Betty Pearl's Sissy Stories 20.1
Sissy Story Archives (older stories) => Pre-2011 Sissy Stories => Topic started by: sweatergirl on January 20, 2007, 03:48:32 PM
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Its been a while but I am going to pick up with Pussey's experience as a total sissy! I am not going to redesribe the characters so if you did not read Sissy's Miserable Life, you might want to at least read the first and last chapter just to get introduced to the characters.
At the Beach
Brit loved her beach house. She and had first husband had built it, and it remained hers. It was a large two story home about one block from the beach. It sat on wooden stilts, about 5 feet off the ground to protect it from ocean storm surges and had a large porch going around the first floor and a large deck off the master hall and front bedrooms on the second floor facing the water.
Brit and Todd drove down to the beach in Todd's truck because Todd wanted to bring some new cabinets he had made for the Master Bedroom to hold a new large HD TV. Kathy and one of daughers, Amy had driven in Kathy's convertible, while Brit's daugher Carol and her niece, Wendy had driven down in Carol's car. Everyone was in t-shirts and shorts as it was a beautiful hot sunny August day and everyone was looking forward to two weeks of nothing but playing, suntanning, swimming and going to fun bars and restauraunts in the evening. And no one had packed more than a few bathing suits, some more t-shirts, shorts and a few cotton shirts or tops
That is everyone but pussey! pussey was dressed in a thick black lopi wool crewneck sweater that had a pink snowflakes fairisle type design running all around just below the crew neck. The hot wooly sweater was a size 34 and was truly tight and streched over pussey's 42 D stuff bra.The sweater was cropped so it just came down to pussey's waist. Brit had added some matching thick black wool leg warmers, pink lopi wool thumbless mittens and pussey's white wool baby bonnet tied with a big pink bow under his chin.
After he loaded all the luggae, Brit called pussey into the breakfast room where everyone was just finishing breakfast. "Gee pussey you have such pretty sweaters!" laughed Wendy. "But they don't cover much do they?
Amy chimed in " yes and your widdle wee-wee looks soooooooo very red and sore from yesterday ". And Amy was right, pussey's wee-wee was still very very sore and sensitive following the smacking it had endured yesterday, though at the capsasian had finally worn off.
"Amy I do think pussey needs something for that wee-wee, would you go into the study and I think you will find something" said Brit with a smile.
Amy went to the study and soon was back with a strip of pink burlap. "Is this what you meant Aunt Brit?.
"Yes Amy, now why don't you tie a nice big bow around your Uncle's wee-wee." "and tie it very tight dear, we don't want it to fall off", said Kathy, laughing at the thought of how ridiculous her sissy brother-in-law was goingn to look with a big pink burlap bow.
"pussey get over to me rigth now" said Amy, who was beginning to appreciate just how much of a submissive sissy pussey was. The poor sissy walked over the stood before his niece. Amy took the coarse pink burlap strip and first wrapped it around pussey's hairless balls, and pulled in tight, causing the sissy to wince it pain. Then she tied a second bow on the middle of pussey's shaft, making sure that burlap was tight and was flat againt the poor wee-wee so as to continue to irritate it.
" how cute your red wee-wee and pink bow look against your black sweater" said Wendy.
Brit scraped the crumb, and any remaining uneaten food from the table into a dog dish. "Lick your bowl clean pussey, then do the dishes, clean everything up and we will be off to a fun two weeks at the beach!
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Sissy Summer Vacation Part 2
pussey ate his breakfast scraps on all fours out of the doggie bowl. Wendy, being the considerate niece she was, had noticed how dry pussey's breakfast looked so she came over, and dropped a big wsd of her spit into the bowl. Brit loved that her nieces were clearly understanding pussey's place in the household " Why Wendy that was just so thoughtful of you, I am sure pussey's breakfast will taste so much better now". The poor sissey looked miserable as he licked up the scraps with his niece's spit on top.
Once everythng was cleaned up, everyone got into the cars to leave. "pussey you will ride with Ms Kathy and Ms Amy in their convertible.
But since you failed to say thank you to Ms Wendy for her addition to your breakfast you will have to be punished yet again." Everyone waited wondering just what Brit was going to do.
Brit pulled out a hugh black dil-do-easily 10" long and 2" round. She walked over to pussey who was standing in the drive way in his short sweater and knee socks with his rear and burlap bowed tied wee-wee exposed. "Bend over pussey" she said as she grabbed the chin strap of the sissy's big baby bonnet and yanked it down. "
"Mom" said Carol with feigned concern, "you aren't going to put that up pussey's rear with some lubrication, it will rip the poor thing apart."
Kathy quickly opened a bag " here sis, I have some more capsasian" and with that she opened the tube and coated the dil-do.
"Oh you are so thoughtful Aunt Kathy " giggled Carol.
pussey's eyes open in pure terror. He began to squirm, but to no avail.Brit took the big black monster and with no concern for the bent over sissy slave, shoved the capasian coated dil-do deep up his rear end.
Within seconds the sissy was squirming and writhing, his rear end doing obscene circles, hopping up and down on his feet as the burn from the capasian intensified up his rear end.
Carol, who had no use whatsoever for her sissy step father, said" You know Mom, pussey's wee-wee is still so red, I bet it would feel better out in the fresh air"
"Carol is right " said Kathy " the fresh air blowing on that wee-wee should feel really good". Todd, who had been quiet, but also enjoyed seeing his lover's sissy husband suffer, then spoke "Kathy since you have the convertible, why don't we have the sissy ride with you".
"Todd, that is just what I was thinking" said Kathy with a grin.
Amy, who was going to drive with her Mom, asked " but Mom I thought we were going to drive with the top down." "We are" said Kathy "and your uncle can ride in the back seat. " With that Kathy grabbed the sissy's and pushed him over to the car. "Go sit in the back seat pussey"
pussey got in the back of the car, and gently sat down, but even so the dil-do was pushed further up his now sore invaded a..s hole.
"spread your legs wide apart pussy" Kathy ordered. "Amy and Wendy would each of you get some rope from Todd and tie each of pussey's ankles to the brackets under the front seats so his legs are spread far apart. " The two girls readily complied and soon the sissy was sitting spread legged in the rear of the car with no way to bring his legs together, thus leaving his wee-wee and balls fully exposed. " Todd be a dear and tie the sissy's elbows together behind him so he doesn't do anything nasty in my car. I want them tied together very tight ." Todd shoved pussey forward, grabs his arms and pulled them back and tied them together at the elbows."
Meanwhile Carol had been busy with a large piece of white cardboard, using a dark pink marker she had written ' I AM A BAD SISSY WITH A WIDDLE WIDDLE WEE-WEE' on the cardboard , then had punched two holes near the top and had run rope through the holes. She walked over and hung the sign aroud pussey's neck so that the front was pushed out by his 42C chest but leaving his burlap wrapped balls and wee-wee fully on display so anyone passing by could see them.
"Ok I think we are ready to go" said Brit, "I am sure it will be a nice drive but there will be lots of traffic and the road is very bumpy so go slow sis."
Kathy laughed, "No problem "
"Hold on Mom" Amy said. " it always hard to hear in the back seat with the top is down so I think we should do something to make sure pussey will know when we want to talk to him." With that Amy took another length of coarse rope and tied it tighly around the sissy's wee-wee. She got into the car and pulled the rope through the arm rest. "Now pussey when we want your attention I will just yank on this rope" and with that the teenager gave a sharp tug which forced the sissy to thrust his hips forward or have his sore wee-wee pulled painfully away from his body."
"Good idea Amy" giggled Brit." I am sure he will pay attention to you during the drive".
With that the two cars and truck left together with Kathy's convertible, top down in the middle. Kathy turned the AC so that Amy and she would be nice and comfortable in front. For pussey dressed in the thick tight ithcy lopi pink and black sweater ,matching leg warmers, mittens and his baby bonnet with a big dil-do up his rear and his burlaped ribboned and leash tied wee-wee on display, the rid was going to be anything but comfortable!
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At the first stop light, Kathy looked back at her boud and displayed sissy brother-in-law. 'Amy, pussey is probably going to sweat a bit in the hot sun as we ride, and don't want the sissy to stain the white leather seats. Be a dear and jump out and grab the black wool blanket in the trunk and slide it under you Uncle so the seats are protected"
Amy quickly did as her Mom asked. As she grabbed the coarse wool blanket, she realized how scratch and itchy is was.
"OK pussey raise your a..s off the seat so I can put this nice soft blanket under you" Amy said. The sissy, having little choice, did as he was told .
Amy slid the blanket on the seat, jumped back into the car and grabbed her wee-wee rope leash just as the light changed and her Mom shot forward. Amy yanked on the leash, forcing her sissy uncle to lift his hips so that his wee-wee would not be pulled off, and then fell back.But as soon as he did, he felt the coarse wool blanket against his still very very sore spanked rear and he thrust his hips up to get away from the blanket.
Of course he could not keep up like that for long, and as soon as he dropped his hips he began squirming as he felt the itchy wool blanket.
Kathy and Amy just laughed watching the poor sissy squirm.
