Halloween Prank Night
HALLOWEEN PRANK NIGHT
By Chance
How could my mother do this to me, at 16, to have a chaperone on Halloween night? I dreaded the humiliation of it once my friends found out. I had to find a way to turn this situation around and fast. Mother tried to assure me that it was for my own good, to keep me out of trouble, she said. Its almost like she somehow knew about the pranks my friends and I had pulled last year when she actually believed that we would be out "trick or treating". Imagine that...at my age.
Mom assured me that having her old friend Cary around would be like having another best friend around. She promised that Cary was young and “hip”, as she put it, and would fit right in with the rest of us. She explained that she used to babysit Cary years ago and was surprised that I didn't remember her. In fact, I did, but told her that I didn't. Cary used to tease and humiliate me relentlessly. I was a lot younger than her and her favorite game was to make me pretend to be her baby. She would force me to wear all kinds of humiliating outfits and sometimes even a diaper. I think the punishments that she dreamed up for me was the worst part of all. Those memories still burned in the back of my mind. I still seethe with hated for her, even now when I think about it.
As if forcing me to be babysat by my childhood tormentor wasn't bad enough, mom had asked HER to pick a costume for me. How could she do that?
“Dear, I've seen the costume that you planned to wear...”, Mother had said, “ and I know that you say it is a vampire costume but it looks more like something a harlot would wear. It shows way too much skin and I'll not have my daughter walking around town dressed like that. I've asked Cary to pickup something more appropriate for you to wear.”
I tried to change her mind. I told her that I would cover up more to meet her approval but she was adamant that I would wear whatever Cary picked out or not go out at all. I pondered all of this while sitting at the top of the staircase and staring down at the front door. Somehow I had to find a way to save “Halloween prank night” for my friends and I.
Just then then the doorbell rang and I peered down from my perch at the top of the stairs as mom opened the door, careful to be just out of sight. I saw a young woman dressed in a very formal business suit, holding a briefcase. She had fiery red hair which was fastened into a tight bun. She wore thin glasses that looked more for style than function. She was very small in stature and would look smaller still if she hadn't been wearing those high heeled shoes.
Cary greeted mom in an irritatingly high-pitched voice. "Ms. Lambert, its good to see you again." She set her briefcase down beside the nearby end table and threw her arms out to hug my mother.
"Cary, I hardly recognize you. You have changed quite a lot since I used to babysit you." Mom stepped back for a moment to look her over. "You really didn't need to get all dressed up though. I just wanted to ask a favor of you or are you planning to go out in costume as well and that's part of it?"
"I didn't have a chance to change out of my work clothes before coming over.”, Cary explained. “I figured that I could just wear this with a mask that I picked up on the way over for fun." She held up a detailed skeleton faced mask that she had held behind her back.
“Of coarse.” mother said. “I had forgotten that you are now a law student. I'm glad to hear that you will be back in town for awhile. I hope your internship is going well for you.”
“Glad to be back and it's going well enough, but will be better once I've had a chance to earn the respect of my peers.” Cary responded. She sounded more like she was discussing business rather then talking with an old friend.
"Well, you said that you'd like to meet my daughter Bethany again now that she is older and I thought this would be the perfect opportunity for you.” mother began. “As we discussed over the phone, I'd like you walk around with her and her friends while they trick or treat this evening. Last year a couple of the neighbors accused her and her friends of pulling some rather nasty pranks. That must not happen again” mother flatly stated.
So that was it, I thought. Someone must have seen us last year but I don't know how they could have recognized us in costume.
"So I am to be her babysitter?" Cary questioned with too much enthusiasm.
"No, as a chaperone.” Mom said, gesturing for her to keep her voice down. Then she added, “At least that's what I told her to make her feel more comfortable with the arrangement. She is 16 now and still insists upon trick or treating with her friends. I don't mind, but I'd like to make sure that she isn't just using this as an opportunity to get into trouble. Maybe after you guys get back you and I could catch up over a cup of coffee.” mother offered.
“As I said on the phone, I still think you are babying her. If you gave the girl a proper paddling every now and then, I'm sure she would behave herself like a proper young little lady should.” Cary sounded as if she were now lecturing my mother. My face flushed with a mixture of embarrassment and anger. How could she make such a suggestion to my mom. It's not like mom ever spanked her when she was a child. If ever some brat had deserved to be punished like that she did.
