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SwimKid wrote: Johnny: Tied n' Stripped by the Babysitter by SwimKid

Where I live, babysitting is a normal job for girls, even at the young age of 14, I had quite a good brand of babysitting. But, boy, this time was much, much better. The jackpot of babysitting presented to my face. I'd be sitting two kids, just a bit younger than me, a girl two years younger and a boy just 1 year younger. I hoped he would miss-behave, it was super fun when boys did it. And if he didnt miss behave, well, I could abuse my power. Plus I'd be getting 50 bucks an hour!
I presented to the house where I'd sit those babies. After quickly getting the rules from their mom, I went on with my usual routine. I played nicely, until the little girl went to her room to sleep. Then, I had a whole hour alone with the boy.

His name was Johnathan, John to make it shorter. He was decent looking. Scratch that, he wasnt good looking, but he was super adorable. He was a bit short for his age, 1.65cm he had light brown hair and green eyes. He clearly liked how I looked, because of how he treated me.
I kept my nice girl profile until he invited me to his room. I told him he could stay up a bit longer if he wanted, but that he'd have to change to his pajamas, in case his mom came. He was a bit embarrassed of me knowing that he wore pajamas, but he decided to change into them none the less.

He waited until I got off the room and started to change. When he was ready he invited me back in. This time, I went in, but with an evil Grin I couldn’t hide. Carrying my cell phone I took a picture of the boy, who didn’t try to hide his pajamas from me.

-Well, I bet your friends would love this picture -I said.
-C'mon Jenny, delete it -He said.
-Okay, I will delete, but only if you do what I tell you to do.
-Okay Jenny, what do you want me to do?
-Lay on your bed hand put your hands over your head would you.
John did exactly as I said, he really wanted that picture deleted, didnt he? But anyways he was in my preferred position. He had been a good boy, so I had to abuse my power.
-Now close your eyes, sweetie.

And since he was now blind I rushed to his bed and using a rope I had brought and hidden in a sock to tie his hands together and then to the bed. He was so helpless now. Little John now couldn’t move his arms and wrists. Just after I had finished, little John was struggling to get free, but after a year of trapping naughty, and not so naughty boys, I was really good with knots.

-Jenny, let me go! -He screamed.
-Shhhh, don’t scream, your sissy may hear.

And just after I let him realize that he was at my mercy, I moved on with my plan. Much to my luck, his pajamas was not a one-piecer, so I could easily pull his trousers down. But even though I had the chance, to do it quickly, I pulled them slowly and painfully, to make little John have a bit of a rougher time with me.
When I was done, por little Johnny was almost completly exposed from the waist and below, he was blushing Really hard and was still struggling to break free. But he took really seriously the part of not making noises. He really didn’t want his sister to see.

-So, Johnny, those are so cute undies you are wearing -I teased,

But they were indded very cute, and very, very childish. He was wearing a pair of comic stripped briefs, which showed Captain America fighting against the red skull. I took another second to take a look at his exposed pale Legs and when I decided I was done looking, I ran to get my cell phone. I took more pics, to remember this wonderful event.

And I’m not really sure why I chose to improvise. I hadn’t done it in quite a while, but Little Johnny really didn’t want his sissy to see him in his undies. So naturally, I whispered to his ear that I'd be right back with a surprise.
That surprise was of course, me waking up Little Lilly and bringing her to Johnny's room. He screamed when he saw her sister and begged on the verge of tears for me to take her out. Meanwhile Lilly was enjoying the view and getting a good laugh.

There is something that girls enjoy about stripping boys. Having them at our control, at our mercy. Looking at their humiliation. And like any other good girl, Lilly took pictures, with which I was sure she would blackmail her brother into more embarrassing moments. There was something magical about breaking up a though boy into a cry-baby, wearing little to no clothes.

I was about to send Lilly back to sleep, give Johnny the talk about not telling anyone or his mates may see the pictures, but young Lilly surprised me when she said:

-You know, Jenny, he pulled up my dress in front of my classmates today.
-You did that, Johnny? -I asked- Be honest, remember the pictures.
-Yes... Yes I did -He replied mumbling.
-Oh my, then we need to give you a punishment, what do you think Lilly?
-I say he definitely needs to be punished.-Answered the little girl terribly happy.
-So, what do you think about me lowering those cute undies you have, Johnny?
Johnny did not reply, the only sound in the room was the muffled giggles of young Lilly.
-Or maybe I can send those pics to your mates, since you left your facebook open. It'd only take up a few Seconds.
Johnny once again didn’t reply, but the look of pure terror on his face was enough to let me know that I was doing a good job.
-It’s your call, Little guy, you show us your willy, or you show your mates your undies.
-I'll... I'll take the first... choice -He said sobbing.
Oh, this was too good! I had made him cry! what a baby, It had been a while since I had made a boy feel so Pathetic that he needed to cry. But, I wasn’t done. Not yet.
-Ask me to do it then. Ask me to expose to me and your sister your little thingy.
-Please Jenny, remove my undies, I want you and my sister to see everything -He said while crying.
-Okay boy!

