Babysitter Bondage Story

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Babysitter Bondage Story
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I'm 20 years old and I don't babysit as much as I used to but still on occasion do. I have straight, light brunette hair that hangs just past my shoulders, brown eyes and a curvy build. I first started babysitting when I had just turned sixteen, I used to do it regularly, at least once a week, for one family who had three kids, an eight year old, a ten year old and a twelve year old. The ten year old was a girl and the other two were boys, I'll call them Matthew (8), Katie (10) and David (12) rather than telling you their real names. The first few weeks with them went seamlessly, no problems at all, they always did what they were told and mostly wanted to watch a film then go to bed as I was usually just sitting for them in the evenings. About two months after I started sitting for them, I was asked to sit for a whole day, I think it was a Saturday. Anyway, I agreed and turned up early in the morning wearing a plaid shirt with the sleeves rolled up and a pair of denim hotpants. I was barefoot because it was nice out and I decided to wear sandals. When I got there the kids were still asleep so their parents went upstairs and told them they were leaving and then left me in charge, they also told me that the kids had homework to do and requested I try and make them do it before bedtime. Katie was the first to get dressed and come down to see me, soon followed by Matthew who wanted to watch cartoons so they settled down in front of the TV. Finally David joined us and I fixed them a snack. Once the cartoons finished I asked them nicely to do their homework which they never minded much before. Katie and Matthew went and sat at the kitchen table and started but David remained on the couch. I asked him again if he could go get his homework out of the way, that way we could play a game later. "Can't I show you what I learnt at scouts?" In hindsight I should've said no and persisted until he got his homework done but I said something like "Okay, sure!". So, he ran to his room and came back with a bag. He held out one of his mother's silk scarves and requested I tie it over my eyes and hold out my hands so I wouldn't ruin the surprise. I took the scarf and tied on a blindfold, he told me to tie it tighter because I was cheating and was going to peek so I tightened it up so I couldn't see, then held out my hands. Next thing I knew, I felt something pulled around my wrists, I asked him what he was doing and tried to reach up to pull off my blindfold but he tugged my hands away from my face and told me to hold still or I'd ruin the surprise. I was understandably uneasy at this point as I felt the material wind around my wrists a few more times before being cinched tight. He slid down my blindfold so it hung around my neck when he was done and said "Tada! I learnt some new knots!" David had bound my wrists with white rope and pulled down my blindfold so I could see his handiwork and the secure knot holding tight. I said something like "Wow, that's great, now you can untie it and go do your homework!" Of course he didn't, he told me to hold still while he shows me how the knot is tied this time, grabbing my ankles and pulling rope around them, I tried to pull away but he just pulled the rope tighter and told me to watch not struggle. It wasn't long before he'd knotted that rope too. "Okay, I'm very impressed, now untie me." I tried to regain control. Next thing I knew he was covering my mouth with his hand and looking behind me, I assumed that Katie and Matthew had finished their homework. My suspicions were confirmed when I hear Katie say "What are you doing David?" and Matthew added with a tone of excitement "Are you playing a game?" I saw a grin appear on David's face but moved my head out of his grip. "No we're not playing a game, now could you untie me please?" Matthew looked disappointed until David said "She's lying! we're Indians and she's a mean old cowgirl trying to invade our land!" Katie and Matthew gasped then Katie asked "What do we do?!" "We have to tie her up and make sure she can't get away!" David encouraged them. They ran off to the garage and returned minutes later with climbing and skipping ropes. "I'm not trying to invade your land! I promise!" I pleaded as they approached me with the ropes, they gave David the ropes and he tied just above my knees, then pulled a rope around my middle and tied it so that it held my arms down. "Okay! You win, this was a lot of fun but game over, untie me now!" "She's calling for back-up!" Matthew exclaimed. "What? No I'm n-" before I could finish my sentence a balled up silk scarf was stuffed in my mouth and my former blindfold pulled up to cover my mouth and hold it in. My former blindfold had become an over the mouth gag but David decided for it to actually work he'd need to tighten it up so he undid the knot, pulled it as tight as he could, making it more like a cleave and re-knotted it. There was one more length of rope that was added to me, tying my ankles to the coffee table so I couldn't "hop away". And that's when the tickling began! I have very ticklish feet and with them being bare that wasn't a good sign as they dived in tickling all over my soles until I was crying with laughter, powerless to stop them. Then they got bored and just left me "Cmmmmmffff bgggggg!" I called for around an hour but they weren't coming back so I tried to get free without any success. I was left tied up until their parents came home that evening and found me. They untied me and I even got a little bonus, they practically begged me to babysit again and not be put off by the experience. Truth was, this was my first babysitting tie up and I actually didn't mind it too much and so agreed to babysit for the kids again.