As Cary continued in her lecturing tone, she began to set her briefcase on the sofa and open it. “After you had told me how much Bethany had been acting out lately I wanted to help you. So, when I was out picking up a costume for her I took the liberty of picking up something else to help you reform her behavior.”
What Cary did next upset me further still and I found myself now shifting uncomfortably upon my perch at the top of the stairs. I couldn't believe it, after all these years, it still seemed like she, for some unknown reason, wanted to torment me. She reached in her briefcase and pulled out a thick breadboard shaped paddle. The handle was leather and the business end of it had little holes drilled through it. The words “Filly Tamer” were emblazoned upon it and in the middle a purple cartoon pony was painted, sullenly staring at its red steaming rear-end. Mom laughed at the sight of it and took it into her hand.
“Make sure you hang this where Bethany and her friends can see it. If the sight of it alone is not enough to straighten her out then perhaps a demonstration will.” Cary said, acting as if she were an expert on the subject matter. “I read a few counseling books in college that detailed how effective this method of punishment can be.”
“I don't know...” mom began. I didn't like the way she swung the paddle a few times while thinking about it. “I'll have to consider it. Perhaps that's really what she needs but people just don't spank kids anymore, much less teenagers.” Mom flipped the paddle over in her hands. “Maybe they should.” her words trailed off as if in further consideration.
I couldn't believe what I was hearing. Who does that bitch think she is, coming into my house and suggesting that my mother should spank me. Then an even more frightening realization came to mind. Was mom actually considering it? He gaze was still transfixed upon the paddle, in deep thought, as she continued to flip it around in her hand.
“Well Cary, why don't you go on up and meet Bethany now?” mom said suddenly snapped out of her trance. “She is upstairs in her room and I am sure that she is anxious to see the costume that you have picked out for her." That was my cue to quickly slip back into my room and a couple minutes later Cary was knocking on my bedroom door.
"Bethany, can I come in? It's your old friend Cary." Again she used that irritatingly high pitched voice. I already wanted to smack her across the face.
"Sure, close the door behind you." I said, barely choking back my resentment for her.
Cary came in and sat down on my bed. She spent the next few minutes boring me with the details of how she and my mother had kept in touch over the phone while she was in college. She even went so far as to proclaim herself my big sister since she grew up together with my mother as her babysitter. She seemed to relish the flash of anger that she saw in my eyes as she told me that she would be my babysitter for the rest of the night and then corrected herself to say chaperone as if it were just a slip of the tongue. I knew better.
Cary's next comment made me fear what was in store for me next. "You are a little older than I thought you would be when I picked out a costume for you, but it is Halloween after all so why not dress a little younger.” Cary explained as she put her briefcase on my bed and opened it. “Oh but, look at this dress!" she exclaimed. She held up the costume dress by the shoulders as if she were marveling at it. "You will look so adorable in this. I can't wait to see you in it."
I felt my jaw drop in shock. It was an "Alice in Wonderland" costume. The dress was overly flared outward with a ruffled petticoat look and it appeared much too short for me. The costume would have been more appropriate for a child. I gazed at it in horror as I again felt my face flush at least two shades of red. "I'm not wearing that!” I revolted. “Its all 'cutesy' and way too childish for my age. Besides, its too small for me." As she held the dress up in front of her, I realized that it might fit her. She was shorter than me and without those heeled shoes she would be much shorter than me.
"It's Halloween. There's nothing wrong with with dressing up in something you wouldn't ordinarily wear." Cary countered.
"You wouldn't wear it." I added.
"Sure I would, but I brought my own mask for tonight." she said.
"Listen, I don't know why you are so bent on bullying me. Do think I've forgotten about the hell you put me through when I was younger. I think you picked this on purpose, knowing full well I was too old for it. I saw the paddle that you gave to my mother when you came in and I heard what you said. You've always been heartless bitch that seems to get off on humiliating people.” I spat each word at her with as much venom as I could muster.
“That's no true.” she said, voicing it as if I had actually hurt her feelings.
“Not true, huh. Okay, then I'll make a deal with you. If you put on that costume and wear it like it was meant to be worn from the time we leave until the time we return to this room I'll play right into your plans.” I said with confidence that she would take the bait.
“What do you mean?” she said.