And then I moved on with a great grin on my face and started to pull the marvel undies down. My thumbs grabbed Captain America's face when I took a grip on the front of the underwear and started to pull down.
Johnny was getting more red every inch his undies slid down. Every inch his wily was closer to being exposed.
Lilly was getting more and more excited, opening her eyes more and more, waiting anxiously for the reveal.
And I? I was terribly enjoying the moment, I had broken another boy down. Not only that, but I also managed to get him naked from the waist and down this time! I continued to pull the comic strip the little guy called underwear until they were at his knees. If I had learnt something after all these years, is that having underwear at their knees makes boys feel much more mortified. They can feel how their underwear is there, not covering, exposing every bit of shameful skin.

And when I turned around for the great reveal for Lilly I saw her big eyes instantly focus on her brother's small genitalia. He was damn right to be embarrassed; he didn’t have much to show off. Not only was he small in height and size, but also he was small and bald down there. That made it so much better for me! I knew how humiliated boys got when girls found out that their manhood wasn’t as manly as they said it was.

-So, Lilly, what do you think?
-I think Justice has been made -She said.
-What about you Johnny? Do you feel embarrassed that two girls are seeing your small willy?
-Yes -He said crying once again with a dark red face.
-You dont like showing us your little baby parts, do you? -I continued to torment him
-No, I dont.
-I can’t even think how embarrassing this must be for you! We saw everything, your babysitter and I -Lilly Joined in- now now how you look down there! And we have pictures, you will be my little slave now, wont you?
-I... I will -Johnny gave in.

My job was done, I had another boy, tied up humiliated, and to make this even better, I had given his Sister the chance to get control over him. I had another boy broken down, broken his tough personality and had showed how weak he really was inside. How small he is down there. Now I only had one thing to do. Seal his fate.

-Okay Lilly, My job here is done, Im going to go downstairs and wait for your mum, you can chose to give him his clothing back, or to do something while he is all tied up. Maybe make him beg for you to untie him or something. Have fun sweetie, and remember, boys act tough, but they arent that good. Look how much our little cry baby is being embarrassed by us seeing his ity beaty willie.

And just like I had said, I went downstairs, but not before I took a good picture of Johnathan, fully exposed. The last thing I heard almost made me tear up with pride. It was Lilly's voice saying:

-Okay crybaby, I have some juicy pics of you right now, so I want you to rpomise that you will do just what I tell you to do, just when I tell you to. Do you understand me?
-Yes Miss -He replied with terror.

The End.
(I may get a part 2/ epilogue of this on how Lilly embarasses Johnny in front of her friends if I have time)

SwimKid wrote: Johnny: Lilly's Party by SwimKid

I got a text from an unknown number. Usually I wouldn’t even read it, they normally were bots trying to inflict a virus in my phone, or some lame boy trying to get a hook-up with me. But a got a good vibe on that message. And boy, am I glad I read it.
The message was from Lilly, a girl I had babysat a while ago who had also helped me humiliate her own brother, It had been a great time, I really got to show that poor boy how he isn’t as tough, and he really is worse than two girls.
On it, she told me an amazing story, which included pictures of how she embarrassed her brother again, following my steps, but adding her own flavor. For the stories’ sake, I'll just copy-paste the message Lilly sent me, so it'll be narrated by her, rather than me.

"Hey Jenny, I don’t know if you remember me and my brother, Johnny, but I’m sure you'd love to hear this story.

Two days after you left, it was my birthday, so I had 15 girls of my class and a few that weren’t from my class, but I had invited anyways. Due to a family emergency, our mom left us alone, at little Johnny's charge. Now, as you can tell, his was the perfect opportunity to remind him who has the power.
-Okay Girls, I'm going to be at my room, just don’t light the house on fire, and mostly, don’t annoy me. -He said.
-Not so fast little brother -I called him that because he hated it. - Remember those pictures I have of you?
-Y... Yes -He replied
The room exploded in a mixture of giggling from the girls that knew and whispers from the ones that didn’t.
-Do you want them sent to your mates?
-No -He replied already with fear.
-Okay, so you will do what I ask you, right? Like we said that time.
-Yes.
-Yes what?
-Yes, Miss Lilly -He answered terribly embarrassed. Obviously, the room exploded in laughter. The bunch of 12 and 13 years old couldn’t believe how I had such control over my older brother.
-Okay Little bro, then strip to your undies and hand me all your clothing. All of it, shoes and socks included.