Jewell was visiting Sophia. They had been friends for years but Jewell had a tendency to get bored easily, even when with Sophia who was one of her closest friends. On this one particular occasion Sophia was tired and couldn't deal with Jewell's constant moaning about being bored.

"If you're so bored why don't we do something?! Anything you want!" Sophia gave in.

"Yay! How about we dress up? I bagsy your ultra sexy maid uniform!" Jewell grinned.

"Fine… and what should I dress up as?"

"Do you still have that cat burglar outfit?"

"You mean the black leather catsuit?"

"Yeah!"

"Yeah… I've still got it…"

"You wear that and I
This is a true story about my first time getting tied up whilst babysitting. Hope you enjoy!
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I admit it, that was a cool story!

Stories from days past, you can find masterposts for series here about older stories, you can also post your favorite older stories here as well, be sure to credit the author.
More Stories wrote:
Jacked Off by the Babysitter by More Stories

When I was a teen my little brother and I had a babysitter watch after us when my parents went out. I personally felt like I was too old to have a babysitter, but since I was known for being a troublemaker, and I was stuck with a younger brother (11) too I was condemned to being babysat even at my age. Fortunately, we had a hot looking babysitter named Nancy, who was 18 with big firm boobies, green eyes and beautiful auburn hair. In front of my parents she always acted all calm and proper, but when my parents weren’t home she was a very different person. She would let us do a lot of things that my parents would never approve of like stay up and watching grown up programs on cable that had bad words and nudity, eat junk food, and even teach us dirty words. She knew I was a horny little devil and liked to tease me in different ways.

One night when babysitting us we were playing cops and robbers with my little brother to entertain him. We would take turns, one person being the policeman, and the other being the robber wearing a ski mask. We used the whole house, and with the lights off the robber would have to sneak into rooms and steal stuff putting it in a pillowcase without being caught. The police person would go through the house one room at a time looking for the robber. If you didn’t listen, and hide really good the policeman could find you and arrest you. We had these cheap handcuffs that were actually made from metal, but had a little hidden safety latch on them. Funny thing is it was really hard to reach the release latch if you were the one handcuffed.

One of the times when I was playing the policeman, and she was the robber, I caught her in the den hiding behind the couch. I got to arrest her and “play” search her for anything hidden on her or in her pockets. She let me reach under her shirt and feel her breast through her bra, and reach into her jeans pockets. I even tried to unbutton her pants and got as far as unbuttoning and unzipping them before she stopped me saying that was far enough. Seeing the top of her little white panties with a red elastic waistband and little colored dots on them made me really horny. Her smooth skin and flat tummy drove me wild. I wanted to do more but she would not let me.

