“The Baby-sitter.”

 

            Jack was scared. Upset too, but scared. That night was supposed to be full of fun, with his friends, and there he was. Eileen turned off the light of the room after took Jack to bed. She even disconected his red clock and the room was totally dark. He cannot see, but can feel the cord that tied his wrists and ankles to the bed. And the cloth diaper that Eileen put after made him naked.

            First he heard the laughing of Scott. It heard as if he was far away. Later, Richie’s laugh, louder. In any moment she would open the door...

 

***

 

            They were three close friends since they met at 3rd. grade. They always wanted to be in the same team, and worked better this way. Their friends called them ‘Hugh, Dewey and Louie’ like Donald Duck’s nephews. Scott, a bit taller than the other two and a little husky, he was the most athletic of the three, when they fight he always win, honey-colored hair and brown eyes. Richie, the shortest, a skinny boy, lots of curly red hair, white skin but a freckle-full face with green eyes. Loved to read horror comics and to play ‘detectives’. Helped the two others with math. John (Jack to his friends) very shiny and silky black hair and pale blue eyes. One of the best in class on history and geography. Likes soccer, but watching. Playing it he was a total mess. In fact the first time he played with his class team in uniform, he had a crash so hard he almost broke his left leg. He had to use a brace for three weeks. Prefer to read when his friends play video games or fight. The three were 11 years old.

 

            During summer vacations, Jack’s parents were invited to the marriage of an old friend of his dad. He would marry in a far city, so they would have to spend the night there.

Jack was worried that his parents would want him to go with them, but instead they asked his older brother, Mark, 18 years, to take care of him. He liked that. Mark could be bossy sometimes but most of the time was a nice brother...except when he was upset.

            But soon, Jack was an idea. He asked his parents if he could invite Scott and Richie to a sleepover. They would behave, and wouldn’t make a mess of the house. Mark will take them under control.

            His parents saw at each other. Okay...if Mark agree, he could invite them. Mark sold expensive his approval: Jack would have to cut the grass, wash the dishes and wax Mark’s car several times, taking his place. Later, that same day, he invited his friends and they accepted. With his parents out, Jack told them, Mark surely would want to invite a girl, or talk by telephone with some of his girl friends, so he would be in a closed room, leaving they free to do other things.

 

            Jack’s parents left in the morning. Richie and Scott arrived at afternoon. They both brought sleeping bags and backpacks. They would sleep in Jack’s room. Jack took out his own bag: it won’t be courteous let his friends sleep in the bags and he on his bed.

            The three went to the backyard and did play some basketball. Scott won. As usually. But when returned to the house, Mark told Jack there would be a slightly change of plans. Mark was invited to a party in a friend’s place, few houses away. To be able to assist, he asked one of his friends, a girl called Eileen to baby-sitter them. Jack protested, they had a deal. “Yes, only that instead of me, you will be with Eileen. You will like. She’s nice.” said Mark “Hear this: I will wash the dishes and cut the grass for you.”

            “You can let us alone, Mark. We will be safe and won’t mess the house.”

            “Ha!, Ha!, Don’t make me laugh. You would burn it down, without problem.” said Mark.

            The night of fun seemed to be going down. Jack threatened:

            “If you don’t let us alone, without baby-sitter, I will tell dad.”

            “Come on, Jack. It’s only for today.”

            “We are not babies to be with her.”

            Mark made a quick move and embraced Jack from behind. He raised and squezed him hard enough. Jack moaned and tried to open Mark’s arms, but he was too strong.

            “You won’t tell nobody, will you?” asked Mark. Jack cannot answer.

            “Will you?” asked and squezed him again.

            “I won’t...” Jack whispered.

            Mark lowered and pushed Jack’s body and head against the wall. “Look, dumb thing. If you say dad or mom about this, you can forget my help for anything for the rest of your despicable life. And guess what? I can turn your life into a nightmare. You know that. What you will say?” His voice tone was ominous. He pushed Jack’s head harder.

            “I...I won’t say nothing...”

            “I cannot hear you.” said Mark and pushed again.

            “AUU! It hurts!” he moaned.

            “Of course it hurts!”

            “I won’t say nothing to no one...”