Terribly ashamed and with a bright red face, Little Johnny took his shirt off, revealing to the crowd that he had no hair in his armpits, which was already getting some giggles from the ladies. Then his shoes and socks followed.
The best part was getting closer, as he grabbed his belt and unbuckled it for me and my guests. He proceeded to very shyly and slowly take off his blue Jeans. The whole room exploded in laughter when the 13 year old boy was seen wearing nothing but ANOTHER pair of stupidly childish undies.
This time my pathetic brother had chosen to wear some white tighties, but with a twist, little drawings of bears were placed randomly all over his last stitch of clothing.
-Okay, girls take a second to look at him while I secure these useless clothes.
I could hear the unstoppable giggling from upstairs, where I left my brother's clothes, I wanted to make sure he'd spend quite a while without them. But I made sure to keep his belt. It'd come in handy later.

When I got downstairs again, I found my little brother trying to cover his embarrassing undies and his face from the endless stream of pictures that the girls were taking. I couldn’t let that happen, so I thought of the quickest solution possible.
-No covering little Johnny, I want those hands behind your back and together.
He obeyed. He knew he had to. He was just another wimp after all. Acting all tough and then can’t take a little show for a bunch of girls. I’m positive on what you said about boys Jenny, they act tough, but they aren’t more than actors.
Once I got to where his arms were, I grabbed the belt he had taken off a few seconds ago and improvised a knot with it. Then I whispered to his ear to better keep his head high and to smile for the camera, or the pictures were he wasn’t smart enough to cover his head will go out.
-Okay Girls, now our little Johnny will do a spin for you to appreciate his cute bum.
And Johnny did a spin. Whistling and clapping happened when he turned 180 degrees, showing his back to the public.
-Now girls, who remembers when my little brother tried to lift our skirts or when he tried to peak at us during sleep-overs?
At least a quarter of the room raised their hands.
-Was he a naughty boy? -I asked?
The crowd cheered.
-Does he need a punishment?
The crowd cheered again.
-Then let’s start!
I grabbed his undies by the sides and started to slowly and painfully pull down, just like you taught me. I remember you saying something of boys hating having their undies at their knees, but I knew something they hated much more. Not having their undies at all.
Once my brother had his undies at the floor, I moved and let the giggling crowd get a really good look of his cute round bum. Wearing nothing my little brother stood there, in front of over 15 twelve and thirteen years old girls, unable to move or cover himself. Oh, but I wasn’t done.
-Okay, Johnny, I want you to step out of your undies. He shyly obeyed. I picked up the goods and kept them to myself as a trophy. He wasn’t going to get that back
-Now, Brother, do you want to turn around?
-No
-No what? -I said delivering a soft, but embarrassing smack to his bum, which lead to a roar of laughter from the crowd.
-No, Miss Lilly -He replied.
-And why is it, little bro?
-Because It'd be embarrassing, Miss Lilly
-Well, I bet it won’t be that bad, turn around.
And with that, I sealed his fate. Crying of humiliation, he turned around to face the crowd. His extra small willy was flopping around while he moved, giving my friends a terrible laughter.
And there he was. I had gotten my brother completely naked, hand-tied in front of a crowd of curious and revengeful twelve and thirteen year old girls. He was sobbing while his smooth crotch was showing, and to make everything worse for him, he had to keep his head high for the pictures.
-Oh wow, what a small willy you've got brother. How small is it? -I teased to further increase his embarrassment.
-It’s very small, Miss Lilly.
-And you look super smooth down there, have you shaved?
-N... No Miss Lilly.
-Oh wow, does that mean you don’t have any pubes?
-N... No Miss Lilly, I don’t have any.
-Then you are such a small boy! Don’t you think Mom should've left me in charge?
-Yes I think so, Miss Lilly.
-Okay, so I guess If I’m In charge I can put a rule, right?
-Yes you can, Miss Lilly
-Great, from now on, when mom isn’t home, you can say bye bye to those extra clothes.
My brother let out a painful sigh, knowing that his fate was sealed. He knew that any popularity he had with my friends instantly disappeared the moment I got him naked. But with that, our journey with the crybaby finished. Nothing interesting happened, I just kept him naked up until mom came home, and even then, I didn’t allow him to wear his childish undies anymore.
I hope you liked the story Jenny, Some friends and I definitely were impressed by this and will do this to some other brothers who think they are better than us because they are boys.
-Love, Miss Lilly <3"