snooping,” I said.

“What about your office? That’s kind of off-limits?”

“Yeah, but we saw how well that off-limits idea works when you WIPED OUT MY FANTASY FOOTBALL team”

“It sounds like I need to be punished,” she tempered her grin. “I also have this rope, these handcuffs, and a few zip ties,” she offered to me. “Lock them up so that I won’t be tempted to tie myself up.”

I had never done anything bondage related but I knew a few knots from boating in the past. “You need to be tied up to prevent you from being tempted to touch yourself?”

“Would you?”

“I don’t know how I could get in here in the morning and untie you without your mom finding out,” I said.

“Don’t worry. I am crafty. I will just wriggle out,” she assured me that would not be a problem for her.

“Teach me to tie knots so that you can’t get wriggle out,” I insisted. I didn’t want her to take being tied up lightly.

My daughter gave me a crash-course in how to tie her up. She explained how the rope would give when she got sweaty. “Most men underestimate body lotion and sweat. After a little while this rope tends to give and then I can work myself out of it. A zip-tie on the other hand gets tighter the more I struggle,” she explained.

I tied her to a chair, hands on the armrest, legs spread and tied to the base. I tied her standing up, I tied her up on the bed, and she got out pretty quickly every time. I had followed her instructions and she seemed to delight in escaping right before my eyes. Heather was very spritely and giggly during all of this.

At least she wasn’t being sarcastic and rubbing it in. I liked her when she was acting bubbly like a fun bimbo. I was learning fast how to tie the knots properly by discovering my mistakes but she was having a laugh at showing how clever she could be.

“You dumb cunt. I told you to teach me EVERYTHING about tying you up and you can’t even do that right,” I said. “If you really want me to punish you then don’t treat this like a game. I am trying to help you learn to behave. You said that is what you need?”

“Yes, Daddy,” my daughter graciously and rather submissively apologized and began teaching me what I was doing wrong and how to adjust for her body sweat and the type of rope that I was using. All the ropes had a different tension and give to them that allowed her to take advantage of the way moisture on her skin let her work her hands free.

She smiled and began showing me how to tie her up with double knots, and even wrap the rope around her twat, and between her legs. All the while, the butt plug in her ass wiggled and slapped against her butt cheek.

I avoided touching her pussy. I could tell she was wet and aroused. I wasn’t ready to physically touch her there. I did get a handful of tit when she showed me how to use twine to wrap around her nipples. “I have some paperclips and clothespins. Those are minor annoyances, but after an hour they can really start to sting. Go ahead and clip one on my boob,” she offered.

My daughter’s hands were bound tightly behind her back. She had shown me how to tie her elbows up into angel wings so that they touched behind her back but forced her hands out to the side of her body. It was far more uncomfortable than it sounds.

Then I wrapped rope around her entire mid-section to keep her from raising her arms.

“Flint is sliding out of my ass, and I can’t stop it. Will you push it back in?” she complained and gritted her teeth as she clenched with her cheeks.

I realized that in order to do that I would have to push a dildo into her butt. “Please? I can’t hold it any more,” she pleaded.

I pushed the dildo up and it didn’t budge. It was as if her sphincter was not going to just open up wide enough to accommodate that jumbo sex-toy.

“A little harder. You have to kind of masturbate it in, back and forth,” she nodded.

I was tempted to tell her that there were some lines I could not cross. I was simply too intrigued. I pulled the dildo out a little and then pushed it back up her ass. This was incredibly arousing to me and my guilt level spiked – I knew I should not be fucking something up my daughter’s butt (even if she asked me).

This was so taboo and naughty, I didn’t stop myself though.

“Ooh, that works,” she wiggled her ass like a duck shaking off water after a swim. “Give it a quick twist, please.”

I twisted the dildo and just like that – I had crossed what I thought should probably be a line. “Expectation 4 is that you are going to keep your asshole clean!”

“Let’s hope so,” she chuckled. “I’d write that down, but I am little tied up right now,” she joked and indicated that she was completely helpless and vulnerable because she was bound. The way she told the joke, I felt like she had told it before.

“Cunt will be shaved, legs shaved, well groomed, too! I will check daily.”

“That’s pretty standard,” she shrugged without any resistance.

If I asked her mom to shave her pussy she would ask “Why clean up the living room if nobody is going to visit?” and tell me to shave my balls.