            “You won’t say nothing, what?” he asked.

            “I won’t say nothing to no one...brother.”

            “You are warned, kid.” he released him and went away.

            Jack stayed against the wall. His brother reacted that way when he was upset with him. It was his way of make Jack’s life miserable. That times, he feel his brother able to do anything to him. The big brother treating the little body of his brother like a toy. He felt like a little boy and defenseless. He tried not to be a bad brother, but why Mark treated him that way? He wanted to cry.

            He went to the living room. His friends looked at him, with curiosity. They heard part of the talk. He sat and told them the change. He was ashamed and didn’t want to see his friends to the eyes.

            They stayed quiet a few moments. Then, Richie kneeled on the floor and low his head until he made eye contact with Jack’s low head. “Are you feeling okay, Jack?” he asked.

            “No. I...I wanted you to have a good night, but...”

            “Do you think we are upset with you? Because you are blushed.” said Richie.

            “Well...Maybe...” he finally lifted his eyes.

            “Scott, grab him to show him we’re not upset.” he joked.

            “My pleasure.” he said and grabed Jack from his arms, while Richie got his hands under Jack’s shirt and began to tickle him.

            “No! No!...Ha!, Ha!, Ha!” He began to laugh. It wasn’t so bad, uh?

           

            The babysitter came when outside was dark. They heard his brother and her talk a little and then the door closes. Mark and Jack didn’t talk a single word. Someone appeared in the living room door.

            “Hi, boys. I’m Eileen.”

            She was an attractive girl, in her late teens or early twenties. Blonde, green eyes in an oval face. Thin, but well formed, specially her breasts. She was smiling.

            “Well, boys, Mark didn’t tell me you’re so quiet.

            They looked at each other and smiled.

            “I don’t mind if you begin by telling me your names.”

            The three told their names. Eileen explain them that she had a little business of baby sitting and one of her friends, Mark, asked for her services. She knowed the boys tend to be a little restless and she didn’t want to stop them, so, if they made a little effort, and tried not to be very messy, she would let them play and have fun. If they misbehave, she would have to use a little force...

            Later she let them watch some T.V. while she read. “She doesn’t look very bad, does she? Jack asked. Richie at his right agreed and Scott... Jack noticed that Scott was staring at her instead of the T.V.

            “Scott!”

            “Mmh?... What?, What did you say, Jack?” He sounded like if he had just come out of a dream.

            “Scott, you like her? Jack was amused.

            “No!, Of course not. I just wanted...wanted to see her well...” He was blushed.

            “Scott has a girlfriend...” Richie sing in low voice.

            “Shut up, match head.”

            “Well, she is nice, isn’t she?” The three agreed.

           

            Later she ordered they to set the table while she prepared dinner.

            “Aren’t we going to have pizza?” asked Richie.

            “Mark suggested that, but I prefer to make some more nutritive for you.”

            The boys looked each other and sighed.

           

            She made ‘Pork with white sauce’, that was tasty, but not the spinach and watercress salad with vinaigrette sauce. And a pitcher of iced tea. She took them to the living room and offered Oreo cookies.

            “Don’t you want to play videogames? she asked.

            “I have only a few, and we know them by heart.” Jack explained.

            “I’ll see what can I do.” She took a big purse that Jack noticed she brought with her and showed them a box with a lot of videogames, some for Nintendo, some for Playstation. They were amazed. “Wow! I did play this at the store, but my dad say it’s too expensive...” said Richie. “I asked for this, next Christmas...” Scott commented about other.

            While playing Richie asked: “How a girl like you have all these games?”

            She winked, “It’s a investment. It’s my business. Remember?”

            Invited to play, she demonstrated was a challenging rival.

            “Jack, while Scott and I play this round, take a shower and put on your pajamas.”

            “It’s too early, Eileen!”

            “You’re not going to bed, Jack. Not yet.”

            “Eileen...”

            “Yes?”

            “Can I shower with Richie?” Jack asked. Richie giggled.

            “No, sir! You will shower alone. And the same for you, boys.” she looked determinated.