“If you agree to do it, when we go out let us prank a few houses. When we get back, you can tell mother exactly what we did and that you couldn't stop us. All she has to do is call the neighbors or look down the street to confirm that its true. Although I think she would readily believe you anyway. I'll own up to it and make a scene by cussing at you and my mom. Then if you are so eager to see me spanked and humiliated, all you should have to do it suggest that she use the paddle that you brought. That's right, I was watching that whole scene unfold downstairs. I'm sure she'll mom by that point will be uncontrollably angry and you can get your kicks out of watching me get spanked.” I watched for her reaction.
“I'm genuinely hurt that you think I dislike you so much...” she began with mock care.
“Save it, you shrew. I can see you like this deal already.” I interrupted.
“If you'll let me finish...I will take the deal but not because I want to torment you but because I firmly believe that you need to be brought up with a firm hand. It would be for your own good of coarse and it looks like your mother still needs some convincing.” As she said this her fake smile twisted into a smirk. “What do you get out of this deal though?”, she inquired.
“For starters, I won't have to wear that costume. Second, you must let me and my friends have a little fun at the neighbors expense tonight.”
Cary considered for a moment. She then picked up the costume once more to consider and I could see her about to turn the offer down so I stepped in once more. "That's OK. I knew you were full of crap anyway. You wouldn't want to be seen wearing it anymore than I would and turning down this deal will just prove your real intent, so just admit it." I taunted.
"Oh okay., I'll do it. I can't wait to see that smug look wiped off of your face when you are squirming over your mother's lap." Cary decreed in a commanding tone.
Maybe this night could be interesting after all, I thought.
Cary wasted no time stripping out of her designer pantsuit. Underneath it she wore lacy expensive looking red satin lingerie and pantyhose. She started to slip the costume dress on when I stopped her. “No. The deal was that you would wear the entire costume. Obviously you knew that, oddly enough, it comes with underwear. I can see them right there in your briefcase.” I held up the small thick cotton panties with smile. She must have bought these separately again with the goal of embarrassing me. This would be more fun to make her wear than I thought, they were white with teacups, a rabbit glancing at a watch, and blue hearts dotting in between the pattern. Pink lace lined the leg openings. In my other hand I held up what looked like a small sports bra.
She snatched them from me with a groan. Then she peeled off her pantyhose, kicked off her heels, and shimmied out of her panties. The cotton panties were a snug fit. I suppressed a chuckle while admiring how the little white rabbits lead the hearts in a dance across her now flattened bottom. Next she put on the small bra, which smashed her already small breasts tightly against her chest. When she finally put on the dress I laughed out loud. Its length came just below her panties but flared out so much that she must have had no idea exactly how exposed she would be at the slightest bend. The costume also came with white knee socks and with black buckle shoes. The image was nearly complete, I thought. All that remained was a smiling Alice thin rubber mask and a blue ribbon.
“Cary, you are going to have to wash off your make-up, you shouldn't wear it under this mask.” I motioned towards my vanity mirror against the wall and patted the stool next to it. She sat down and I removed her glasses. I gave her a make-up remover pad and let her remove her own makeup. Meanwhile, I let down her hair and brushed it back, then before she could protest, a few scissor clips later she had bangs. I finished by tying the large blue ribbon in her hair. Lastly, I handed her her the mask.
She sat mesmerized by her own image in the mirror. Meanwhile I gathered up all her clothes and proceeded to put them on. She was so distracted that she didn't even notice. Obviously she didn't expect to look so young. I noticed that she then turned her attention to the mask. She took it off for a second and examined it. No doubt she was relieved that the thin rubber mask would hide her identity. She didn't realize that this was exactly what I was counting on as well. When she turned around I was already completely dressed in her pantsuit and heels.
“What are you doing?” she exclaimed.
“Putting on my costume, of coarse. What did you expect me to wear while you wore mine? I think I'll be the skeleton lawyer this year.” I mocked, waving the skeleton mask that she had bought in from of her.
When she began to protest my bedroom door flew open as two of my friends entered the room. Jenna and Nicole were both dressed as sexy goth vampires. I had originally planned to dress the same. They both stopped abruptly in place when they took notice of the red-headed Alice in Wonderland girl in the corner.
“Who's that?” Jenna whined. “Please tell me we don't have to drag around your little cousin or whatever all night.”
Cary quickly stood up to face them. “I am to be your chaperone for the night and you WILL treat me with respect.” The scene was comical. Here she was having to look up to these two taller girls, dressed as a child and trying to play the strict adult role.