As they drove cars honked as they past the sissy display. Amy kept on yanking the wee-wee leash forcing the sissy to lift his hips. As Amy anticipated, the sissy soon became tired and after each hip thrust up he would drop down hard, driving the hugh capasian coated dil-do deeper into his rear. The poor sissy was soon crying and moaning, but all his sister-in-law and niece did was giggle and laugh at him.
Soon they were a long traffic backup for the bridge toll both. Another car pulled up beside them and a young woman leaned out "What's with the sissy in the back" she asked Kathy." oh he is being punished".
Since the traffic was truly crawling, the woman got out of the car to take a closer look." Hey you guys have to see this" she said to her fellow passensgers, all women. and soon 3 other women were had rolled down the car window and were looking at the sissy and laughing.
"pussey wave hello to the nice women" said Amy. pussey could not wave as his hands were tied under his rear end. "Oh " said Amy, you can't waive with your hands so just shake your wee-wee instead."
The sissy hestiated not wanting to further humiliate himself. All of a sudden he felt a sharp tug on his wee-wee followed by more tugs as Amy yanked hard on his wee-wee leash. "You better listen to Amy" said Kathy," or I can assure you sissy you will suffer".
With that the sissy began shaking his hips to make his wee-wee "waive".
The women in the next car were hysterical watching the sissy make such a spectacle of himself.
And for the rest of the ride the sissy had to do his wee-wee waive to every car and truck that passed. By the time they got to the beach it was hard to tell who had more tears in their eyes- pussey crying from his shame and the pain of the dil-do, his sore yanked on wee-wee and the hot itchy sweater outfit, or Kathy and Amy from their laughing at pussey.
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Part 4
As soon as everyone arrived at the beach house, they quickly changed into bathsuits and were off to enjoy the ocean and beach.That is all except pussey. Brit had instructed her sissy husband to unpack and neatly put away everyone's clothing, make the beds, scrub the bathrooms and toilets and then wash all three cars. She had untied his hands and taken the sissy sign off. She had of course put pussey back into his hated chasity device to make sure he would not do anything naughty. Of course his wee-wee was soooo red and sore both from the smacking session the day before and Amy's constant yanking of the coarse rope leash during the ride down that is was unlikely the poor sissy could even touch himself much less play with it.
Left in the cropped sweater, knee socks, bonnet and mittens with his wee-wee and rear exposed there was no chance the sissy would try to leave- and if he did where could he go with no money and looking as ridiculous as he did.
Some 4 hours later everyone returned home to see pussey washing the cars. He had drawn a small audience as the cars were all in front of the beach house and there was no way the sissy could cover his exposed wee-wee and rear. As Brit walked up to the house, a middle aged couple stopped her " Is that your husband", the man asked Brit. Brit was always very open about her relationship with her husband. "yep its is", she said.
"Wow that must have been some bet he lost", said the man. "where did you get the idea he lost a bet" asked Brit. "Well that is what he told us when we asked why he was washing cars in a thick wool sweater and baby bonnet with his thing exposed" said the woman with the man, obviosuly his wife. Brit held out her hand" Hi first let me introduce myself, I'm Brit, and no he did not lose a bet. He is a sissy maid and has to do all the house work. The outfit is just to make sure he remembers that he is a sissy".
"My name is Laura and this is my husband Craig" said the wife shaking Brit's hand. "That is really amazing. I have read about people doing things like that but always thought is was just fantasy. Gee Craig, I wonder how you would look in one of my fuzzy sweaters", Laura said with a smile. "No, don't get the wrong idea Brit, Craigi is no sissy". Craig laughed, "you can say that again." Just then Todd came over. Brit introduced him to Laura and Craig as her "friend".
"Is he everyone's sissy maid?" asked Laura. " Brit answered yes.
Just then Amy and Wendy came over. After being introduced to Craig and Laura. Amy asked Brit in a sweet innocent voice "Did pussey give Craig and Laura a proper hello? Brit did not understand her niece at first, but then Kathy chimed in " Yes Sis, Amy spent the entire ride down here teaching pussey how to waive hello".
Brit turned to her sissy husband. " Did you say hello as you were taught",
The poor sissey mumbled ,' no, Ms.Brit. Wendy grinned" did you hear the word he used, the sissy said the no word."
Brit turned to pussey " pussey first you lie, then you fail to greet Laura and Craig as you have been taught and then you use the 'no' word. I think one sissy is in for some strong discipline. Now say hello and apolgize for lying and tell these nice people just why you are dressed like you are.
The sissy slowly turned to face Laura and Craig and began shaking his wee-wee up and down, his "hello" waive. " pwease pwease, i am soooooooo sorwy for saying i wost a bet. i amm a sissy with a widdle widdle wee-wee, pweease i am sooooo sorwy for not telling wo thad."
Laura could not believe what she was seeing and hearing and could not help but begin laughing. Craig just grinned at the sissy.
"is that his punishment" asked Craig. "No not at all" said Brit, "why don't Laura and you join us for coc-ktails later and you can see how a sissy is punished. " Laura quicly agreed and then took Craig's hand. " We will be glad to join you "
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PART 5
Craig and Laura dropped by Brit's beach house around 8 pm. Brit, Todd, Kathy , Wendy and Amy were sitting on the rear screened in porch having some beer and pizza.
"Glad you two came over" said Brit to her guests. " With that Todd handed them two beers. " Grab some pizza" Todd said. Craig and Laura did just and pulled up two more chairs to the table. The sun was just staring to set and it was still warm and humid, the cold beer tasted great.
Laura looked around and not seeing pussey asked where he was.
Brit stood up and grinned "Come with me". The two women left the porch and went through the kitchen toward the side of the house. Brit opened a door to a small windowless room that had 4 garbage pails, an ironing board, on some shelves were cleaning supplies and near a door leading to the side yard was a large pink kitty litter box filled with kitty litter. Across from the garbage pails was an adult size pink crib, and on the floor was a 3'ft wide by 4' long by 3'high metal dog cage. And in the dog cage was pussey. The sissy was on all fours with a big pink leather dog collar around his neck with a short leash that was wrapped around the bars at the front of the cage making it impossible for the sissy to move his head. As Laura walked around the cage, she saw the naked sissy's legs spread apart in the rear with each ankle locked to a side of the cage. His sore wee-wee was stilled locked in the cruel chasity device but a piece of rope had been threaded through a "D" ring on the chastity device and pulled back and tied a rear bar of the cage, yanking and streching his balls straight back. Over the sissy's head was a thick wool knit baclava (??spelling) with only a small opening for his mouth. The sissy was streched apart in the small cramped cage, unable to move. If he tried to move forward his balls were yanked back and he could not move backward since his neck was tightly leashed to the front of the cage.
Laura looked for a few seconds than began to laugh. " Brit that is amazing. I never saw anyone so uncomfortable and in such a humiliating position in my life. Can Carl see this?"
"Of course " said Brit. "I will get him while you enjoy pussey , and you can use this cane to make him "dance" for you." With that Brit took a bambo cane leaning against the cage and put it through the cage bars and poked the sissy's stretched out balls. The sissy tried to squirm way but could not and helplessly yanked both his balls and neck.
Brit was soon back with Carl who gasped " wow is that the sissy's punishment for this afternoon?
"Oh no "said Brit, " pussey is in the cage just to think about what he did today and how he will be punished." Whle Carl and Brit talked, Laura was having fun jabbing the sissy's balls and watching his helpless struggles.
"you know its really warm in here" said Carl." is the ac not working?"
Brit laughted " Carl when Todd added this room we decided not to waste money on AC. I mean its only for garbage, storage and for pussey to use."
Laura sniffed " the garbage doesn't make it very pleasant".
Brit giggled " I guess its suc-ks to be a sissy!"
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Part 6
While Craig and Laura went back to the porch, Brit unlocked pussey and lhad him crawl out of his cage. Connecting a leather leash to his pink dog collar Brit dragged the sissy to the porch.
Brit left pussey on all fours in the corner of the porch facing the wall. "Don't move or make a sound, pussey" Brit said in a firm voice.
Everyone chatted for about 30 minutes, not paying the slightest attention to pussey.
"Ok everyone" said Brit,' it is time to deal with pussey". Brit had the sissy crawl over and then stand in front of everyone with his legs spread apart and his hands on his head.
"First some new rules for our stay at the beach" said Brit.
"Carol, Amy and Wendy ,, the three of you are in charge of what pussey wears or does not wear while we are here. And Amy and Wendy I asked your Mom and she is ok with the two of you having the same control over and right to punish pussey as the rest of us do."
Amy and Wendy grinned from ear to ear. " You mean Aunt Brit, we can do WHATEVER we want with and to pussey." "You got it" said Brit.
Kathy chimed in " but girls if we think you are not being strict enought then both of you will get spanked! So I expect you to try hard to make your uncle nice and miserable". Kathy luaghed as she said the words and the girls understood.
Amy and Wendy nodded. "oh don't worry Mom" said Amy,"pussey is going to be the most sissyish dressed sissy around" and said Wendy," the most sorry sissy you ever have seen."