            When he finished with the shower, Jack put on a pajamas short pants and a shirt with a football player on it. Eileen took the hair drier and combed his. Next turn was for Richie, and was a problem for Eileen: red hair tends to tangle very easily and Richie’s was no exception. When she, at last, finished (with a few moans from Richie), Scott was already showered. Richie had a fleece short and a t-shirt, but Scott didn’t brought a pajamas shirt and asked Jack to borrow one. “I thought I would not need one.” he explained. He had a basketball-type shorts.

            After finished combing the three boys, she said: “Well, let’s have some fun.” She looked into her purse. Jack thought in the purse like a magicians hat or a surprises box. “First, I am going to put on you these cloth diapers.” she said showing pieces of white fabric.

            What? Diapers? The boys looked at each other, surprised. Was it a joke or what?

            “Please took off your pajamas.”

            “Eileen, You’re joking, aren’t you?” The boys looked nervous.

            “No, I am not. We’ll have a fun night, but first you will have to put on these diapers. After all it’s cleaner, more comfortable...and you boys look cute in these!”

            “I don’t want to...” Jack began.

            “Boys!” she sighed “You’re all the same!, I have changed a lot of babies, and you have nothing I don’t know. Come on, We’ll have some fun, later.”

            “I won’t take my pajamas!” Jack said. What kind of baby sitter did his brother find?.

            “Well. Scott?” she asked.

            During all night Scott looked continuously at her. He would made anything for her.

            Scott hesitated, looked at his friends and began to took his pajamas as he giggled. He put his hands over his groin area. Eileen looked pleased.

            “Richie?” she talked again.

            Richie began to giggle too, and took off his pajamas. He had his briefs on and say: “These, later...”

            “Well, Jack?” she was smiling triumphantly.

            He didn’t believed his eyes. Maybe if he run to his room...

            “Scott, Richie, Would you help me?”

            “Of course.” they said laughing. They grabbed Jack’s arms and began a little fight to take off his pajamas. It only took a couple of seconds. Jack was demoralized. His friends...

            “Don’t be scared, Jack. I won’t hurt you.” she fondled his hair “We’ll play a fun game. But you behaved like a baby, now you will have to wear this baby-blue diaper.” She showed it.

            Jack wailed softly and looked at his friends. They were still giggling. “Come on, Jack. It’s a game.” Scott say. Jack lowered his head. The night got worse.

            Eileen spread the diaper on the floor and told the boys to laid Jack over it. He didn’t resist. It would be useless. She folded the diaper, adjusted it and tie the cords, one at each side, with a shoe knot. Then she put three diaper pins on each side of it. She let Jack stand and gave a soft slap in his bottom. Jack sat and put his face between his hands. He wanted to cry. He was naked in front of a woman. She put a diaper on him. He was ashamed and scared.

            Scott helped Eileen with his diaper, a white one. She put and secured it fast. She whispered something at his ear. Both looked at Jack and laughed softly.

            Richie got near Eileen. She tooked his hands in hers and talked a bit. Richie had a big smile and his eyes shined. Jack did stand up and tried to take off the pins.

            “Jack, if you take off your diaper, I will have to tie your hands.” she said with an ominous tone.

            Jack sat again.

            Richie took off his briefs while giggling.

            “Richie, your body is as red as your hair.” she joked.

            Richie’s diaper was white too, but he had to lay to let Eileen put it on.

           

            “Boys, you look great!” she said.

            “What are you going to do with us?” Jack asked nerviously.

            “We’re going to play ‘10 minutes of terror’. I will tie your hands and feet and will tickle you wherever I like, for long ten minutes full of sheer terror.’ she explained.

            Tickle?, Jack thought. It won’t be so bad. He feared she would like to do another things... But why she want to tie them?

            His friends giggled again.

            “Jack, has your house a basement?” she asked.

            “Ye...yes.”

            “Okay, let’s see it.” she said, taking the now dreadful purse.

           

            In his way down, Richie noticed that the diaper was not uncomfortable as he thought first. It was not too thick, like the disposable diaper his aunt uses with his baby cousin. It felt warm, but not too much. And it felt soft. He noticed, when Eileen put it on, that it was some kind of soft fabric. And it made a soft noise, ‘suish-suish’, not the crinkle sound of disposable. It was a bit big for him: it was rubbing his dick. It was comfortable and uncomfortable at the same time.