Nicole and Jenna looked at me as if trying to decide if this was some kind of joke. “It's true. I made a bet with her and to win she will have to wear that costume all night and let us do whatever we want tonight. This is the only way that I will be able to keep mom out of our business this year.” I assured them. They both gave me a strange look as if still expecting the punch line of a bad joke. “Well let's go.” I said ending the silence. I put on the skeleton mask and Cary put her Alice mask back on.
We bounded down the stairs toward the front door. Mom was there holding Jack O' lantern shaped pails for candy. She asked me if I wanted one, thinking I was Cary. I accepted and thanked her. The mask seemed to muffle my voice enough so that she still didn't recognize me. As soon as we were outside I told the girls to wait just a second and I ran behind the house. I collected our prank stash from under the back porch and hid it in my pail.
We walked a couple blocks down from my home street before starting. At first I thought Cary was going to back out on our bet. She stood at the end of the sidewalk leading to our first house. Some young kids were already at the door holding out their bags for candy. I heard her mutter something to herself. I think she expected to be immediately recognized as an adult and ridiculed. Suddenly Jenna and Nicole approached her from both sides and hooked arms with her. The easily lifted her and carried her to the door like that.
The other kids left and a young woman with a kind face stood in the doorway watching the new kids approach. I chose to stand back at the end of the sidewalk and watch. Jenna and Nicole both greeted the woman with a simultaneous “trick or treat”. Cary chimed in afterward, her voice shaky and unsure.
“Well now, what do we have here?” the woman began. “You ladies look much too old for this.” she said staring at Nicole and then turning to Jenna. “Though I see you are obviously just trying to have some fun with your little sister here." She said and bent over face to face with Cary. "My dear, don't you look adorable." she cooed as if speaking to a small child.
I stilfled a laugh relishing the the thought of how humiliated Cary must feel this moment. She didn't react and didn't speak but instead meekly extended her pail in shaking hands. The woman dropped a small candy bar in each pale and then wished the girls a good night. I felt like chiding her a bit but stopped myself from doing it. I wasn't ready for her to give up and head home just yet.
We continued to the next house. Again, I waited whle the girls went to the door. Cary did so willingly this time. The man that answered the door appeared to be around Cary's true age. He complimented my friends on how cute they had made their little sister look. "Did you pick that costume out all by youself?" he asked Cary. She stared absently down at her shoes, nervously shifting. "Ah, she is a shy one I see. Here's your treat little one." he placed some gum drops in each bucket and then waved them off.
House after house Cary slowly seemed to accept her new younger role, apparently getting used to being regarded as a small child. My friends were frequently complimented on how adorable their little sister looked in her costume as I stared on from the back, playing my role as the chaperone. I smiled inwardly, beaming with victory, as Cary who had started out as the bossy babysitter that demanded respect seemed to regress to a meek, submissive state of mind. She didn't speak to my friends and I at all. She seemed to find it easier to lie to people who had asked what grade or age she was, telling them what she thought they wanted to hear. Once she had tried to tell someone her true age only to be completely humiliated as they laughed at her and patted her on the head, telling her that she was impossibly cute.
I can only imagine what drove Cary to continue on. Likely she had visions of standing over my naked rear-end while mom paddled it into a canvas of bright colors. Just the thought of that made me shiver. I'm sure she was planning to stay long afterwards, sipping coffee with my mother while I stood in corner like a well punished brat. If only she had known that I had no intention of letting that happen.
At one point Cary dropped her bucket. She quickly bent over to gather up the scattered candy and was unaware that in doing so her childish panties were left on full display. A group of young boys gathered around behind laughing and pointing. She quickly dropped to her knees to hide her bottom upon realizing what they were pointing at. Then opting to leave the rest of the candy she ran to catch up with my friends and I.
Finally, I was ready to move on to the real fun. I passed out the "supplies" which contained toilet paper, raw eggs, and spray paint. Cary looked on without questioning as I explained that it was time for us to have some fun. I invited her to join in, but she refused.
"You've held up your part of the bargain so far, though I can't believe you've made it this long." I said. "Now you have to let us have our fun on the way back home. If you manage to stick it out that long dressed as you are then then when we get back all you have to do is tell mom how much trouble we caused. I'll admit everything and then I'm sure you'll get what you've been waiting for." I explained. I could see a spark of joy in her eyes, no doubt thinking of how close she was to victory. "You know....I don't think she would actually spank me anyway." I added. "If you try and fail, then its on you."