Wendy then whispered to Amy. and then said" and pussey our first order to you is that since you are such a widdle widdel baby, you will wear diapers as long as we are here and use them! And you must ask, no beg, our permission to do anything in your diapers. If you go without our permission , you will have the worst case of diaper rash ever."
"Girls I think you will great with pussey" said Brit.
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Part 7
"Diapers" said Brit with a loud giggle." how perfect for a widdel widdle sissy ".
"So sis is that pussey's punishment for his back talk and bad behavior this afternoon" asked Kathy.
"No not at all" said Brit.
Laura who was clearly getting into the fun of humiliating pussey clapped her hands " Can you wait a minute Brit, I need to go to the little girls room". "Sure Laura" said Brit as she leaned over and whispered into Laura's ear. 'Oh my" giggled Laura.
Soon Laura was back. Brit yanked on pussey's leash, pulling him back down on all fours. "Everyone just follow me" said Brit. Brit walked toward the bathroom pulling the leashed sissy . Everyone crowded around the door looking into the bathroom. Birt stood with pussey, in his thick pink wool baclava covering his face. What the sissy could not see was a big bar of ivory soad with a long piece of rope tied around it.
"pussey you are going to learn to speak only when spoken to, and then only in the most respectful way " said Brit. "Mom. are you going to wash pussey's mouth out with that soap bar"asked Carol.
"Yes I am Carol, but first I need to get the bar nice and soapy. Usually one would use hot water, but I have a better way thanks to Laura." With that Brit put on a pair of rubber gloves , took hold of the rope around the soap bar and dunked the soap into the toilet.
"Since pussey talked back to Laura, I asked Laura not to flush the toilet before, so now instead of hot water, I am dunking the bar in Laura's hot pee!" While everyone watched and laughed, Brit grabbed the pee soaked bar of ivory soap. "Get up on your knees pussey" Brit barked as she yanked on the leash. pussey had no choice but to obey. "Now open wide sissy " said Brit. pussey tried to keep his mouth shut so Brit just gave him a quick hard kick on his b..ls. pussey opened his mouth to moan and as soon as he did, Brit shoved the pee covered soap deep into his mouth and began to wash his mouth out.
"Yummy, yummy " giggled Amy. "Make sure you wash pussey well' laughed Wendy.
pussey struggled and squirmed but the soap was lodged deep into his mouth and soon his mouth was filled with soapy pee tasting bubbles.
"Dont you dare spit out one drop" said Brit as she yanked on pussey's leash. "Laura would you like to help?: asked Brit. Laura walked over, put on another pair of gloves, and smiling at pussey removed the soap bar and dunked it back into her pee in the toilet bowl. Satisfied that the bar was fully soaked, she took it and , like Brit, shoved it deep into pussey' s mouth and then began pulling it in and out."suc-k it sissy, suc-k it hard" ordered Laura, who was totally turned on by the domination of the poor sissy.
"Gee I have never seen a mouth washing like this" said Todd. Craig nodded " I bet the sisssy never wants to wash with soap again"
Finally after 15 minutes more of having his mouth washed out with the pee soaked soap, Brit took the bar out of his mouth. She pulled the sissy's face over the toilet so he could spit out the soap and bubbles, but of course the foul taste was left.
"I don't think pussey will be saying No or lying any more" said Brit. "But just to drive this lesson home, I think a good paddling is in order". With that she handed the pink painted sorority paddle with the drilled holes in the business end to Craig. " I think 25 from you and Laura should do the trick".
Craig and Laura paddled the sissy with gusto till his rear end was brite red and steaming hot. As soon as they were done the sissy began doing another "spank" dance to everyone's amusement.
Brit grabbed the leash and pulled him to the corner of the porch. "hands on your head, nose against the wall and don't you move for 30 minutes or we will double the amount of smacks you get."
With that everyone went to have a few after dinner drinks, that is everyone but pussey who could only stand in the corner with the taste of soapy pee in his mouth, his red rear on display.
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Part 8
Carol was awaken by her two cousins first thing the next morning.
"Carol lets get pussey dressed for today" said Amy.'After all the sissy has sooooooo much work to do, scrubbing all the bathrooms and kitchen floor again, sweeping, washing and ironing everyone's underwear and clothing from yesterday,'
"and don't forget Uncle Todd wants the cars washed and waxed again" laughed Wendy " and pussey has to bring all the beach chairs, beach umbrellas, towels and coolerr to the beach and set up everything for all of us first thing"
Carol yawned " ok then lets get the sissy ready"
With that the three women walked backed through the kitchen to the laundry/garbage room which was also pussey's room. The sissy was locked in his pink baby crib, in a classic spread eagle position with each hand tied to the crib railings and his feet also spread apart and tied to the crib sides. Brit had put him a white baby doll pjs covered with lace and pink bows over three pair of thick overnite diapers. The sissy had spit out his big pink p..s pacifier which now hung down his chest.
"Wow it sure is hot in here" said Wendy as she looked down at her sissy uncle. "and garbage oder is not too pleasant either" said Amy with a smile.
The poor sissy looked up at the three girls. "my wiaper tis wery wet, pwease pwease take it off, pwease".
Amy laughed outloud. " oh my did pussey wussey go wee-wee. Is pussey wussey all wet like a betsey wetsey doll"?
Carol looked down with some disqust at pussey. " I certainly don't plan to clean pussey up. So unless one of you do, I think pussey should get use to wear wet diapers."
"ohhh N- I mean pwease change me" said the sissy , stopping himself from using the dreaded "No" word.
"Did I hear a No from the sissy" asked Amy with a big grin.
"Yep thats what I heard" said Wendy.
With that Carol untied the sissy's spread legs while Amy pulled off the wet diapers. Carol whispered to Amy who giggled as she took the wet diapers and place them over pussey's face with the pee stained side facing inward.
Wendy grabbed the big p..s pacifier and shoved into pussey's mouth through the diaper so now the sissy's mouth was filled with his own pee soaked diaper. Wendy wound the pink rope at the base of the pacifier aroud pussey's head so the pacifier and diapers could not fall out of his mouth.
The poor sissy shoke his head and tried to protest but his mouth was so full he could not utter a sound. All he could do was suc-k and taste his own cold pee.
Just then Brit and Kathy walked iin, both taking one look at the diaper faced sissy and breaking out in gales of laughter.
"HI Mom" said Carol," We came to get pussey dressed and his diapers were soaked and then he said the "N" word again. So I thought the punishment should fit the crime."
Looking down at her sissy husband, dressed in his lacey baby doll top, with his little thing in cruel chastity and on display and his faced covered with pee diapers, Brit shook her head , and then tickled pussey's balls.
"And just think pussey the day has just begun!"
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Part 9
Carol finally pulled the pacifier out of the sissy's mouth and took pee soaked diapers out of his mouth and off his face.
"Now you be a good pussey baby or you will tasting your diapers for the rest of the day" and with that Carol gave the sissy a hard smack on his rear end.
"Mom can you unlock pussey's little thing "
Brit looked at her daughter , gave a little shrug and unlocked the cruel chastiy device and pulled off the sissy's p..s.
pussey immeadiately got excited, hoping that the girls intended to let him finally c..m.
Wendy laughed " pussey must think he is going to get some relief, though with such a widdle widdle wee wee I don't see why he needs any"
Carol looked down at her frustrated step father " Not a chance pussey, you haven't earned the right to c...m yet."
pussey heard his step daughter and wanted to protest, but realized it was hopeless and just frowend.
Meanwhile Amy grabbed a small bag. "Are we going to clean pussey up first before diapering him?" she asked.
Carol and Wendy both emphatically shook their heads no. " pussey has to learn to do his stuff only with our permission. And I think leaving his damp will lead to a nice case of diaper rash which is a perfect punishment " said Carol.
"Ok with me" giggled Amy, as she pulled out a stack of diapers from the bag.
Kathy , who with Brit, was just watching let out a gasp " oh my is that what I think it is?
"Yes Mom" said Wendy. " We made some very special diapers for pussey"
pussey squirmed some more as he saw the special diapers They were made from burlap!
"But before we diaper baby, lets make sure he is all nice and shaved" said Carol as she took a razor and began shaving the sissy's crotch. Even though pussey was already shaved down there, Carol shaved him again so he was totally hairless from his crotch to his rear. She made no effort to be gentle, and in fact shaved back and forth till pussey's crotch was red and irritated.
Wendy quickly took one burlap diaper and slip it under pussey's a..s and then pulled it through and over his damp crotch, making sure first to take his dic-k and pull it back under him so it pointed toward his rear.
She pulled the burlap diaper tight , and then added three more layers of burlap diapers making sure the prickly coarse fabric pressed right against pussey's p...s, balls and rear end. Using two pink diaper pins she fastened the diapers on either side.
Amy then added three more thick soaked cotton diapers over the burplap and tightly pinned those down.
Brit and Kathy just watched with amused grins.
"Now we don't want you to leak" said Wendy " as she then pulled on a pair of pink rubber pants with ruffles across the rear.
