Chapter 4

Jill was lying in her bed early in the morning, Idlily rubbing her slit, thinking about what she wanted to do today. She could not wait to try out her new ‘clothes.’ She doubted that they should be considered clothes in any natural way. They barely covered the slit of her pussy and just the actual nipple. She felt even more naked wearing those ‘clothes’ than if she was completely bare. Maybe that was the point of wearing them. It kept her feeling exposed.

She loved the many feelings and emotions she had while she was exposed – naked to strangers. Embarrassment that people were observing her while she was doing something outside the boundaries of acceptable society. The pride in accomplishing something as risky as appearing to people naked. She loved the expressions and feelings that she could see in the faces of the people she met. They ranged from Joy and desire to lust, all the way to horror and disgust. Mostly, the more positive vibes are enough to give her the courage to continue exposing herself and outweigh the negative. These new clothes did not even cover her asshole; Mom’s lawyer said only her genitalia needed to be covered or clothed. And that her asshole was not considered genitalia. Could she wear her new clothes to school in the fall? It seemed like her mom and dad wanted to push her into doing just that. She felt that it was okay with them to use her as a trailblazer for society. She thought that they wanted to pick a fight. Well, she would let them. Maybe that was coming from the lawyer wanting to try a society-changing case in the courts. If it resulted that she could go naked, that would be a good thing; it just may be a little bumpy along the way.

Jill’s dad came into her bedroom through the open doorway. Jill never closed any doors anymore. It only seemed natural not to expect any privacy when she enjoyed people looking at her, so she decided never to close any of her doors.

“Hi, Dad. Do you want me to help you with anything?” She smiled at her dad, never stopping playing with her pussy.

“Well, I might have something that I can help you with, Jill. When I first caught you and your girlfriend Racheal playing together, you were using a dildo in your ass. And last night, I put my cock in your asshole.”

“Yeah, I remember.” Jill giggled and smiled at the memory.

“Well, is that something you want to continue doing? You know, having anal sex?”

Jill looked at her dad and nodded her head up and down vigorously. “God, yes, I love the feeling of being full and my ass stretching, it feels so dirty. It’s like sex is better when it is, you know, a little taboo.”

“I thought so. I like a little taboo as well. However, I need you to learn how to have anal sex the right way and prepare your body for anal sex properly. Don’t worry, it’s not hard, and I will take it slow for you.”

“Ok, but what do we have to do? What’s first?”

It’s just a few things and not complicated. First, have you ever had an enema? No?” Racheal shook her head. “OK, let’s start there. Come with me into the bathroom, and I will show you how to self-administer a rectal cleanse.”

“Daddy, I have never had an enema. That’s where you shoot water up your butt when you have constipation, right?”

“Yes, but it can also be used to clean yourself out anytime not just for a case of hard poop and it can be a sexy fun time on the plus side. Just to warn you, it can be unpleasant or even painful for the recipient, but some people like the discomfort, and it depends on what the ultimate goal or goals you and your partner have. I want to see where you fall on the spectrum: Pain, Pleasure, Humiliation, Submission, and Exhibition are all some of the ways people experience an enema. People can cause a wide range of feelings just by how they administer an enema. Will it be okay for you to feel a little discomfort If I stretch you in multiple ways, physically and mentally?”

Painful, he said painful and that some people like the pain. She loved the feelings that she got when his cock was in her ass, and it was painful and fun at the same time. It was like it was supposed to hurt, like the song said. It hurts so good. What else was he talking about mentally? What did he mean by embarrassment and humiliation? The only thing that she could think of to do would be to wait and see.

“OK, Daddy, I trust you.” She followed him into the bathroom. “What do you want me to do?”

Jim opened a cabinet door and pulled out what looked like a hot water bottle, some rubber hose, and what looked like several different plastic bits for nozzles and attachments.

“Start the water running; add some hot water to make it just warm to the touch. Warm water will be best to start your training with. Using cold and hot water will be for later lessons and will intensify your feelings greatly.” Jim reached into the stream from the faucet to test the temperature. “Just a little warmer than that. You should not be able to feel warm or cold from the water for the most comfortable enema. Ok, now fill the bottle.”

Jill filled the bottle with tepid water. Looking at the apparatus she was filling, it looked like a hot water bottle with a long rubber tube attached to a stopper. She had the stopper out and was filling it in the hole. The stopper had a rubber tube attached. Along the hose, there was what she thought looked like a clamp or valve where you could stop or start the water. Several feet of the hose were coiled on the floor, and on the end was a narrow, rigid plastic tip about the size of a Sharpie pen with a bulge in the middle.

Jill had a pretty good idea of how this would work. However, she had no idea how it would make her feel.

“Ok, Jill, lay in the tub on your left side with your butt towards me. You want to lay on your left side so that the water flows into your colon easily. Your sigmoid colon makes a sharp bend to your left side, and this will allow the water to use gravity to fill you up. If you lay on your right side, the water does not go in as easily.”