Nicole, Jenna, and I went from house to house toilet papering trees and gardens, spray painting "Happy Halloween" and faces on the side of houses, and throwing eggs at the windows. Then we hid nearby as we eagerly watched the occupant come out to see what had happened. Of coarse Cary never didn't participate, but sat back watching. At this point she must have thought that even if I tried to lie my way out of it, mother would believe her over me. Sadly, that was probably true.
At last we could see my house, in fact we were right across from it. "Let's trick or treat at one more house for the hell of it and then go home." I suggested. I pointed to the house across the street from mine. Cary began to argue, but quickly gave in with a shrug of the shoulders.
"But thats'...." I quickly put my hand over Jenna's mouth before she could finish.
Cary had already begun to trudge up the final walkway of the night, ahead of the rest of us. I motioned for Jenna and Nicole to stay back and I quickly whispered my plan to them. They both nodded in agreement and chuckled in anticipation. I handed Nicole the spray paint can and Jenna the toilet paper.
As soon as Cary rang the doorbell Jenna began throwing the toilet paper onto a tree in the yard. Nicole began to spray paint a pumpkin on the side of the house. Cary watched wide-eyed at first not sure what to do. Jenna moved on to toilet paper the flower bed. It was at that moment that I clutched two eggs tightly in each hand. I stood like a pitcher preparing for windup and then hurled them all at the house at once. Everything seemed to move in slow motion as we all watched the eggs spread out and pummel the side of the house.
"Nooo!! Stop!" Cary commanded in loud whisper as if trying not to alarm anyone who may be in the house. It was far too late for that. When the eggs splattered aross the front of the house that was the signal that I had told the girls to look for. Nicole and Jenna both ran by Cary in a criss-cross, dropping the spray paint can in her candy bucket and Jenna wrapped toilet paper around Cary several times. Cary was roughly spun around in the process so fast that she lost her balance and fell. Nicole threw the toilet paper roll into Cary's lap and then we all scrambled out of sight behind a wooden fence in the neighbors yard. Unknown to Cary, this was actually Jenna's house. We all knew where to hide to get the best view and we all knew exactly how Jenna's mom would react to such a prank.
The front porch light of the house clicked on illuminating Cary as she scrambled to get back to her feet. In her attempt to stand, she only managed to trip over the toilet paper wrapped around her and fell back down on her stomach. A heavyset woman lumbered out of the doorway. The woman immediately noticed the toilet paper all over her yard and then turned to see what had hit the side of the house. Raw eggs were oozing down one of the windows and upon the other side of the house the spraypaint graffitti mocked her. Safe in our hiding place we witnessed Jenna's mom harden in anger as she turned to look at the small girl trembling before her in an Alice costume.
"You brat! You picked the wrong house tonight!" Jenna's mom scolded.
"I didn't do it. It was some other girls." Cary's voice was shaky as she tried to explain it all away.
Jenna's mom, Ms. Parker, reached into Cary's bucket, which now lay strewn about at her feet, and pulled out the spray paint can. "And I suppose this just fell into your candy basket and the toilet paper that you are now wearing must be part of your costume then?!" she yelled, shaking the can in Cary's face. "Spare me your lies child. It doesn't matter to me if there are more of you delinquents out here. YOU are the one that I caught in the act and YOU are the one that will be punished for it! I hope your friends are watching. Maybe they will think twice about pulling this stunt on someone else tonight. I know YOU will by the time I allow you to leave."
Ms. Parker scrapped the candy back into the bucket and then roughly grabbed Cary by the ear forced her to follow her to the front porch. She set down the candy bucket and then plopped down into a rocking chair. Cary was led over her large lap by the ear. Jenna had known this would be the end result from the moment that she had heard my plan. It was no secret to us that Jenna's mom spanks and not just her little brother. Jenna had often told us horror stories of the spankings that she has recieved from her mother, even as a teenager.
Cary's eyes grew wide as she understood what being punished meant. "Wait! I'll clean it up! Please...you can't do this to me!" Cary pleaded, her voice pitched in such a way that we could hear her shock in it. She likely couldn't believe that this was actually happening to her.