           

            In the basement they found some chaise longues and long lawn chairs. She ordered Scott to lay in a chaise longue and tied his hands over his head and his feet to the frame, with a soft rope she took from her purse. Jack wondered what else would Eileen carry. A whip, maybe? Now Scott looked nervous. She fondled his cheek and told him she would return soon. Richie and Jack took two lawn chairs and carried them upstairs. Jack seemed a lot better.In the door Richie’s diaper fell. They laughed. Eileen lay him down again, adjusted the cords and put an extra pair of pins. “Okay, now it’s sure.” she said.

            She ordered Richie to open the a lawn chair in the dining room, after closing carefully the curtains. She tied him, the same as Scoot, helped by Jack, the two boys giggling.

            Next, Eileen and Jack went to Jack’s room, carrying the last lawn chair. When Eileen noticed the feet of Jack’s bed were solid, she ordered him to “Forget the chair. I will tie you to your bed.” She took of the sheets of bed and Jack lay over it. The rope was soft, but resistant. She tied her hands to the headboard and run a rope from his feet to the bed feet.

            She made it taut, but when Jack began to protest she loosened it.

            “You’re still upset, aren’t you? Eileen asked as she uncombed his hair. Jack turned his head to the other side.

            “It’s only for some minutes, Jack. You will like it, later.”

            She disconnected the clock and closed the curtains, turning off the light as she stepped away.

            Jack tried to tear the rope, but it was resistant. That wasn’t too bad. Some months ago, Richie put him a pair of toy handcuffs, while he play with his dick. The handcuffs were made out of steel, like the real ones, but they have a ‘security latch’ that opens with a flip of a little lever. Richie’s mom bought them, after Richie insisted he wanted a ‘detective kit’: a badge, a revolver, a magnifying glass and a pair of handcuffs. Later he ‘modified’ them to made as real: they needed the key to open. When Richie put them in his wrists, he knew for the first time what really means ‘to be prisoner’. Later, he asked, nervous, to be released.

            He was really, a little scared. Richie noticed, but he didn’t say nothing.

            This time was different, he was scared to be prisoner, to be defenseless, to be in total darkness and without knowing what Eileen really wanted. He was ashamed of being nude, of being diapered. He was upset, too. Of being tied, of his traitorous brother and friends. Of Eileen.

            But he felt pleased, too. He began to liked the diaper, it was... well, comfortable.

            He heard Scott’s laugh, in the basement, later Richie’s from the dining room. He rested his head in the pillow. He was waiting.

           

            ***

           

             The door opened and Eileen turned on the light. Jack had to close his eyes.

            “Are you ready for your ‘10 minutes of terror’?” she asked.

            “No.”

            “What a pity. I will start anyway.” she joked.

            She began to tickle and Jack began to laugh. He laugh as never before: Eileen’s fingers were fast and soft. They found every ticklish spot of his body: armpits, sides, belly, feet. She run her fingers lightly over the soft skin of the inside of his arms, forearms and neck. She stopped when he needed to breath, and began again once and once again. She used things like feathers and a soft comb, but her fingers were the best instrument. His belly hurted and he was sure he wouldn’t be able to feel more tickles. He was wrong. Eileen tickled a immobilized body. Jack was unable to move or escape the tickling. The soft ropes retained, but they didn’t harmed the skin.

            “S..stop, please. Ha!, Ha!, Ha! No more!” he laughed, gasping “I’m going to pee...Ha!, Ha!, Ha!...”

            “Maybe. What about this?” she answered tickling his armpits.

           

                        Then, in a burst of laugh, he felt a warm humidity. He realized he had pee in the diaper. He knew it would happen and tried to avoid it, but the tickle was too much.“Eileen. Wait, please. Stop!”

            “What’s the matter?” she asked when stopped.

            “I... I pee in the diaper. I need to go to the bathroom.” he blushed.

            “Same as your friends. Other reason to put the diapers. Don’t worry. I can change you. Now, what happened with this little belly...” and she began to tickle again.

            Jack had to pee again, a couple of times.