Jim looked at his daughter’s exposed ass. He felt proud that her education was coming along so well. She still had the bottoms of her clothes on. What do you call that little piece of fabric that just covered her pussy and left her asshole exposed? The word underwear was not correct, it was even smaller than a micro thong. It could never be confused as a Bikini. Pussy Patch, that is what he would call it. Pussy Patch and Nip Slips is what he was going to call this style of ‘clothing.’ Maybe it should have its on category Exhibition wear, it could be a start for a whole new design style. He was getting distracted from his task, and he had to focus.

“Pull your knees up towards your chest. That’s it just like that. Now you are going to feel me lube you up. Lube is necessary for anal sex. Remember, you can never have too much lube.” Jim took some KY and put a dab on his finger, and started to rub it on her asshole, smearing it on the outside, stimulating his daughter’s asshole. He applied another dab to his finger, and he put the tip of his finger right at the tightly closed hole of her sphincter and pressed.

Jill loved the sensation of her dad playing with her asshole. So far, she loved this enema ritual; it seemed to have elements of a religious ceremony, and her dad’s voice was soothing and deep, like a cantor reading the Tora. “OooHHHH,” she moaned as the tip of her dad’s finger penetrated her ass. It felt so good as his finger slipped in, opening her most private of holes. Her mind flashed that she should not be doing this with her father, and she felt a fleeting embarrassment, but it was so slippery from the lube. It felt so good in her ass. She did not let her mind dwell on her embarrassment of showing her ass to her dad. Her butt clenched a little as one of his knuckles popped past her sphincter, stretching and snapping back closed around the slightly thinner part of his finger. She thought of the bulge in the nozzle she had that would soon replace his finger, and she had a clue what the first part of an enema would feel like. “Oh yes, Daddy, I like this.”

“Ok, dear, I am going to insert the tip of the nozzle now and start the water flowing. You tell me what you are feeling and if you need me to stop. Remember, it can be uncomfortable. A little pain is to be expected. It would be good if you could bear through it and see how much you can take.”

“Ok, Daddy, I will try to be a good girl for you.”

Jim released the valve, the water started to trickle into her ass. He did not have the bottle very high above her body, so the water barely had enough force to enter. He wanted this first time to be gentle and easy. Jim thought about the enemas that he had helped give his wife Julie. She loved cold water, and she could take at least three bottles of water more if she was particularly in the mood. She was able to take so much liquid in her ass that he swore that she looked like she was six months pregnant before she would ask to stop. June would be in so much pain from the cramping, and finally, she would let her water fly, barely getting on top of the toilette, narrowly avoiding a mess. He wanted Jill to be able to get to a comparable level with her mother, eventually that would be the goal, but not today. This was the initiation to this daily ritual, and he would take it easy. ‘For now,’ he added to himself.

Jill felt the water start to flow into her body. It was not uncomfortable, just a new filling sensation. The water flowed slowly, entering her colon gently. She was starting to feel bloated. A little pressure in her guts. No, not pain but a feeling of fullness, the pleasant feeling of a full tummy.

“Ok, that was about half of the bottle. I am going to pull the nozzle out now. The timer starts when I pull the nozzle out so we can see how long you can hold the water in. I want you to keep it in your guts for two whole minutes. Ok, now get up and sit on the toilette.”

Jill was surprised that getting up was not as easy as she thought it should be. She realized that her balance was off, and her tummy seemed to weigh too much and tight. Her center of balance had changed, causing her to wobble unsteadily on her feet. Her tummy was churning and sloshing as it was trying to expel the water. She struggled to get to the toilet. She finally got seated firmly on the seat of the toilette with the help of her dad’s hand.

“Good, Job baby, only one minute 45 seconds left.” Jim checked the second hand on his watch.

That ordeal only took 15 seconds it seemed an eternity; she thought she was almost done, and now she will have to hold this water for nearly the whole two minutes. Her mind was becoming overwhelmed with the cramping in her bowel. God, she wanted to let the torturous water go, but her dad had given her a goal. She would try to the best of her ability, “Ah, oh, Daddy, my guts are cramping,”

“Tell me how it is making you feel, Jill.” He wanted Jill to have something to distract her and he thought that her talking would help her focus.

“I am embarrassed to be sitting on the toilette in front of you, Daddy. My guts are twisting around themselves. It hurts, but my pussy is leaking buckets. Why does it feel good? I don’t know how I am getting off on this, Daddy. Oh god, another cramp. This is so embarrassing. A daddy should not have to watch his daughter do such dirty things.” Jill put her hand under her pussy patch and inserted two fingers. “Oh, that’s much better, Daddy, god I am Cumming, it hurts, but I am Cumming. Can you see me coming?”

“30 more seconds, Jill. You are doing great. You look beautiful.” Jim was loving Jill’s expressive face and body as she orgasmed from her ordeal.

“It hurts, and I am Cumming, oh god. My guts want to get this evil water out.” Her fingers were squelching in and out of her pussy. Slamming against her clit. Driving her orgasm over the edge. She finally saw her Dad’s face looking at her in awe, and that is what finally drove her over the last precipice. Her bowels released with a loud echoing splash and a expulsive force she did not expect as she started to cum. The feeling of release was intense. The water came out of her ass like a massive ejaculation. She was evacuating her ass into the toilette. She could feel chunks of poo slip past her spewing ass. She was voiding her anus, becoming an empty vessel. Empty she felt completely empty.