Ms. Parker turned a deaf ear to Cary's plea and began to pull up the girl's short skirt. Cary reached back to stop her and Ms. Parker smacked her hand away. Then in one quick motion, Cary's flared skirt was flipped up over her back and her childish underpants came into full view. Ms. Parker's large hand came crashing down "smack" in the middle of her panties. We all laughed histerically as Cary yelped like a wounded animal.
Ms. Parker's hand rained down over and over upon Cary's upturned pantied bottom. Ms. Parker's large stature coupled with Cary's small frame made Cary' look even smaller than she really was as she lay drapped over Ms. Parker's lap. No one witnessing this scene would have suspected that this girl being spanked was actually not a child.
SMACK! SMACK! SMACK! "Don't!" Cary screamed. "I really didn't do it."
"I garantee this will be the last house that you try that you do this to tonight." Ms. Parker added between smacks. "I hope your bratty bottom burns as a reminder whenever you sit for the next week.
SMACK! SMACK! SMACK! SMACK! "Stop...please." Cary pleaded.
"You parents obviously don't spank at home and need to. The best way to get through to bad little girl is through a sore little bottom."
SMACK! Cary began to kick her legs in a struggle to escape. Ms. Parker took this opportunity to deliver a series of smacks to her inner thighs.
"You don't understand....." SMACK "It wasn't me..." SMACK and I'm not a child."
Ms Parker showed no sign of slowing down. We all watched, bemused, though the fence as a small damp spot formed in the crotch of those childish panties and single dribble of urine traced its way down Cary's leg.
"Too old huh?" Ms. Parker laughed deeply and the spanking continued.
Out of the shadows several kids emerged with thier plastic candy bags swaying in hand, a ghost, a witch, and goblin. When they reached the end of Ms. Parkers walkway they all stopped and stared in awe at what appeared to be a errant child recieving a very sound bottom smacking. Ms. Parker lookup at them and smiled. She briefly stopped her attack on the poor upturned bottom as she beckoned the kids to her side. Cary must have been grateful at that moment that the costume included a mask to hide her face, though surely her face was now flushing as red as her bottom must be under those panties.
Ms Parker picked up Cary's candy bucket and placed it next to young girl who remained limply drapped over her lap. "I want you to give those good children some of your candy and thank them for coming. Then tell them to please move along so that your spanking can continue."
"No, I won't do that." Cary protested, shaking her head.
"You will or things can get much worse for you." Ms. Parker warned.
The three costumed kids stood towering over her as she lay defeated over Ms. Parker's lap with her pantied bottom prominently on display. Anyone standing that close could no doubt see the redness around her sit-spot peeking out from the laced edges of her panties. Cary reluntantly reached into her bucket and handed some candy to each kid as they bent slighty to recieve it from her lowly position.
"Looks like she had an accident." Came the voice of a boy behind the goblin mask. He said this as he pointed at the discolored wet blotch in her panties. To Cary's utter humiliation, this cause the others to look back there as well.
"Thank you from coming." Cary murmured in a weak voice hoping that they would just leave now.
"Now tell them to please move along so that we may continue your spanking." Ms. Parker instructed. To this Cary shook her head furiously NO.
"OK, I warned you." Without further ado Ms. Parker grabbed the waistband of her panties and yanked them down to her knees. Cary suddenly felt the cool autumn air on her niether regions and screamed out in shock and renewed humiliation. Ms. Parker smacked hard, twice, one on the top of each thigh. "Say it, and look them in the face as you do."
Cary looked up with tears streaking down her face behind the mask. "Thank you for coming and...... please..... move along so that Ms. Parker can continue..... my spanking." she stammered as if the words themseleves were painful.
The kids walked away, looking on last time over their shoulders as the spanking continued. Cary was made to serve candy to two other groups of kids in the same manner as Ms. Parker continued to make a lasting impression on her back side.
When Ms. Parker judged that the sobbing girl had been thouroughly chastized she stood her up and made her face the porch wall. Ms. Parker went into the house and came out moments later with a bucket of water and a sponge. We looked on in histerics as Cary was forced to scrub the side of the house clean. Cary tried to pull up her panties but Ms. Parker smacked her hand away. "Those panties had better stay on your ankles while you clean the mess you made." Ms. Parker scolded. "And I expect you to continue serve the kids candy from your bucket. If you forget to thank even one of them or act impolite in any way, I send you to fetch a switch from my birch tree in th back yard and then we will continue your lesson in the way that a proper young lady should act."