"Walk for us pussey" Carol commanded.
pussey struggled to get up and climb out of his crib. He felf a hard wack on his rear, though the layers of burlap and cotton soaker diapers cushioned the smack.
Then he tried to walk but with the layers of diapers he could not close his legs together so all he could do is waddle like a toddler. And with each step he felt the coarse burlap rubbing his wee-wee and rear, causing extreme itching.
The five women clapped their hand and laughed at the sight of the waddling sissy.
" Wow I think the rubber panties are really going to make the sissy sweat" said Kathy.
"Yep Aunt Kathy," said Carol" that is just what we thought. The itchy burlap against his already pee soaked skin, sealed in thick rubber pants will soon feel like a furnace down there."
Amy then took out the rest of pussey's outfit. There was a hot pink baby dress knitted in fuzzy mohair, with puffed short sleeves, a high waist with a big bow just below his chest, and then a skirt that barely came to his waist that flared out, showing off his rubber pants and diapers. Cute little white wool socks that folded over with pink laces went on his feet, with pink mary janes strapped on. A nice big pink wool baby bonnet and matching mittens completed the sissy baby outfit.
pussey looked in horror at the outfit, but could do nothing but let them dress him. Just as Carol had said, he began feeling the warmth between his diapered legs. And just like a baby, the sissy began to cry, much to the amusement of the five women looking at him.
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Part 10
Kathy gave sissy a wicked grin as she pulled one last item for his outfit out of a bag. She held up a pink leather baby harness for everyone to see.
"waddle over here pussey" Kathy said. The sissy slowly waddle over to Kathy. She fit the harness down over his chest, pulled his hands through on either side, with each wrist being chained to the side of the harness, then Kathy pulled the straps down through his legs and back up and fastened them to the rear of the harness. She then took the shoulder straps and brought those over his shoulders, crossing in the rear and fastening to the harness. On the front of the harness, in the middle was an emblem shaped to resemble a p..nis. On the straps and emblem were little bells.
"Now we will know wherever pussey is!" laughed Kathy" and here are some pink leather reins that can be hooked to the harness to make sure the sissy does not get lost."
"And I see there is just enough slack in the wrist chains so pussey can scrub toilets and floors, do laundry and serve us" said Brit. "Sis that is perfect!"
The poor humilated sissy could only stand there in his pink wooly short dress, bonnet, mittens with his little baby harness, his crotch diapered in successive layers of coarse scratchy burlap, heavy cotton and thick rubber pants.
"Now pussey, if you are a good sissy girl we will potty train you " said Brit.
"When you have to pee you are to hold your hands up, wiggle your bottom back and forth like you are shaking your little wee-wee and say very loudy in your sissy lisp " sissy has to go tinkle tinkle""
"lets practice pussey" Brit ordered.
The sissy hestiated and felt a hard slap on his face. "Now sissy" said his wife.
With that the sissy raised his hands to his side like a dog hold up its paws, and began wiggling his diapered bottom back and forth, sayind' thisssy hath to go twinkle twinkle" . "Louder, sissy, I can't hear you" said Brit.
The sissy's face was brite red as he almost yelled "thissy hath to go twinkle twinkle." to the amused stares of the women around him.
"And if you have to poop, you will move your rear up and down like you were trying to poop, and say "sissy has to make boom booms" said Brit.
"Now lets here the sissy " said Brit. And poor pussey, now even more embarrassed began to bounce up and down saying "thissy hath to make boom booms" while the women were now laughing their asses off at him.
"And pussey, if any of us ever find so much as a drop of pee or poop in your diapers and you have not first did your tinkle or boom boom dance, you can forget getting relief for the next year!! " said Brit. "so keep practicing while we have some coffee."
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Part 11
The women, joined by Todd, sat inside the cool porch drinking their morning coffe. pussey was standing in the backyard, the sun beating down, in his pink wooly dress doing his potty training.
'sissy hath to go twinkle twinkle" lisped the sissy in a loud sing song voice, his hands held up at his sides.
"sissy hath to do boom booms" the sissy yelled again, bouncing his burlap diapered a..s up and down.
Wnedy clapped her hands with glee while Amy just grinned. Kathy and Brit giggled. Todd drank his coffee and smiled at the poor sissy.
Carol however wasn't satisfied. "pussey you better tinkle and boom boom with a lot more enthusiasm if you hope to get our permission to do your pee pee and poo poos."
The sissy double his efforts , and as he shook and boucned harder, everyone just laughed more at the ridiculous picture he made.
Before the sissy could feel sorry for himself, more humiliation befell him.
"pussey go into the shed and you will find a wagon, bring it out" ordered Brit. pussey waddled over to the shed, and looking in he saw a brite pink child's wagon. He pulled it out. "now pussey load up all our beach chairs, umbrellas,towels, and get the cooler with drinks from the kitchen.'said Brit.
Pussey did as he was told and soon the wagon was totally filled.
Brit got up and walked over to the sissy. She took pulled sissy mitten cover hands behind him, tied them together with coarse rope adn then tied a short rope from the rope around his hands to the handle of the wagon. "Ok sissy you are to pull the wagon down to the beach, Amy and Wendy will go with you to make sure you don't get into trouble. And when you get to the beach they will untie you so you can set everything up for us."
"He will be like a little girl pony pulling a cart" laughted Todd.
Amy attached the reins to sissy's harness. "Wendy we will need to stop by Kelly Sue's house, I promised her we would pick her up on the way to the beach". Wendy grinned. " That's fine sis, I am sure Kelly Sue will enjoy meeting our pony girl!!"
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Sissy's Summer Vacation- Part 12
As if the pink short wooly dress which just reached the sissy's waist, under which the sissy had 3 pair of coarse burlap diapers and then 3 pairs of pee-soaked cloth diapers AND then a pair of pink frilly rubber panties, with white wool baby socks, pink mary janes, thick pink woolen mittens and a big pink wool baby bonnet were not humiliating enough, Carol pulled out a pink dog collar with little bells on it and clasped in around pussey's neck. Amy took the reins from the harness which went over sissy's chest and also had lots of little bells, all of which went tinkle tinkle as the sissy waddle off pulling the pink child's wagon which was by its handle to pusseyls hands which in turn had been pulled back.
Brit had handed whips to both Amy and Wendy- " just to make sure pussey obeys you" laughted Brit as she gave her nieces the whips.
pussey began walking down the street. "lift those legs up pussey' said Amy as she brought the whip across the sissy's exposed thighs.
The poor sissy winced iin pain, but having no way to avoid his niece whippin him he sort of waddled along, raising his legs up high.
"sure is hot and humid today, Sis" Amy said to her sister. " even this t-shirt feels hot over my bathing suit"
"Yea, can't wait to jump into the ocean and cool up" said Wendy.
"pussey wouldn't you like to jump in the ocean" laughted Wendy.
"the sissy will have no time for that, given all the house chores and ironing he has to do" said Amy. then looking at pussey " and I want ALL my clothing freshly washed and ironed today!"
By now the wooly dress, bonnet and mittens were damp with the sissy's sweat. And just as the girls had thought, the combination of the burlap diapers covered with the pee soaked diapers and the rubber pants were having there intended effect. The trapped heat was making the now wet burlap miserably scratchy and pussey, who had been cleaned up from his peeing last nite, desperately wanted to scratch between his legs to relieve the tormenting itchy feeling.
The threesome- two beautiful teenage girls and one pink wooly sissy stopped in front of Kelly Sue's house. Kelly Sue , Wendy and Amy were all sorority sisters. Kelly Sue was another cute blond, about 5'8" with a great figure. She was sitting on the porch of her parents summer house talking with her Mom.
Kelly Sue took one look at pussey and began to laugh. the poor sissy was now standing in front of the house, squirming and trying to rub his legs together to relieve the horrible itch between his legs.
"Kelly Sue" said her Mom " I thought you were joking about Wendy and Amy's having a sissy, but I guess not. That is the most pathetic looking thing I have ever seen" and she too broke out laughing.
"Hi Kelly Sue, Mrs. Carr" said Amy. "Hi girls" said Mrs. Carr, why don't you come up here on the porch where it is nice and cool.
Wendy took the harness and tied it around the lamp post in front of the house, leaving the sissy with no way to move.
"didn't think you wanted the sissy with us" said Wendy.
"Oh no , no sissys on this porch!" laughed Mrs. Carr.
"Is that really your Uncle?" asked Kelly Sue. " tell us all about this"
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Part 13
"So girls, please tell me all about pussey" asked Mrs. Carr as she, Kelly Sue, Amy and Wendy sat on the covered porch cooled by a big ceiling fan.
Amy and Wendy proceeded to describe how thei Aunt had turned him into a total menial house sissy, how he was punished, made to dress as a wooly sissy girl and baby, and his potty rules. Mrs Carr and Kelly Sue just laughed. Kelly Sue loved the "Old McDonald Had A Farm" wee-wee smacking punishment.
"Was pussey crying ?" asked Kelly Sue. "just like the little sissy girl he is" said Wendy with a big grin.