We had been playing for a while so around 9:30 she told my brother it was bedtime. He didn’t want to go to bed and was being a brat about it. She ordered him to get into his pajamas, but said I could stay up longer. She put my brother to bed, and I went to change. She was sitting on the couch watching TV when I came out a while later in my lose-fitting pj’s with stripes on them. As soon as she saw me she started laughing poking fun at my pajamas. Feeling belittled I threw a fit and jumped on her trying to overpower her. I was trying to pin her down to the couch but she was stronger. In all the struggling and wriggling around together I got excited. I wasn’t wearing any underwear and with all the close contact I got a raging hard-on in my pants. Then she rolled me over on my stomach and managed to handcuff my arms behind my back! With my hands behind me I could not reach the little release catch. I was stuck handcuffed with a hard-on grinding against the ground now! I mean it got rock hard. She said she was going to spank me like a little baby if I kept misbehaving. I didn’t care. Then things got even worse (or better depending on how you look at it). When she rolled me over again to talk to me the head of my erect penis popped out of my pajama fly! I was so embarrassed that my face became hot. She stared wide-eyed at my helpless twitching penis as I lay there powerless to do anything and reached down and grabbed it by the shaft. I guess I have a pretty big dick for my age and she seemed to be very impressed with it. “Oh my!” she said with a sly tone in her voice. “Well we are a very bad boy aren’t we?” I was really embarrassed but really turned on too at the same time and just stood there speechless. Forcefully she pulled me over her lap on the couch with my shoulders propped up on the end of the couch. She pulled my pj pants all the way down and reaching underneath she started stroking my super hard dick with one hand, while spanking my naked butt with the other. “Bad boy!” she kept playfully saying while she lightly spanked my butt and stroked my dick. My dickhead now got wet with precum that she used as lube to stroke me ever further. She spanked and stroked me as I moaned in ecstasy till I arched my back and jutted my hips forward spurting all over the couch pillow! I was really embarrassed after, lying there handcuffed and bottomless with spooge all over me & the couch. She made me promise to not ever say anything about it or she would never baby sit for me again. I eagerly agreed. The she cleaned the couch off and flipped the cushion and told me I needed to go to bed.
Janienudiepants wrote:
Babysitter by Janienudiepants

Very nice story. I babysat a lot for my mom's divorced friends as a teen. Mainly single moms, occasionally everyone else. I dreaded some kids, and others I lived to die for, they were so cute. One pair of boys were four and seven, a bit like you, and cute as h*ll. At bedtime one thing you knew for sure who had a "hard-on." Their little flagpoles stood out of their pj tents once they found the hole. Of course, little boys button pjs have a huge hole in front -- they never button them, and their little d*cks found it all the time in tickle fights, wrestling playing around with them before bed or just sitting with me snuggled up watching TV. I grew up with the impression boys always had a hard-on.

I always enjoyed the cute little kids and what I saw. I imagine their mom played with them like I did. They weren't shy pulling each others pj bottoms down at all -- it was all great fun. They had such cute bottoms! And of course, they shouted with glee whenever they could pull something down from me!

lol
still enjoy remembering...
Janie
A board for stories about girls pantsing and stripping others or getting pantsed and stripped


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by PhilMarlowe » Mon Mar 02, 2020 2:58 am

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After some thought, I've decided to open up my writing for commissions. I have 3 slots open for commissions. To start off, the maximum length of a story that I will write will be 5000 words. The payment structure is as follows:
Amber, a young teenaged babysitter just out to make some money took a deep breath as she happily knocked on the door of her new client Ms. Railway. She had shoulder length brunette curly hair with a neatly pressed button up pink t-shirt with black shorts and a white purse slung over her shoulder with ankle pink socks on and dark shoes. It wasn't long before the door opened to reveal both the husband and wife, both clearly ready for a long night of enjoyment as they were all dressed up. "I'll get the car going," the husband assured his wife walking off as the blonde female smiled at the girl that was giving her a night off from her kids. "Amber right? Thanks again for looking after the kids, getting a babysitter is hard these days," she remarked cheerfully. "Not a problem, I'm glad I can assist! I can handle even the toughest of kids!" Amber assured her. "Right, well don't let them stay up too late and keep them away from junk food and games, they need to get their reading
At a popular diner, two young teens were sitting at a table enjoying a malt milkshake, which Wendy, a short dark brown female who was the voice of reason of the two who wore thick glasses, wearing a yellow t-shirt with a red swear tied around her waist complete with a blue skirt with thick white below the knee socks that sagged a bit with sneakers stared at her best friend for life Beth. Which Beth was a sleek dark hair female which went down to her shoulders wore a dark sweater with a blue navy shirt under it with a black skirt with matching tights on with dark blue leg warmers over her lower legs complete with low ankle boots who always somehow got into trouble. "Beth, please give this snooping up! It's getting more and more dangerous!" Wendy pleaded with her friend, the last time they caught onto some local thugs trying to rob a jewelry store, they nearly ended up sealed into a closet all weekend long. Nothing short of some lose bindings did they manage to get free and flee the
Brooke held her phone to her ear, nodding and agreeing with the person on the other line.