           

            When Eileen finished, he untied Jack, turned him over his belly and began patting in his back. Jack stopped laughing little by little. He was too tired. She let him sleep a little.

           

            “Jack, Jack. Time to wake up.” she shaked Jack’s shoulder gently.

            “I’m tired, Eileen. I want to sleep.” he moaned, rubbing his eyes.

            “Only a few seconds. I’m going to change your diaper. On your feet.”

            Jack stood, unwillingly. She smiled at him, retired the pins and took off the somewhat humid diaper. Gave him some toilet paper.

            “Clean your groin.”

            When he finishes, Eileen say: “Now a white diaper for you.” taking one out of her bag.

            When she was putting it, Jack noticed it was different. “Is it a cloth one?” he asked.

             “No.” she said “Cloth is for day and ‘throw’ is for night.”

            Jack was staring at floor. He was ashamed: the last time his mother (or in fact, any other woman) looked him naked was several years ago.

            “You look better with the disposable one.”

            Jack yawned.

            “Which bag it’s yours, Jack?”

            “The ‘Star Wars’ one.”

            Eileen unzippered the bag, put side by side with the other two and ordered Jack to get inside.

            With Jack inside, she zippered it up and gave Jack a kiss in his cheek.

            “Good night, Jack.”

            “Don’t go, Eileen, please...” he tooked her hand, his eyes closed.

            “I will go for your friends. I will stay here.” she fondled his hair, and went out of the room.

           

                        Some minutes later, Eileen came inside with Richie by her hand. He was wearing only a disposable diaper, too. His little skinny body looked cute. Eileen put him inside his sleeping bag and went for Scott.

            “You look sooo cute, little Richie.” Jack joked.

            “You too!” shouted Richie. He was blushed again.

            After several seconds, Jack asked: “Richie, you like the diaper?”

            Richie took his time to answer with his half asleep voice: “I think so...And you?”

            “The same...”

            Jack was thinking that the disposable diaper felt even more soft and warm, when he fell asleep.

           

            At about 6 A.M., she woke they up and told Jack that his brother arrived at about 4 A.M.

            One by one, she took off the disposable diapers, checking for ‘accidents’. They were smiling: were too sleepy to do something more. She didn’t find nothing. Then she let them to put on their pajamas. She told Richie she liked best his little body and helped him with the pajamas, as he giggled. Took them back to their sleeping bags, fondling their hair, and she gave to each one of them, a kiss in their cheeks. Jack asked her then, if she could babysitter they again. “Maybe my parents would need a babysitter soon...” Richie told her sometimes his parents hired one for his sister and he. Scott asked, too. She only said “Maybe, maybe. We’ll see.” She put their diapers in a bag. said goodbye and closed the door. They slept until 10 A.M., more or less, made toast bread with margarine and grape jelly and big glasses of chocolate with milk. They sat, still on their pajamas in front of T.V., saw each other and they bursted in laughs. “Oh man! It was great! I loved!” Jack laughed. “I thought I would die of laugh.” say Scott. They keep laughing, until Mark came down to asking for a little silence, “Sure you got a fun night, sex monsters.” said before he returned to bed.

           

            Jack’s parents returned at about 1 P.M.. Later Scoot and Richie were picked up for their parents. Jack, after ‘negotiated the deal’ with Mark, asked him if he had the address or phone number of Eileen. He said that he would write it down when he needed it.

           

            Jack, Richie and Scott made several plans to be babysitted...and diapered, of course, by Eileen again, but they never succeded to. But they managed to get some cloth and disposable diapers and used them on several very funny sleepovers they had. But they never forgot Eileen.


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Age: <8 8 9 10 11 12 13 14 15 16 17 18 >18
What diapers do you wear? Cloth Disposable Multiple Underpants I do not wear diapers
Are your diapers plain white? Always Usually Sometimes Rarely Never I do not wear diapers
Do you wear multiple diapers? Always Usually Sometimes Rarely Never I do not wear diapers
Are you pantsless at home while in diapers? Always Usually Sometimes Rarely Never I do not wear diapers
How do you use your diapers? Pee Poop
Who else in your family has read this story? Mother Father Older Brother Younger Brother Older Sister Younger Sister
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