"You know girls, pussey must be so hot and thirsty, dressed in his cute pink wool dress and bonnet. I think he needs something to drink." With that Mrs,. Carr went inside the house. Five minutes later she came out with a baby bottle.
"Come girls", said Mrs. Carr as she walked to the lamp post to which the poor sissy was tied.
The women gathered around the sissy. " You must be sooooo hot with that big baby bonnet on your head, lets just take it off" said Mrs. Carr, and she untied the bonnet and put it in the pink wagon.
Wendy and Amy were wondering if Mrs. Carr was feeling sorry for the sissy. pussey seemed relieved, and certainly felt a little cooler with the the bonnet off.
But that certainly was not Mrs. Carr's intent. She pulled out some lipstick, and before pussey could react, began putting it on his lips. The lipstick was a wet glossy pink and she put on it really thick. "dont' want those lips to get sunburnt now that everyone can see your face!" said Mrs. Carr. And pussey suddenly realized that while the baby bonnet had been hot and itchy, it had kept his face hidden. 'pwease can i have my bonnet back" whinned pussey.
Amy and Wendy picked up on what was happening as well. " Why pussey you should thank Mrs. Carr fr being so concerned. And every little girl loves to wear lipstick and show off to everyone!" said Amy.
Mrs. Carr then took the baby bottle and shoved it into pussey's mouth.
pussey made a face. "Why what is wrong" asked Wendy. "Gee", said Mrs. Carr, maybe pussey doesn't like hot water flavored with castor oil."
Kelly Sue, Wendy and Amy could not contain themselves as they laughed.
"you better drink every drop pussey." Wendy said as she looked at pussey.
"And I have two more bottles for pussey after that" said Mrs. Carr.
pussey suc-ked on the bottle, drinking the horid tasting water.By the time he was done with all three he felt bloated.
"Someone is going to doing a potty dance very soon" said Wendy.
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Part 14
Just as pussey finished the third and, at least for him, thankfully last of the horrid hot water castor oil flavored bottle, three young women walked up to the hosue.
"Hi Kelly Sue, Hello Mrs. Carr" said one of the women. " Hey guys how are you" Kelly Sue responded. "Heather, Tracey and Kris, meet my sorority sisters, Amy and Wendy. Amy and Wendy, Heather, Tracey and Kris are all life guards on the beach here."
Amy and Wendy said Hi.
"Good to see you girls" said Mrs. Carr. "bet you are wondering about ths cute little girl and why she is tied to the lamp post"
The three life guards turned to look at pussey in his cute pink wooly dress.
"Well I have to say I am curious" said Heather. "Me too" added both Tracey and Kris." "I mean is that a guy?" asked Kris, trying hard not to laugh .
"Well maybe anatomically its a guy" said Wendy, 'but he is really a sissy girl. pussey say hello to the nice women."
pussey paused every so slightly, so Amy picked up her whip from the wagon and smacked the sissy's diapered rear end. "Say hello sissey and tell them what little sissy you are" ordered Amy, as Heather, Tracey and Kris watched.
pussey jumped, feeling the whip. ' mmyy name ith pussey, i am a sissy."The three life guards just looked and grinned.
"pussey is my Aunt Brit's second husband' said Amy. " And as you can see he sissy."
"Whats with the wagon and the harness" asked Heather.
And why is he wearing such a wooly dress" asked Tracey.
And what is underneath that dress" asked Kris.
Amy and Wendy explained how pussey had to take all the stuff to the beach, that his dress was a punishment outfit meant to make him look like a sissy girl and also be miserable to wear, and that he was wearing burlap and cloth diapers with rubber pants und the dress.
"So pussey is coming down to the beach?" asked Tracey. "Yes, in fact we need to get him down there to set everything up before my Aunt , cousin and Mom get down there. " said Wendy.
"Well thats where we are headed as we have to set up the life guard stand." said Heather. " Are you all ready to come to the beach now, we would just love to watch pussey for a while.:
"sure' said Kelly Sue, "just let me grab my stuff and lets go.Mom are you coming now?
"No Kelly Sue, you and the girls can take the sissy and go. I will be down there shortly.
Amy untied pussey from the lamp post. "get moving pussey", taking the harness and swatting the sissy's rear again.
30 minutes later Heather, Tracey and Kris were on duty as life guards. Amy and Wendy were sitting comfortabley on the beach chairs under the umbrella set up by pussey. Brit, Carol, Kathy and Todd, along with Kelly Sue's Mom had joined the girls. Mrs.Carr had told Brit about her hot water castor oil bottles.
"pussey do you need to ask us anything before you leave. " Brit said, llooking up at the sissy from her beach chair. " We all plan to stay at the beach all day, and remember what happens if you do anything in your diapers without permission.
"Sis, I bet pussey wants diaper food for dinner tonite" laughed Kathy.
The poor sissey had to go, but had hoped to avoid having to ask permission at the beach in front of everyone. But between the preasure and the thought of what he would have to do if he used his diapers without permission, he knew he had no choice.
'pussey hath to go tinkle tinkle" pussey said quietly humping back and forth.
"pussey hatht to do boom booms" pussey said again bouncing up and down?
"Louder pussey, I can't hear you " said Brit with an evil grin.
"pussey hath to go tinkle tinkle, pussey has to bo boom-boom," the sissy said in a louder voice.
" Sing it out loud pussey" said Carol,
"And put much more effort into showing us just what you have to do" said Kathy," because to me it doesn't look really have to go at all with those half hearted movements."
So the sissy began singing his potty requests and really shakng and bouncing up and down. The bells on his doggie collar were ringing and he was attracting lots of attention from people on the beach.
"Keep singing and doing your potty dance" said Brit. " I will let you know when and if I think you can do potty in your diapers."
The three life guards walked over to see what was going on. Heather began clapping , and was joined by others watching ' do your potty dance to the beat" said Brit.
Soon lots of people had gathered round to watch the entertainment.
One little girl asked Brit " is he being potty trained". Brit laughed " yes he is"
"Well my Mom makes my little brother sing his potty song for a long time before he can go. she says it is teaching him to hold it in."
"Yes thats a good idea" said Brit. 'We will keep him sing for a while to"
pussey was straining to hold his stuff in."pweeease psweaase, pussey has to go tinkkle tinkle and boom boom " the sissy was now begging and crying..
"Ok pussey go tinkle and boom boom" said Brit. pussey started to waddle away to do his thing in private. "Where are you going pussey" asked Brit.
'pussey it going to do tinkles and boom-booms' the now humilated sissy said.
"I said to go tinkle and boomboom, and I meant do it here so we all can watch" Brit said in a stern voice.
pussey looked at his wife in horror, but before he could protest, he began doing everything in his diapers. It was obvious to everyone.
"he is going potty" laughted the little girl.
"thats pathetic" said a man to another woman who were watching. "yes but it is hilarious" said the woman back.
Soon pussey's diapers were full with his boom booms and soaked with his tinkles.
Carol walked over to the sissy. " are you all finished pussey"
"yeth i am"
"Well then bend over pussey" and with that pussey's step daughter took a ping pong paddle she was holding and began smacking the sissy's full diapers taking care to smash the boom boons and make sure they were spread out and filled the burlap diapers.
"Just want to make sure your diaper rash is evenly spread" said Carol as everyone just laughed.
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Part 15
pussie spend the next five days dressed in winter girl wooly sweaters, burlap diapers and wool tights, with thick woolen mittens and a wooly baby bonnet scrubbing floors, cleaning toilets, serving everyone at the house. There was no such thing as free time, as someone always found a menial boring chore for the sissy. He continued to have to do his tinkle and boom boom dances and , with permission used his diapers. Brit only allowed pussie to have his diapers changes once every two days, so for most of the time he smelled, and had loaded wet diapers. The result was a very nasty case of diaper rash which meant pussie constantly had a hot, burning, itchy rear. The rough burlap diapers did nothing to help the poor sissy, and so he was constantly squirming around to everyones amusement.
Friday late morning pussie tackled the ironing. Brit insisted that pussie launder and iron everyone's clothing including their underwear! Sheets also were to be laundered and ironed daily. The ironing board was set up in pussie's "room", which had no ac, and constanly smelled of pussie's dirty diapers which were kept in a pail in his room until Brit allowed him to hand wash them in the backyard. Brit made pussie were 6" stiletto heels while he ironed, and he was leashed to a pole in the room so he barely move. A wooly turtleneck sweater, diapers, bonnet and wool mittens completed his "ironing" outfit and kept him miserable, hot and itchy.
pussie could look forward to a full afternoon of ironing that Friday. So he was totally surprised when Brit came in and told him he could stop.
"Its a bit overcast today pussie, so we are having people over this afternoon just to relax." pussie immeadiately worried that he would be made to serve and entertain. Brit could see the ooncern on his face. " Relax pussie, I have decieded that you have been working very hard and need a break, so this afternoon you don't have to do anything, just hang around." pussie could not believe his ears. "oh tankyou Mistreth".