"Alright Mrs. Miles, 3 o'clock 'till 8 on Saturday? Okay. I'll see you then!"

Brooke hung up on Martha Miles, as she sat down on her bed. She'd just gotten a call from Martha, asking her to babysit her three children, Thomas, at the age of seven, Kate, who was ten, and Tilly, who was twelve. The seventeen-year-old girl thought she'd struck a goldmine, as Mrs. Miles was paying twenty-five dollars an hour, and she was babysitting for five hours, giving her a total of one-hundred and twenty-five dollars by the end of the day. Brooke grinned, as she texted
(This is my first request for a story. I'm not exactly sure how well it turned out but if it turns out well, I would consider taking more requests.) Features: Bondage, Tape Bondage, Petplay, Spanking, Gags Basic Premise: A babysitter working her first job gets sent to watch over a kid who isn't exactly easy to handle. *This is a work of pure fiction.
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Ya continue this. Like (What Have You Done!!!)

The story I’m about to tell is based on actual events (with some of the details enhanced for dramatic effect).
It was a typical night of babysitting the Davis boys, aged 9 & 7 (I was 14 at the time, just before I began my writing venture), and for this one night, the eldest one, Charlie, wanted to do something different. I thought, why not, as our typical evening of watching the Disney Channel or playing their Playstation games (which I stink at playing) was getting a little too routine.
Charlie explained that he saw a show on TV recently that showed a girl being held captive by a robber and wanted to know if we could play that game, with me as the captive girl.
At first, I was taken aback by his unexpected suggestion, for it was not something you hear from a 9 year old boy (at least the boys I know), but they were both very good kids, and I eventually gave in, but only on the condition that I can escape on my own. They both readily agreed.
A few minutes later, they both returned with some shoelaces and a white tube sock. The game was to be like what Charlie saw on the show, a girl taken prisoner by a home robber (or in this case now, two robbers).
They wanted me to sit in a chair, but I refused, fearing I might not be able to break free from being in that position, so I asked to just sit on the floor in the downstairs family room.
Jimmy, the younger brother, wanted to tie up my ankles (it was summer at the time, and I wore only flip flops, so my ankles were bare). I told Jimmy not to tie the laces too tight and to leave the knot loose. Fortunately for me, Jimmy was just learning how to tie his own shoes at this time, and he did a good job at keeping my ankle bindings sufficiently loose-fitting.
Charlie wanted to tie my hands up, and asked me to place them behind my back. I adamantly said no, and told him he could tie them in front. Well, that set him off as he wined, saying he wanted to recreate the tie-up scene exactly as he saw it (the boy has a photograph memory). I finally relented, telling him to make sure that he ties them not too tight (I decision I would later regret as I should’ve switched the brothers in tying up my limbs).
Once he was done, Charlie then grabbed the tube sock, looking all excited at me. I figured what he had in mind with that, but first asked him where he got it. He told me that it was his father’s sock, and he got it from his dresser drawer, so he claimed that it was clean.
Figuring I was already suitably trussed up, I again allowed him to continue to complete the scene. He told me to open my mouth,
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