Babysitter Tied Up

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Babysitter Tied Up
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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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, acting like he was the bad guy now. I went along with the game, and pretended to be all scared, saying that I won’t scream for help if he didn’t gag me. He then told me to be quiet and placed the sock in my mouth, then tied it in back of my head with the knot resting on top of my ponytail I sported (I remembered that, because the sock was wrapped over my ears, muffling any noises around me).
The gag did a good job at stifling my speech, and I continued to play the helpless damsel while the two of them taunted me and asked where the valuables were located. I tried to tell Charlie that I can’t answer him back with a sock in my mouth, but he just laughed at my inability to talk back.
It was then that the innocent game turned more serious…
Charlie pulled out a longer strand of rope he had hidden from underneath his shirt with another look of excitement in his eyes. I quickly realized that he intended to tie me up even more so. Well, at this time I had enough of playing their little game and attempted to free myself of my bonds, except that my wrists couldn’t slip through the thin laces he tied on—that little creep lied to me and did tie them up tighter after I told him not to.
He knew that I wouldn’t break free right away and rushed towards me while I was still vulnerable. Luckily, my ankles bindings were still loose and I slipped my feet through the laces, then used my legs to defend myself. Jimmy, meanwhile, was just watching by the sidelines, giggling through all this as he figured this was still part of the game. I tried removing the sock with my tongue, but Charlie tied that on tightly as well.
Even though I was older than Charlie by five years, I was not that much bigger than him (I am petite, for those of you that don’t know), and I had a difficult time trying to fight him off. I did manage to wrestle him off of me and was able to stand up on my own two feet.
At this time, Jimmy was joining in the fun, trying to tickle me since my hands were still bound. Charlie kept trying to grab my legs to tie them back up. I had a right mind to kick him in the face to teach him a lesson, but he was, after all, still a child, and I didn’t want to risk hurting him badly.
During the little melee that was going on, my hands finally began to slip through their bindings, and they were soon free.
After seeing that, Charlie instantly ran back upstairs, afraid that I was going to punish him. Jimmy remained where he was and looked upset now. He gave me one of his doleful looks, which makes him look so adorable.
After removing that sock from my mouth, I went over to Jimmy and hugged him warmly, telling him that he was not in trouble—it’s his brother that I wanted.
Charlie had locked himself in his room, and was afraid to let me in. I began to feel a little bad at all this, and I promised that I wasn’t going to punish him (I would leave that to his parents).
In the end, Charlie did let himself out, and the remainder of the evening was spent watching TV and eating popcorn. The events that happened earlier were never mentioned, and there were also no more tie-up games after that.
The coda to this story is that six years later, I ran into Charlie unexpectedly at the local supermarket and we were reminiscing briefly. He apologized about the whole “incident” since he never really told me that before. I accepted it, and even said to him that I was using that game of his as an idea for a story I was planning to write (it became the basis for Lila’s “Perils in Babysitting” story).
I didn’t ask him if he had tied up any other girls since (and I didn’t want to know), but looking back at it, I have to admit that I did find enjoyment in it as well. The experience of being held captive and menaced by the villain (in a playful, controlled setting), gave me some insight and inspiration that would later find itself into my Katie Spencer series.
Great story. Thank you for sharing it with us.
Always LOVE stories where the teenage girl babysitter is overpowered by the younger children she is babysitting!
My FAVORITE is on the web-site:
"Stories of Tie-Up Games" (click-on) "Archives" (click-on) "Best Stories from Bob's Old Archives"(click-on)"MY FINAL SHADE OF RED" story in second column--Happy Reading!
Sorry! The CLOSEST link to the afore-mentioned piece is:
http://www.asstr.org/~canuck100/1998/Bobs-archive.htm # My Final Shade of red (by JD)
and when you get on THAT "home page" click-on the story's title in the second column--near the bottom!
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This is one of those stories it will be hard to explain to the grandchitterlings, as well as Saint Peter at the golden gates of heaven.
Sep 30, 2014, 06:01 PM EDT | Updated Dec 6, 2017
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This is one of those stories it will be hard to explain to the grandchitterlings, as well as Saint Peter at the golden gates of heaven.
I believe that all humans are innately good, including me and my little brother on the night that we duct-taped our babysitter to the kitchen chair.
We just wanted to do her hair and make-up. And trust me, the girl needed it.
She was our neighbor in a mountain dust-hole of, oh, a dozen houses. Our nearest "big city" was Masonville, whose current population -- about 700 people -- has more than quadrupled since I was a kidnapping kid. And little miss Babysitter's Club didn't even have electricity. In the '80s.
Sometimes, you have to go great lengths for a fashion intervention.
We lugged a chair to the bathroom, right in front of the mirror. Then we unloaded onto the counter my mom's dump truck of blue and green eye shadows, curling irons and enough Aqua Net to single-handedly blow a hole through Mother Earth's soul. I instructed our babysitter to sit on the chair. And half-attentive and clearly just eager to pass the time so she could get back to daydreaming about Michael J. Fox, she did. Bam! The trap snared.
We chatted while I casually began taping her hands behind her back. My brother, with his curly mullet with radical zigzags shaved into the side, took care of her ankles. One secured to each leg of the chair. She giggled. I plugged in the spiral curling iron and slowly dragged a ratting comb across my stonewashed denim. Then she gulped.
She thought we were playing a game. Until the third roll of duct tape and the realization that she couldn't, in fact, get out of the chair. She protested and began squirming. It was easier to reach her bangs after she rocked the chair onto the floor. Like Leonard Cohen, we broke her throne and cut her hair, and from her lips we drew a "I'm gonna tell your mom!" Hallelujah, she looked good as she threatened our very lives, though.
As a talented and, ahem, highly motivated 7-year-old, assisted by my 4-year-old brother, we transformed Laura Ingalls Wilder to Cyndi Awesome Lauper. Complete with crimping, braids, pink permanent market highlights and the tallest bangs on this side of Texas.
Needless to say, when my parents arrived and cut her loose, the babysitter swore she'd never return. And my parents had to leave her a major tip.
That is, after my mom casually remarked, "Your hair looks great. The elephant ears were a risky but good choice," followed by, "Only duct tape, eh? You got off easy."
Before she grounded us for about 13 years.
The next school day, I saw the babysitter across the playground. As she spun in the opposite direction and began running away from me, I noticed something in her hair: a new pink braid. It looked great, even while flapping against her cheek as she ran.

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