Brit unleashed pussie from the pole. " Go take everything off, , wash off your diapers, and then you can use the outside shower and clean up."
pussie hurried off, and soon was in the shower. True the shower had only cold water as its purpose was for people to rinse off sand when they came from the beach, but still its was the first shower pussie had taken since they had come down to the beach.
As he stepped out of the shower , Brit and Kathy were waiting for him. Kathy examined his rear end.' I have never seen a case of diaper rash like pussie's" she said to Brit. " Poor pussie's rear must be on fire"
"yes pussie sure is a hot sissy" giggled Brit.
"Well sometime out of diapers would do pussie some good" said Kathy.
"hmm, well I see no reason why pussie needs diapers this afternoon" said Brit. "so pussie you can hang around with no diapers"
"but he needs something to wear" said Kathy with a grin.
"And I have just the outfit for a sissy who is hanging around to wear" Brit said with a giggle.
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Part 16
"What do you have for pussie to hang around in" giggled Kathy. Brit slowly pulled something from a bag she had been holding. "My friend Darla Smith, who loves to knit, made this just for pussie" Brit said as she held up what could only be described as a baby romper.
Kathy took one look and roared. It was a one piece romper with very a very short panty bottom , a heart shaped bib on top with straps , the straps fasten to the top of the bib by big pom-pom buttons.
The panty bottom was knitted up of a thick coarse white wool with pink lace trim around the leg holes and a band of pink wool around the waist. The heart bib top was knitted up of a fuzzy mohair in dark pink. "Pussie" was knitted across the front of the bib.
'Lets get dressed pussie" said Brit, handing the romper to the sissy. The poor sissy, knowing he had no choice, put each leg trhroug the panty leg hole and pulled the romper up until the rounded tops of the heart shaped bib reached just passed his chest. Brit grabbed the straps and pulled the over his shoulders, crossed them in back and button the two straps to matching pom-pom buttons on the rear waist of the panty bottoms. Brit pulled the straps taunt so that the entire romper fit tight, with the coarse wool panty being pulled tight into the sissy's crotch and rear.
"Now twirl for Aunty Kathy and show her your romper pussie" Brit said with a stern look at her sissy spouse.
pussie twirled as ordered showing off the wooly romper, There was a big pink pom-pom on each side of the panty, and 3 buttons on both the front and back of the panty.
Brit handed pussie a pair of pink wool baby socks with lacey bows which he obeidently slipped on his feet along with pink girl keds with lacey ties.
Then thick pink wool mittenswith matching pom-poms on the top of each mitten and another awful pink wool baby bonnet that tied with a pom-pom tie under the chin.
"now jump up and down pussie" . pussie jumped and Kathy and Brit again laughed for each of the pom-poms on the romper and mittens had a bell so as he jumped the bells went tinkle tinkle .
"What a perfect little baby girl outfit" said Kathy.
"Yes: agreed Brit. "Now pussie lets go show off our new romper."
Ohhhhhhhhhhhh, pweeeeeeeeeeeeeease, pweeeeeeasse, can't i just say here,? whineed the sissy.
Brit took one look and gave the sissy a hard slap on his face.
"just for that, you will crawl out, just like the big baby you are."
If pussie had thought he was going to have an respite from his constant does of humiliation this afternoon, he was clearly mistaken.
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part 17
The sissy slowly crawled out the rear porch and into the backyard. Todd, Brit, Carol, Kathy, Wendy and Amy were all having cool drinks.Brit had invited Craig and Laura, Kelly Sue and her mom.
The coarse wool panty part of his romper outfit added more irritation to his already suffer rear-end with its diaper rash. But the wooly bottoms also rubbed his free wee-wee, which for the first time in weeks was not in its cruel chastity cage or tied in some fiendish burlap bow. that is freed for the first time since the day before he came to the beach, when Brit had taken the chastity cage off so that she and the girls could punish the sissy by smacking his wee-wee around.
So as pussie crawled into the backyard his wee-wee did what was natural and began getting excited. Even though pussie's wee-wee was no more than 41/2 inches when it reached its maximum size, it still made an obvious bump against the tight tight panties. The sissy immeadiately realized what was happening and was trying desperately to will his c..k to get small before anyone could see how excited he was.
"Aunt Brit, look at pussie" said Wendy. " 'pussie must just love his new baby wool romper, just look at the bump in front".
Brit looked down at the sissy. "Stand up pussie and lets take a look".
The sissy slowly got up and quickly put his mitten hands in front of this panties to try and hide the small bulge. "SMACk" Brit wacked the sissy's hands away. "Don't be shy pussie, you hae nothing to hide". With that everyone laughted.
Wendy, Amy and Kelly Sue began singing " I see England, I see France, I see pussie's wooly underpants!" The girls could barely get the words out as the giggled and pointed to the poor sissy.
"OK pussie I said you could just hang around this afternoon and I meant it." Brit said as she grabbed her sissy husband's hands and pulled him toward an old swing set. However in place of the swing that had been there, there was now 2 bungee cords which were attached to the metal bar across the top of the swings. The bungee cords criss crossed each other at the bottom to create a seat of sorts.
"Ok pussie stand in front of your new "swing" said Brit with a wicked grin but don't sit down yet. The swing set was almost 12 ft tall, and the bungee cords appeared to hang down about half way.
Carol, Kathleen and Brit walked over to pussie, Carol took one of the sissy's arms and pulled it up along one of teh bungee cords which went to the top of the swing. She tied the sissy's wrist tightly to the bungee cord, while her Aunt Kathleen did the same to pussie' other wrist. As a result pussie was forced to stand on his tip toes.
Brit then unbuttoned the buttons which were on the rear of pussie's rompr bottoms. "Perfect fit" laughted Brit, " as she spread open the rear area to expose the sissy's a..h...e. Carol produced a big thick black dil-do and waived it in front of her step-father's face. pussie began to whimper when he understood what was going to happen. "I bet every sissy wants a big hard one!" said Carol. "But this does need some lubrication so it doesn't hurt the tender sissy." With that Carol took a bottle of Liquid Xra Strength Icey Hot and began coating the dil-do in front of the sissy's face. "Puts lots on Carol, we want to be sure its slides right in" said Kathy watching as her niece painted the dil-do with coat after coat of the icey hot.
Brit then took the icey hot coated dil-do and slowly shoved it up the sissy's a..s pushing it as far as it could go.
Brit then walked in front of her sissy husband who was starting to squirm a bit. She unbottoned the front buttons and pulled out his wee-wee for all to see.
"Not much there" said Kelly Sue's mom who was totally excited at what she was watching.
"Nope its a wee-wee alright" laughed Brit' but still we want to make sure it gets its fair share of attention." Brit took a small rubber ring and held it up. Everyone could see that the inside of the ring had little rounded pin heads.
"Oh my" said Kathy " as Brit put the rubber ring, pins facing inside, over the sissy's still hard wee-wee and tighten the ring so it could not slide off.
Then Brit clipped a large weighted bell to the ring so that it hung straight down.
"Todd give me a hand please" said Brit. Todd grabbed pussie ahd hoisted him up and sat in down on the "swing seat" created by the two bungee cords. The cords streched down just enough so that pussie's feet were just touching the ground.
Todd then gave the bungee swing a hard push from the back and pussie swung forward. As he did his legs left the ground and the heavy weighted bell yanked down on the ring attached to his wee-wee, pulling the pins against his tender shaft. "OWWWWWWWWWW" screamed the sissy.
The sissy swung high and then began to swing back. He involuntarily kicked his legs, adding more momentum to the swing and tus pulling him back even further. The weighted bell stop yanking his wee-wee but as he swung back the dil-do was driven further into his rear. "OHHHHHHHHHHHHHHH" screethced the sissy feeling the burning sensation of the dil-do up his rear end.
And as he screamed he began swinging forward, meaning the bell again yanked his wee-wee. "OWWWWWWWWWWWW"
and soon the horrible rythm of having his wee-wee yank and the pins from the rubber ring pushed into his very sensitive wee-wee, and then swining back and having the dil-do shoved more deeply in his burning a...h. was established.
With his face framed in the wooly bonnet, the little pom-pom bells on his romper top and bottoms ringing, the sissy became the afternoon's entertainment.
Wendy ,Amy and Kelly Sue could not stop laughing. Brit could only grin, enjoying the total humiliation her sissy was experiencing. Kathy and Kelly Sue mom decieded to stand and push the sissy back and forth, higher and higher and the result was even louder sissy screams.
Later in the afternoon it started to rain. Everyone went up to the porch, that is everyone but pussie who was left to hang outside in his baby wool romper, his rear end buring and itching, his wee-wee sore and frustrated.
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It has been quite a while since I added the last chapter -July 28th to be exact. I will finished up Sissy's Summer Vacation and then, if there is interest, begin telling about pussie's home and work life. It may help for readers to go back to the July posting to refresh their memories about pussie.
