Step Brother's Revenge

Chapter 5
Paired Punishment and Jimmy Goes Back To School

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Chapter Description: This is the last chapter but I am open to revisions of previous chapters

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With Sheila back everything still seemed to move steadily along. Sandy would come over for her congucal visits. We always seemed to have sex with Jimmy present. He was always in diapers and usually wearing some sort of baby attire. My adopted sister had managed to lose her virginity by taking Jimmy’s on that meri-go-round after convincing “a friend” to give them a ride.

Sam the “friend” had laughed his head off and documented the whole thing to include a video (more on the documentation later). Sam had been my supplier of so many necessities. It’s not easy doing what we did to Jimmy. We needed so many supplies. This was way beyond my budget. We had given Sam access to the “secret” folder in exchange for his help. Sam had held a grudge since Jimmy dropped Sam’s pants and gave him a hanging wedgie in front of the girls cheerleading team. It took 15 minutes to get him down. Sam had money and an eye for revenge.

The wind whistled through the large Oak tree behind the house. Jimmy was enjoying one of his three hours outside of diapers. He was dressed in class digger shorts and a puffy shirt. Christy picked it out. Jimmy was almost completely dominated now. His ego was almost completely submerged in his humiliated state. Every once in a while it would come out. When Jimmy got angry or in general felt mean.

Jimmy was playing lawn darts with Christy and he was ahead. He hadn’t beaten anyone at anything for a while. So it’s safe to say Jimmy had a little bit too much riding on winning this game. The lawn where they played was a stretch right of green that dead ended into the road and was beside the house and next to the golden hay field.

We had some pink lemonade on a stand which we drank from liberally on this sunny July day. Jimmy’s underwear had bunched together due to the swet and tension of the game. Each time he tossed the dart he had to concentrate perfectly.

Sheila came out making her way to the lemonade. She took a long swallow of lemonade of lemonade as Christy sent the dart sailing off target to the right. It fell into the hay field where Jimmy dutifully went to retrieve it. We saw him bend over into the waist high grass to get the dart then nothing. All was quiet for about a minute and a half.

Sheila raised her eye brow and said, “What’s up squirt?”

No reply -

“Did you find it?”

Still Nothing.

“Are you alright?” Finally Jimmy’s head peaked over the grass.

“Umm...I found it.”

“Then come out.”

“I can’t” Then his head went back down. Christy smiled and said, “I’ll get him.” Then in she went. Before long Christy had found him and led him out. His head hung down and when he raised it you could see how it filled with color. As he parted the last of the grass you could tell why. Jimmy had wet his pants!!! This time with no trigger nothing.

Sheila began to laugh and as she continued tears began to roll down her face. “I guess I called it right. Squirt!!! You need a diaper.”

That was when Christy took a clue from what Sheila said. She ran back to her room and got Jimmy’s stuff. When Jimmy saw the pink bag he ran. He was half way through the field when I caught him. I put him in a half nelson and said.

“Just let it happen. It’s the only way.”

He collapsed defeated. I drug him out holding him up under the arm pits. Jimmy was a blubbering mess as I laid him down on a blanket Christy put out next to the steel bar supports of the swing.

Sheila just looked on. Soon Jimmy was stripped of his clothes and what was left of his dignity. Then came the diaper and a binky. Sheila ran inside. When she came out to Jimmy’s terror she brought a Camera. She took three pictures before Jimmy had the sense to cover up. Then it was too late.

“This will make an interesting case study.”

“Case study?” Jimmy yelled.

“Yes case study. Your story is my ticket back into school.”

To which Christy piped in, “You said he needed a diaper. Maybe we should keep him in them until we can potty train him again?

“Excellent idea!! And he can tell us all about the process of Potty Training from his point of view. Babies have a hard time expressing themselves but Jimmy won’t have a choice. That is unless he wants everyone in town to know.”

“What about Mom?” “Don’t worry Jimmy. I’ll talk with Mom and once I tell her about my special project to get back in school I think she will extend her vacation. John our next-door neighbor will help me harvest the crops for a price. Everything will be just fine.

And that was how Jimmy was put into diapers 24/7. We agreed to “potty train” him the last 2 weeks of summer vacation before Sheila goes back to school. That way he would be as fully untrained as possible. He moved into “Mommy Christy’s” room because girls do a better job of taking care of babies. Jimmy was done.

Sandy came over and we would “play together” while Jimmy was there but for the most part I thought everything was settled. I found that Sheila had opened the CD and assumed she was listening. Then she called me into “her” room.

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The room hadn’t changed much since Charlotte and my father slept there. The chair that I use to get my whippings in was still sitting there on the right next to the closet and the full length mirror. All of Charlotte and my father’s clothes were put up but Sheila’s had taken their place in similar habit and form. There was some evidence that John the next door neighbor had come by and received his “payment” for harvesting the crops. Two open condom sleeves were on the dresser.