We never grew bored of watching Cary's ordeal as she stopped cleaning to hand out candy and thank the kids. The slightest bend or windy breeze exposed her red bottom for whoever cared to look.
"Oh..someone's been bad." One little boy had said to the rest of his group. "Look at those handprints on her legs." He announced. The other's giggles as she obediantly served them cand and thanked them.
Our favorite scene was watching her pick the toilet paper out of the flower bed. She had to bend over constantly to get the first half clean and then had no choice but to get on her hands and knees to clean the back part of it. The porchlight shone off of her reddened butt like a beacon in the night and she had to push her mask aside to see what she was doing but was quick to cover her face again and stand up at the sound of any new trick-or-treaters approaching.
Then just when we thought this couldn't possibly be any more of a humbling experience for her, a guy her real age approached, chaperoning a young pirate. At first he stood at the edge of the yard and looked on.. Cary hadn't heard them coming until the pirate was almost right next to her. She stood and turned around quickly, forgetting to put the mask back on. The older guy ran to catch up with the pirate before she had finished handing out the last of her candy and thanking him. We could tell that she immediately recognized him but we didn't find out until later that this was an ex-boyfriend of hers.
"Cary, is that you?!!" he sounded genuinely shocked. Cary sheepishly took a step back and buried her face in her hands, obvoiusly not realizing how childish tha motion had made her look. "Of coarse it is, I'd know your face anywhere...but you look so young dressed like that...and if I didn't know better, I'd say that you've been recently spanked." he quickly circled around her to confirm his assesment. When we saw the handprints painted on the backs of her thighs he smiled. "What on earth are you doing? Is this some kind of trick for Halloween?"
Ms. Parker took notice of this conversation and rushed out to see what it was all about. "Hello, young man." she greeted. "Is everything alright? She wasn't rude to you or the child was she?" Cary quickly slapped the mask back down on her face, not wanting Ms. Parker to see her real face.
"Hello Miss." he greated in return. He began to answer her and then stopped as if something had dawned on him. "Were you the one that punished this girl?" he inquired.
"Yes. She made quite a mess of my yard. Do you know her or her parents?"
"Her parents?" he repeated as if considering. It must have been obvious to him that this lady truely thought she was a child. "I used to know them, but I can't rememeber their names. Its been a couple years."
"Devin, tell her I'm not a child and she has no right to do this to me." Cary pleaded.
"You haven't changed a bit I see." Devin said as he looked down upon her. "Glad to see this woman was kind enough to put you in your place. I suggest you be a good girl now and finish cleaning the mess you made." Devin ordered pointing to the flowerbed. Cary hung her head in shame as her hope of resue crumbled.
Ms. Parked nodded in agreement and motioned her back to work. Cary reluctantly meandered back to the flowerbed. Devin looked on as she bent over to finish the task. "I used to babysit her. She was quite a hellcat then as well, so anxious to be all grown up." Devin explained, turning back to Ms. Parker.
"I don't think she'll be anymore trouble tonight." Ms. Parker replied. "I'd like to think that I've done her parents a great favor tonight. Well...you fella's have a good rest of night." Ms. Parker said. Devin glanced over to Cary again with a look of satisfaction and then turned to leave with his charge, the pirate.
Later when Ms. Parker was satified with Cary's work, she sent her on her way with a volley of smacks to the backs of her thighs. "They'll be no more pranks for you tonight missy. You had better head straight home."
Cary pulled up her panties and took off running down the street towards my house. It took the girls and I a few minutes to catch up with her and by the time we did, all of us were out of breath. "Hello....Cary. You got yourself some bold handprint tattoos on the backs of your thighs." I taunted, with a chuckle. "Where are you going?
"Back to your mother's house to change out of this costume." she sniffled.
"Awe, what a shame. We were hoping you would trick or treat with us a little longer." said Nicole.
"Are you kidding??!! I've never been so humiliated in my life. Thankfully dressed like this and with this mask no one will have recognized me, except for...." she trailed off as if not wanting to finish her thought. Then suddenly with new found pep, "I've won the bet. I did as you asked and you never set a timelimit for how long we had to be out."
"Yes, you did win." I agreed. "I can't argue that point."