Part 19
Poor pussie was left strapped to the swing dressed in his itchy woolly romper with the icey hot coated butt plug up his rear and the cruel pin linged ring around his wew-wee for over an hour as the rain poured down. As often happens with a summer rain, it only beceme more humid as the storm ended, so not only was pussie bound into a hot heavy throughly soaked wool romper, but the air was thick and heavey as well adding to his misery. Of course pussie's diaper rash, which was made worse by the coarse tight wool romper rubbing against his rear only made him that much more uncomfortable
Pussie's wife Brit, her boyfriend Todd, pussie's step daugther Carol, along with Brit's sister Kathy and her two teenage daugthers, Amy and Wendy, their friend Kelly Sue and Kelly Sue's mom, and Brit's neighbors were all comfortably inside the cool house having drnks, talking and laughing themselves silly as they looked out at the bound sissy.
Finally everyone left .Brit anc Carol came out. "We all sure enjoyed having you "hang around" with us" said Brit with a cruel grin to her sissy husband. "did you have a fun afternoon?" The poor sissy knew he had to say yes as he wa never allowed to say the word "No" .
Carol chimed in " he must have Mom, look his wee-wee is all excited"- looking at her step father's p..is which Brit had left exposed.
"Oh I am so glad pussie enjoyed herself" Brit responded.
Brit and Carol freed pussie from the swing. "ok inside pussie, we are taking you out tonite as this is our last nite of summer vacation" said Brit.
pussie went to put his wee-wee back inside the romper and button it up in some effort of modesty.' Don't you dare touch yourself" scolded Brit". "Sissies have no modesty, and anyway there is almost nothing to see there".
Carol laughed 'just waddle back inside pussie with your widdle widdle wee-wee hanging out"
pussie had no choice. Given the thickness of the woolen jumper, and his diaper rash, all he could do was take small waddle steps back to the house.
Amy and Wendy, who had been given the responsiblity for dressing pussie each day were waiting ."oh pussie lets go, we are going to make you s0000000 pretty for tonite" Wendy said as she clapped her hands.
"We are all going to a club and we want to be sure you are a hot sexy sissy tonite so everyone will notice you. Isn't that what everyone hot girl-I mean sissy wants? asked Amy.
"Well answer Amy" Wendy said in a stern voice to her sissy uncle.
pussie looked down and mumbled 'yeth tats what i want"
"Speak up pussie.Tell us what you want to be tonite" Wendy said " or I will maybe you would prefer a nice hard spanking right now on your tender cute rear right now?
pussie certainly did not want a spanking on his diaper rash covered rear, so in a loud sissy voice he responded ' i want to be a hot sexthy sisthytontie".
"Well then we are going to make sure you get your wish" laughed Amy
pussie
"
-
Part 20
pussie waddled back to his room with Wendy and Amy right behind.
"Bend over pussie" Wendy said. As pussie did as he was told, Wendy grabbed the end of the butt plug and yanked it out of pussie' rear end.
"ouch" cried pussie. Wendy was about to put the butt plug on the shelf when Amy said " geez Wendy that thing is dirty, don't you think pussie should clean it first before you put it away?"
Wendy looked at her sister and quickly understood what she was saying.
"You know you are right Amy" and she put the butt plug on the floor.
"pussie you need to get this butt plug nice and clean" Wendy said to her sissy uncle who was still bent over. pussie started to stand up.
"Where do you think you are going?" asked Amy.
"i am goink to take the butt plug and wash it at the sink" lisped pussie.
Wendy and Amy both grinned.. then Wendy bent down and looked into pussie's face"Not a chance pussie. You are a sissy and sissies clean butt plugs, dil-do's and c..ks with their sissy tongues,.Get licking girl and you better lick that butt plug till it shines"
Kathy walked in just as Wendy was done speaking. " Wendy, that thing was deep inside pussie's a..s, just think how dirty and smelly it must be"
"gee Mom am I being too hard on pussie" Wendy asked?
pussie looked up, hoping Kathy, being a doctor, realized how horrible it would be to have to lick the butt plug. Finally someone coming to his defense, pussie thought.
Kathy grinned"Oh not at all Wendy, I am just wondering how long it will take pussie to lick it clean as are leaving to the club in an hour. Just make sure pussie licks hard and fast."
Amy clapped her hands in delight. "You heard us pussie, get licking lickity split."
pussie looked at the horrid dirty big black butt plug. He wanted to say No but couldn't. He started to wimper and beg/" pweasse pwease let me wash it , peassssssse.
"We said lick and suc-k, so get going pussie" Wendy said and with that Amy, who was standing behind pussie, who was back on all fours, gave th e sissy as swift kick in his crotch. 'OWWWWWWWWWWWW" screamed sissy, clutching his wee-wee.
"Start licking or there will lots more of those pussie" said Amy.
pussie had no choice but to crawl so his face was over to the butt plug and lower his face until his lips slid down over it. It smelled and he could see how dirty it was, but he began licking and suc-king it to get it clean. The girls watched with huge grins. " Consider this a learning experience pussie" said Wendy. "yea sissy, you need to learn how to suc-k c...k to please real men." said Amy.
10 minutes later, pussie finished his task. Wendy leaned over to look at the butt plug. "Not bad pussie, it looks clean enough for now."
"Ok hop up pussie, go out and take a shower and get nice and clean, so we can get you all sissied up for the club tonite" said Amy.
-
pussie went outside to take his cold shower- the awful taste of the butt plug in his mouth. No sooner had he stepped into the shower then Amy pulled back the plastic shower curtain.
"Put your hands on your head, face me and spread your legs wide open pussie" ordered Amy, with Wendy by her side.
"Just what I thought, Wendy, the sissy has some hair growing- not very girlish". Amy took a long handle scrub brush, pour some liquid on it and began to roughly scrub pussie all over. The scrub brush was hard bristled and Amy made no effort to be gentle. pussie squirmed and tried to move away. "Don't you move pussie if you know what is good for you" Wendy said sternly.
When she had throughly scrubbed pussie's front, Amy focused on his wee-wee and balls. She scrubbed them extra hard, making sure to lift the sissy's wee-wee to get all around it and around his balls. Then she made him turn around and she did his back, and finally had the sissy bend over.
"Ok sissy take your hands down and spread your a..s cheeks for me."
Wendy giggled as the sissy followed orders. Amy took the brush and scrubbed there as well.
At first pussie only felt the rought brush, but soon he felt some tingling and almost a slight burning sensation. After a few minutes, Amy told the sissy to turn the water back on and rinse off.
Amy pussie the bottle- it was Nair. And as pussie watched in horror, all his body hair from below is neck was soon flowing down the drain.
Amy and Wendy closely examined pussie. As they did, Brit and Todd came by. "Aunt Brit, Uncle Todd, look how cute pussie looks now" said Amy. Brit and Todd looked at the poor sissy standing in the cold shower totally hairless. " What a cute widdle sissy" laughed Brit. Todd grinned as well. enjoying Brit's sissys husband's humiliation.
Ok pussie, let's get you dressed as a "hot" sissy for the club tonite" Amy said as she took the scrub brush and smacked pussie's wee-wee.
The girls took the sissy into their room in the house.
"Lets get pussie' make-up on first" said Amy. They had pussie sit at the make-up table. Wendy first did pussie's finger nails in a glowing candy pink nail polish with stars and then did his toes to match. Amy put some dark pink eyeliner on the sissy first, then did his eye lashes, which were quite long, with sparkely pink. Next came some blush-on with more pink and white sparkles. Wendy did his lips with a frosty glossy candy pink lipstick. The girls had pussie put on long pink dangling pen-is shaped earrings with the little bells on the end.
Brit had not let her sissy husband have a hair cut since she turned him into a full sissy in May, so now his hair was long enough for Wendy to make two pig tails, one on each side, using pink yarn which she wrapped so tight that it hurt pussie.
"Stand up pussie" said Amy. She handed him a dark pink bra, that was at least one size too small for pussie. "put it on and make sure you use the last and tightest clasp" said Amy. pussie struggled to get the bra on- it felt like a tight band around his chest- he could barely breath. Wendy handed the sissy two gel false breasts to stuff the bra. " 42DDs" laughted Wendy. pussie could only groan as he felt the weight of the false breasts.
Next came thigh high pink fishnet stockings. Amy and Wendy just giggled as pussie wiggled into them with his wee-wee bouncing around.
Amy gave the sissy 6" stilleto pink heels with locks on each shoe. "We don't want you to lose your come-f..k me shoes "said Wendy as she locked each shoe on.
"Walk for us pussie" ordered Amy. pussie could only take very short steps so he would not fall. The heels forced him to stick out his chest, and sway his rear as he walks. "Very hot pussie" laughed Wendy.
Amy then gave him a true mini skirt- it was pink and white thick itchy wool with pleats. When it was on, the bottom of the skirt just grazed pussie's wee-wee. The slightest movement would have pussie showing off his wee-wee and rear to any one around.
"Usually the AC is on full force at these clubs" said Amy, as he handed pussie a hairy white angora/mohair cropped turtleneck puffed shortsleave sweater. As pussie put on the sweater, he realized that while he now had 42DD breast, the sweater was at least two sizes smaller. Even worse it was knitted so that the chest area was more open weave so his bra clearly showed.
Amy and Wendy looked over pussie who only wanted the floor to open up so he could fall into a dark hole. "something is missing Wendy" said Amy.