An MP3 Player was playing an audio recording with Christy’s voice explaining Jimmy’s punishment and how we were controlling him through blackmail. I looked over to the left of the room to see Sheila sitting in a whicker chair. Then the audio recording changed and I could hear Sandy talking to Jimmy who was regressed to a mere baby. It then recorded the two of us having sex with his Jimmy’s googoo gaga in the background. Sheila stood up and walked over to me.

“Stanley you really think you have it all under control don’t you.”

“What do you mean?” I said hoping the subliminal messages had time to work.

“You control Jimmy. You might even control Christy.” “But you have one problem?”

“What’s that?”

“You don’t control me.” Sheila leaned in close. Her face was an inch from mine. Her body was arching over mine. Sheila’s breasts nearly touching my chest. I wondered if her statement was true.

“You see Stanley as long as you want to control Jimmy I get to control you. You don’t have any dirt over me to blackmail me with. But you putting Jimmy in diapers are sure to land you in hot soup.” I twitched a little. This wasn’t part of the program. Or was it?

Sheila had always been nice to me. She didn’t side with Jimmy and often made him back down. I just gave her a suggestion to differ to my decisions and to not interfere. Was she picking up some vibe from me? Was there something I wanted?

Sheila began to unbutton my shirt. Then she slid it off my shoulders. She reached for my belt buckle and I resisted. She knelt down before me. I could see her breasts through the v neck of her shirt.

“Oh No little boy the pants have to go. You don’t really have a choice.” With that they were gone. I stood there with my tightey whites on with an uncomfortable bulge. “Oh is Stanley enjoying this treatment?” Then I was nude trying to hide my manhood.

“Oh no you don’t!” She grabbed both my hands and forced them up over my head. After we wrestled for a moment she said, “I guess you’ll like this.” With that she pushed me back on the bed. She held me down and began to grind her hips into mine. After a minute or two I ejaculated hot sperm all over her skirt.

“You little brat. Look at what you did to my skirt.” I was still a little weak from the experience. I soon found myself over her knee. My skin was sensitive right then. So it did not take much to get me screaming. After which she told me to stand in the corner with my hands on my head. “Crazy bitch.” Was all I could think about. Still was this something I had wanted?

I could hear Sheila undoing her skirt. “Damn” She said “You got my shirt too.”

“Okay brat you can turn around.” As I turned I saw Sheila standing in nothing but her bra and panties.

“This is the deal Stanley. As long as you control Jimmy I control you. The punishment you give to him I give to you. That means as long as Jimmy wears diapers so do you under the same condition. Now I don’t think you are going to wet yourself like Jimmy.

I know about Sandy and that is alright but for two hours a day Monday through Friday you come in here and be my play thing. When you release Jimmy I release you. Is it a deal?”

I was dumbfounded. I had been “caught.” But so far getting caught had amounted to a grind session. I figured this would work well for me eventually. I spent a few embarrassing nights one in which Christy and even Sandy saw me. But for the most part Sheila was just horny. After about three weeks I bent her perspectives a little.

So one day after Jimmy mouthed off to her she dulled him back into the room bare bottom spanked him. Then she put him back in the diaper with all the frillies and fucked me randy. What was worse is I triggered him to pee and shit himself when we climaxed. He then sat there crying until Christy came in, gave us a look and then led him out.

After that Christy didn’t seem to want to play along as much. She continued to take care of Jimmy but the wanton humiliation stopped. She started dating Sam who was still getting pictures and videos from us but everything with Jimmy seemed to be on hold.

Two weeks prior to Sheila going back to school we began potty training Jimmy again. Shiela said the lighting in the bathroom was poor so he did most of his pee pee in a child’s toilet in the living room as he was videotaped explaining his experience. Sheila thought it appropriate for her documentary to continue to dress him as a toddler and be prepared for toddler accidents.

One day in the park this time about 3 PM an old trigger that I forgot was there went off and he wet himself on the merry go round. Sheila didn’t bat an eye but depantsed him right there and changed him on the park bench that overlooked the play ground. His pants were of course wet so he was left with his diaper in full view for another hour and a half.

But for the most part everything went all right with the Potty training. I undid all of my original triggers. This seemed to add to his humiliation as he understood what he did. I only installed one new safety trigger. If Jimmy ever tried to hurt anyone he would wet himself. If he persisted then he would revert. I was done getting my revenge. If Jimmy was going to be humiliated further he was going to do it to himself.

Jimmy Goes Back To School

The potty training took. With the exception of the two times Jimmy tried to punch someone. He soon seemed to overcome his setback and his last three days of Sheila’s vacation he was dry. We had a little party with a birthday cake with “Potty Trained” written out in candles and the date with icing. Jimmy blew out all the candles as Sheila took his picture.

The day Sheila was leaving for College Charlotte came back. She congratulated Sheila on her “study” and informed us that the “study” was over so we weren’t suppose to talk about it.

