Big Sisters Can Be Such A Bitch

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This work is intended for ADULTS ONLY. It may contain depictions of sexual activity involving minors. If you are not of a legal age in your locality to view such material or if such material does not appeal to you, do not read further, and do not save this story.
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My name is Anna and I have a brother who is three years younger than me. I was one bitch of a sister to Sam when he was a little kid and I could get away with a lot of stuff with him. I'm not saying I was a bully, just a big sister who made him play games with me and my sister, Mandy who was almost as big a bitch as I was.

Since Sam was the only boy in a family of a single mom and two sisters, he was an easy target for me and Mandy, who’s a year younger than me. We'd play dolls with Sam when he was just four and he didn't know any different when we dressed him up in skirts and put on some of our dollar store make-up on his cheeks and lips.

By the time he was in Kindergarten we had already played 'doctor' with him…more like ' Naughty Nurse '. Not that we did anything really nasty but naturally Sam needed to have a full physical each time so he'd strip and stand there naked while Mandy and I checked his vitals, including his tickle response on the bottoms of his feet. But that all kid-stuff stopped when he went into first grade and he started playing with boys his own age and we paid more attention to our own school friends.

The one and only time it went beyond ‘dress-up’ and ‘doctor’ games was years later when I was 14, Mandy 13 and Sam just 11 years old. Mandy and I had some girlfriends over for a sleep-over pajama party so there were five girls in all camped out in the downstairs family room as our bedrooms would have been too small. I say 'pajama' party but our friends had brought over some naughty underwear to do a secret fashion show in the privacy of our family den. We had foam mats and sleeping bags laid out like a runway and one at a time we pulled off pajamas and showed off bras and panties ( and even a thong! ) underneath.

This was way past midnight and we were only ten minutes into a giggly high fashion show when Mandy heard something. Thinking it was my mom we quickly covered up and I went to see what was up only to discover my kid brother in his pj's crouched by the door that was ajar. He had been spying on us.

First I was going to rat on him to mom right away, but Mandy said not to wake up mom... then she turned on him and said in the morning we'd tell her what a little pervert she'd raised. That was as far as we were going to go, just the threat. But Sam's reaction gave us a better idea. He whimpered. He blushed and bawled his eyes out. Do you have any idea what goes through a big sister's mind when her little brother starts to burble and sniffle? Game Time!

I took the initiative and Mandy went right along. I told Sam he'd embarrassed us both in front of our guests. So we were going to pay him back the same way. I told him we were going to give him a good hard spanking right now. He hung his head and didn't say anything. Mandy upped the ante: "And it will be a spanking over each of our laps because you embarrassed all of us.' Sam nodded and said 'okay'.

Then Mandy took it up another notch. She pointed out that a really good strapping (somehow a spanking became a strapping ) would make too much noise. Sam being such a baby he'd cry a lot and then mom might wake up and we'd have to tell her what had happened. At that Sam shook his head in terror. But Mandy said she had an idea, we could all go outside into the backyard and take our belts with us and give Sam a strapping there and Mom wouldn’t be any the wiser.

Sam said okay to that too and we each grabbed our slippers and top coats (it was early October ) to put over our pj's; everyone except Sam, that is. His outer gear was not in the room like ours was, so we dragged him outside come-as-you-are barefoot and clad only in his nightwear.

It was nearly 1 a.m. by then and I started off by having Sam bend over and I lashed out really hard on his pj-covered bottom. He yelped loudly and started to complain. I told him to hush up or he’d wake the neighborhood. He nodded and I gave him another swat on his ass. He yelped again just as loud.

Mandy said she saw a light go on in our next-door neighbor’s house. We better make less noise. That was my cue! I turned to Mandy and our friends and said this was no good. Too near our house and neighboring homes too.. Someone would hear. "I know!" I said "Let’s go to the park (it was seven blocks away) and do this.”

So off we went down the street of our suburb: five girls in fall jackets surrounding little Sam, barefoot and in his flannel pj's. So far Sam went along with everything probably feeling guilty but also afraid we'd rat him out if he didn't. After we reached the park and each of us had taken five smacks at his clothed butt with only yelps from him, Mandy decided he needed more punishment.

Mandy said he should take his strapping with his pj bottoms pulled down. Sam shrugged and dropped his pj pants to his ankles. Bad move! It just encouraged not only Mandy but our friends too. One of them said "but he has underpants on, shouldn't this be a bare ass whipping?”

A girlfriend of mine piped in with " Yeah, a whipping and a strapping!” and off she went to find a sapling switch. She brought one back in no time while Sam was still arguing about not pulling down his underpants in front of girls. That just egged us on.

Mandy got brutal. She threatened Sam with not only telling mom but going to the police for his being a peeping tom. That was not only against the school no-tolerance policy but against the law too. He might get a criminal record or even be put on the dangerous pervert list! That scared the living shit out of him and he started to cry.

"Or" said Mandy softening her tone to Sam, "you could just take your punishment here and now and we won't say anything, not even to mom. Your choice, Sam." Reluctantly he turned around and pulled down his underpants. But that wasn't good enough for my friend, Frieda; she said "No, not just down, Sam. You must take them all the way off along with your pj bottoms."

Sam stepped out of them and bent a bit waiting for the next whip or strap stroke. But I upped our fun. "Not a bare-ass whipping, Sam. A totally bare one. Off with your top too. With his ass already in full view, the top was no cover anyway, so he took it off too.

Megan wanted more. "Now turn around, face us and say you're sorry." Hesitantly Sam did but covered his cock and balls with his cupped hands.

"No covering up, Sam!” said Megan. “Hands clasped behind your head while you apologize to each and every one of us.” “And you have to apologize to each of us one at a time." added Mandy.

Totally humiliated, Sam did just that and it took about three minutes to do it because we kept changing just what he had to say. We were having way too much fun to stop there. We had my 11 year old brother stripped buck naked with no covering up the good parts, we had already strapped him and now we were going to finish the job.

We had him lean up and face a tree, bent slightly and with his hands on the tree trunk. Then we took turns with belts and switch and gave him a good tarring. Then Mandy had a brilliant idea. She told him to stay like that and count to 100 and that would be like naked corner time. Before Sam began, Mandy informed him we were going to dump his pj's and underpants into the trash can by the sidewalk and leave. He could retrieve them and come home after counting up to 100.

Sam had no choice. He agreed and started counting. Off we went giggling and laughing and Mandy held Sam's clothes over the trash bin and smiled. She grinned then whispered to us that it would be wrong to get Sam's clothes all dirty in that nasty garbage can. She'd just take them home with us. And we did. We ran home laughing our heads off. You might think Mandy was an even bigger bitch than me because she ran off with Sam clothes leaving him buck naked on a chilly fall might. But I out-bitched her that night because when we got home, I locked the front and back doors.

(The End)