Wendy looked and then went to the closet. She came back with a necklace for pussie. " I think this is it" said Wendy as she put the necklace around pussie''s neck. It was a silver chain with a hugh realistic pen-is which hung down between pussie's double ds!
"Perfect' said Amy."pussie you are now one 'hot " sissy!!
-
Parat 22
Amy and Wendy each took one of pussie's hands and led him into the living room where Brit, Todd ,Caroland Kathy were sitting.
"oh my girls, pussie looks like a Barbie doll" laughed Kathy.
"She sure does" added Brit,"what with that tight fuzzy sweatr over her big boobs, that short short skirt that barely hides her widdle clit and thos come f..k me red heels, and those adorable pig tails. And I do love her pink glitter make-up. I am sure every guy is going to want a piece of pussie tonite"
"But I have a few additions to pussie's outfit" said Brit. "Walk over and stand in front of me, pussie."
pussie walked over in his little mincing steps, wondering what his wife had in mind. "Hold up that cute skirt pussie."
pussie looked around as Kathy, Todd and the girls just grinned.
"NOW" said Brit, "We don't have all day to wait for a stupid sissy to to as he is told" pussie jumped at his wife's stern command and lifted the skirt- all 10 inches of it, up.
Brit picked up some pink fuzzy yarn and and wrapped in back of the sissy's b..l, tiying a huge pink bow which framed the b..ls, then took a pink scrunchy. She showed the scrunch to the others. " Carol thought we should dress up pussie widdle clitoris and so she took an old scrunch, cut down so if would fit over pussie and before gluing it back together put little tacks inside it." Brit took her husband's wee-wee and slid the tack filled scruhcy over and just behind the head. The scrunchy was sized so that it could not fall off but as long as the wee-wee was not erect, there was no contact with the tacks.
"I call this a sissy clit prettyfier" laughed Brit "pussie walk over and show everyone how pretty your prettyfier is".
pussie minced over to Kathy and Carol " I think pink is pussie's color" laughed Kathy. Carol added " yes it sure is. Just don't get excited tonite pussie, you don't want those nasty tacks touching your pretty clit."
Brit walked over as pussie stood in front of Todd. She put a pink leather dog collar around pussie's neck, under the turtleneck sweater and buckled it so its fit extremely tight. Then she put mathcing pink wrists cuffs on pussie. She ran two chains through the D rings on each side of the dog collar and hooked each wrist cuff to a chain so that pussie's hands hung on each side of his chest. He couuld move the hands around but could not lower them.
"I bet you thought I would leave your hands free and you could go off and get off tonite" laughed Brit. " Well I just don't want you doing anything nasty like that little girl, so for your own good I have chained your hands, aren't I thoughtful"
"Aunt Brit you really are too nice to pussie" said Amy.
OK we need to get going" Todd said to everyone.
Kathy stepped up to pussie with two blue pills 'open up pussie" she said to her sissy brother-in-law.
pussie could only gasp as he saw the pills. He realized they must be Viagra. He had not had a release in four months and he could only imagine what the result of taking the pills would be.
He tried to keep his pink lipstick lips shut. Kathy merely laughted at the sissy's pathetic protest. She grabbed his prettyfied balls and gave them a hard squeeze. with his hands chained to the side of his boobs, pussie could not protect himself and he could only scream. As soon as he opened his mouth, Kathy shove the two pills in."Now swallow" Kathy said as she continued to squeeze pussie's balls. pussie had no choice.
"ok I think we are ready to have a fun nite, lets go" said Todd.
-
Part 23
Brit had added the pink dog leash to pussie'ss collar as they got out of the car, and with a wicked smile at her barbie girl sissy, led him into the club. pussie shuddered as he enter- the club was crowded, lots of people at the bar and sitting at tables that circled a large dance floor. Far from being cool inside, even with the air conditioning on, it was quite warm.
As everyone walked in, Brit was greeted by the hostess, a cute young woman with long blonde hair. "Hi Amanda, how goes it"
"Everything is really good Brit, " said Amanda. Brit and Todd had been to the club many times and were well known. Brit introduced Carol, Kathy Amy, Wendy and the girls' friends.
"And who is this?" asked Amanda with a smirk. Brit had called ahead and spoken with the Jillian, the owner of the club to make sure it was ok to bring pussie. Jillian had alerted Amanda , telling her to just folow Brit's lead as to how to treat the sissy.
Brit yanked on the leash. "Introduce yourself and make sure you curtsey like a good little girl"
pussie's face turned red. It was one thing to be taken to the beach where he did not actually have to face and talk with people, but this was different, now he had to introduce himself as a sissy.
"my name is puthssie " said the sissy, doing a quick curtsey.
"Is that how I taught you to greet people" Brit said to pussie" maybe you need a lesson right here" .
pussie blanched ' I'm soorry", then turing to Amanda he tried again
"My name is puthissei, i am a sissthy wid a widdle widdle wee-wee" then slowly curtseying"
Amanda giggle at the sissy. "Well I can see that you do have a "widdle widdle wee" she said as she looked at pussie. And sure enough, the viagra pills had done their thing and pussie's wee-wee, all 4" was sticking out below the hem of the short skirt.
"And whats that around your wee-wee asked the amused hostess.
pussie stammered ' its my prettyfier".
"that is soss precious pussie" Amanda said, then turning to Brit " you know normally we would not let a guy expose himself here, but pussie is soo small he looks more like a little girl, and its no problem if a small child is not fully dressed."
pussie realized that he was going to have to stay exposed all nite and there was nothing he could do about it, unless the viagra wore off.
"Brit there is only one small problem, your party is 11 people but the only large table I had sits 10. "
"No problem Amanda, pussie does not sit on chairs. He loves to dance, and when he isnt', he can just get on all fours."
"oh I can't wait to see pussie dance" laughed Amanda.
Brit smiled "Don't worry Amanda, pussie is going to do more than dance tonite"
-
Paart 24
Everyone sat at the table, everyone but pussie. The sissy tried to hide in back of the table so he would not be noticed. His step daugher Carol would have none of that "Come on pussie, stand in front of the table on the dance floor so everyone can see what a "hot" sissy you are". Wendy and Amy grabbed the leash and pulled pussie onto the dance floor. "Now dacne for us pussie- and shake it girl" they ordered.
pussie began to dance, though in truth he was barely moving. "Move it pussie" said Brit, putting a pink wood paddle on the table- one with holes drilled in the business end. pussie knew too well how much that paddle stung . As embarrased as he was to be standing in high heels, a tight sweater and so short skirt in front of everyone at the club, his fear of being paddled was worse, so he began to really dance, shaking his hips and boobs, his short sweater pulling up and his short skirt swirling around showing off his prettyfied wee-wee and rear end. People walked by , looking and laughing at the sissy and making rude comments.
Just then the DJ stopped playing and Jillian, the club owner took the microphone. As a spotlite shown on the center of the dance floor, Jillian asked everyone to find a seat for a special show. pussie looke for someplace to go, even if he had to get on all fours. But before he could move Jillian walked over and grabbed his pink leash, yanking him to the center of the floor.
"Whats your name honey? Jillian asked pussie as she held the microphone to his mouth. pussie looked down not wanting to answer.
"Oh you can't be shy, not with the tigth sweater showing off your tits and that short skirt which does nothing to hide your lower charms. Now we all want to know who you are so speak up" Jillian said with a wicked smile.
The spot lite was shinning on the sissy, his face, even with its pink sparling make-up was crimson red. Jillian yanked his leash "Haven't you learned to obey your elders? Anyone here have a suggestion as to how to get this hot girl to talk?" Jillian asked looking at the audience. A woman shouted out " spank the sissy's ass!" "Gee does everyone agree with that idea" Jillian asked" Yes Yes , spank it hard" was the audience's response.
Well pussie speak or spank? The poor sissy looked at Jillian "My nameth isth pussie" pussie said in a low whisper.
"No one can hear you girl" Jillian responded and with that she smacked pussie's rear end with her hand. "Now say it loud or you the next sound out of your mouth will be a scream as I really wack you"
"My nameth isth pussie' the sissy said in a louder voice as everyone laughed.
"pussie are you a pussie" giggled Jillian. "i am a sissy" pussie responded.
"Well do you have a pussie or a pen-is" Jjilian asked again, enjoying the sissy's squirming in front of everyone.
" a pen-is" the sissy said.
"hmm lets see" Jillian said as she lifted the already ridiculously short pink and white wool skirt, tucking it under the sweater. "turn around in a circle so everyone can see for themselves." Jillian ordered.
The DJ put on "the stripper" music as pussie began turning around on the dance floor. With his hands chained up to his chest, and his skirt tucked under the sweater he was on total display.
" So how many of you think pussie has a pen-is ? Jillian asked the crowd.
People yelled out "no way, thats a cl..t, and a small one at that"
"Its a belly button" another woman yelled out.
HOw many think its a pussie? asked Jillian. Everyone stamped and cheered at her question. "its a little girl's woo-woo" someone said.
pussie wanted to disappear, but no such luck.