School started in the normal way. Jimmy and I both got on the bus. Christy though caught a ride with Sam and the new sports car his father bought him. Before we got on the bus we could hear the chatter but as we took our first step everything got quiet. Jimmy tried to exude his normal bluster but Sandy let out a snicker so he sank into his bus seat.

Throughout the first day of classes Jimmy heard snickering and people talking in a low whisper. He didn’t know what was going on but a convocation was called for latter that day. He received a letter in the third period from Sam. In it were pictures of him in many compromising positions chronicling some of his diaper days. But the letter was much more conciliatory.

“I will give you all copies plus originals if you show up to the auditorium back door at 1200 in nothing but a diaper. Check locker for diaper”

At noon everyone was at lunch. So Sam wants to get his kicks one last time what did it matter based on the material he had.

At noon Sam looked out the door. Jimmy was there alright but he was dressed in blue jeans and a T-shit with a red back pack.

“Where is the diaper?” Sam scolded. Jimmy looked around and reached into his back pack to produce the diaper.

“Strip and put it on. Put your clothes in the back pack.” Jimmy looked around nervously.

“Hurry. You don’t have much time and then the deal is off.” Soon Jimmy was standing in nothing but a Pampers size 7. The elastic stretched just barely.

“Okay here is the deal. You humiliated me right?” Jimmy nodded. “I am going to stop humiliating you because of Charity but its going to cost you.” Jimmy gulped. “It’s going to cost you that back pack. The materials are all inside and easy for your to access. You get home without being seen I don’t know how I don’t care but were done” Jimmy thought about the Gymn clothes he had in the locker and nodded.

“Alright.” Jimmy handed Sam the book bag and went inside. Sam didn’t lie it was all here. There were boards and boards of pictures, videos playing on small tvs, his diary everything! Jimmy broke out in a cold swet. How was he going to destroy all of this in an hour. Out of desperation he took his “diaper bag” that was in the collection Christy had used. He began stuffing it.

Jimmy was about 15 minutes into this when he figured out he needed to go. Maybe it was the stress. There was no way he was going to walk down the hall and come back so he peed in his diaper. Another ten minutes later he pooped. He was uncomfortable but this was no time to think about that.

Then for some reason the projector screen began to come down. He was looking up at that when he felt a cool breeze on his back then he heard a collective gasp.

He turned and the curtain was gone revealing the auditorium. It was full and he had nothing on but a soiled and wet diaper. Then they started laughing.

The Principle came up and scolded them.

“Is that any way to treat someone from an alternative lifestyle?” They quieted down except for a few girls who were in on it. They had a hard time controlling themselves and so they were escorted out. Jimmy sank to the floor. Alternative lifestyles?

“Don’t worry Jimmy we at Charles High School wont judge you.”

“I am not alternative …”

“Sure you are Jimmy I mean look at you? Besides your sister wrote us a note explaining everything.” Sheila hadn’t done it but Sam had paid someone to make it look that way. Coupled with a bootleg copy of her study from the University it sure looked that way.

Jimmy looked past the “understanding” principle to see Sam in the third row grinning ear to ear.

“Why I’ll get you.” Jimmy yelled as lunged from the stage at Sam. But Jimmy soon cramped up and was on the floor shitting out a storm.

The Principle was in shock. “Well it looks like it takes longer for some people to come to grips with themselves. How about we help him school?”

To which the whole class cheerfully said, “Yes!!”

“For the next three months or so Jimmy’s uniform will be only a diaper. To help him.”

“Homec majors will you help with that.”

“Yes!!”

“Then we will decide what is best for him …”

I exited the auditorium and met the girls met me in the hallway.

“Well you delivered Jimmy. As promised here is Sally.”

“Is she trained?”

“Sally is diaper trained.” Sally blushed “Show him your diaper Sally.” Sally didn’t move. “Sally take off your pants all the way this instant.”

Sally slowly. Painfully slowly she began hitching her pants side to side. “Quickly Sally before someone comes.” Within seconds she stood there in her diaper.

“Not only is she trained to always succumb to your commands or directions to wear a diaper but she will do just about anything for you to either cover the diaper or take it off.

“Sally take off your shirt and bra. Then suck your new Daddy’s dick. Hurry you have to swallow before you can put your clothes back on.”

And that’s how I came to getting a blowjob in the Hallway with my new girl only wearing a diaper. I came in under three minutes. It was so good.

The days of our senior year at High School stretched on for us. Jimmy soon became use to his new place in life as did I.

Sally and I fucked so regularly that my relationship with Sandy died. Then she took that Job I mentioned earlier. Sheila did quite well in her study and what had been a bump in the road of her education proved to help her out enormously. Like an Urban Legend her notoriety spread. Charlotte and my Dad divorced. After I went off to college Dad moved. Jimmy was held back a year and became part of a special study on education. He was 24 before he was allowed to wear “big boy” pants again. Sally went to college with me and after we graduated we married and moved to a town in Virginia where I continued to fuck my submissive diaper wife.

The End

 

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