"You do realize that you couldn't have backed out now anyway don't you?" she said obviously feeling like she had me exactly where she wanted me. "You and you friends made a mess all the way down the street. Just try and deny it and let's see who she believes, you the brat daughter with a history of making trouble or me her trusted friend."
"I won't." I said confidently. "As agreed, I'll own up to it." It was worth it, I thought.
"I'm going to cherish every minute of it. I hope your friends will get a front row seat of the paddle making its impression on your hide." There was venom in her voice. This was clearly about revenge for her now.
We mercilessly teased her the rest of the way back. I heard her breathe a sigh of relief as we stepped up onto my porch steps. She was not doubt eager to be viewed as her adult self again and to see me punished like an errant child, like she had been. When we came in the door mom was waiting. Cary didn't even glance at her but began to run up the stairs toward my bedroom, probably in a rush to get out of that outfit which had been the cause of her trouble. Mom looked angry for some reason.
"Stop right there!" mom yelled and Cary turned around to look. "Come here right now!" Cary was surprised to see my mom speaking to her in such a stern tone but listened and was in front of mom in short order. "I was out driving through the neighborhood earlier to pickup some milk and imagine my surprise when I saw your friends defacing a house while you stood watching." she said, still talking to Cary.
"But.." Cary began.
"Hush child!" mom said cutting her short. She then looked over at me, expectantly. "Let me guess, she snuck away from you?" she asked me. I nodded my head yes still under the cover of the mask. "Its OK, I know my girl can be a handful and I'm sure you did the best you could." It seemed to take a minute for Cary to figure out that mom thought she was me behind the mask. I was thankful at that moment that when she passed by she must not have seen me dressed in Cary's costume.
"You don't understand, it wasn't me. She..." Cary tried to cut in. Mom obviously didn't recognize the muffled voice behind the mask. She was cut abuptly short as Mom slapped her hard across her masked face, silencing the backtalking teenager.
"I don't want to hear it. I'm done with your excuses." she pulled out the paddle that Cary had given her earlier. "I wasn't ever going to use this but you have changed my mind tonight." Cary was visibly terrified. Cary reached for the mask to pull it off but as she lifted her hand to her face, mom quickly grabbed her by the wrist. She yanked her over to the couch and tugged her over her lap. When Cary tried to struggle Mom locked her leg over Cary's thigh and pinned her securely over her lap. Cary was about to recieve her second spanking of the night, but this time with the paddle that she herself had so lovingly purchased for me.
For the second time of the night her costume dress was flipped over her back. Mom probably wondered about the redness peaking out from behind Cary's frilly panties but the handprints had faded away. Mom wasted no time peppering her already sore bottom with the paddle. SMACK!!! SMACK!!! SMACK!! At this point Cary faced the delimma of trying to prove to mom that it wasn't me she was spanking and facing a very embarrasing explaination or she could resign to her fate and pretend to be me a little longer. Jenna, Nicole, and I were loving it. This was even better than before because this time we could all stand right overtop of her and watch the blow by blow action. It was mesmarizing to watch her bottom, compacted by the tight panties, flatten and then reverberate back to its normal shape over and over. Mom might not have been so hard on her had she known that this was round two for the night.
Mom must have thought her punishment was very effective because Cary was begging for it to stop after only 5 minutes. "I'll be a good girl. I promise." she pleaded. After Cary was sobbing uncontrollably Mom finally let her up, though we were disappointed that Cary's panties stayed up. I had no doubt that the paddle had lit quite a fire underneath those panties.
Afterward Cary trodded upstairs holding her chastized bottom all the way. I nodded at mom and then followed. Jenna and Nicole took that as their cue to leave. I wasn't surprised to find that she had already stripped bare from the costume by the time I opened the door. She stood with her bottom facing the mirror amazed at the dark color it had become. Oval shapped bruises had begin to form. She glared at me with obvious malice as I entered. "I won that bet you know." she said. "That should have been you!!"
"Yes, you did." I agreed. "I may not have been one getting the spanking tonight but you got your wish. That freak'n paddle you bought is now hanging on the wall downstairs." I explained, having already realized the implication.
"Yes, well I hope it gets used quite often. After the night you put me through." she added.
"It was all worth it to you get what you deserved." I said with a smirk.
Cary finished dressing back into her suit and I was back in my jeans and tee shirt. I followed her to the front door and Mom was already there to see her off.
"Cary, I am sorry you have to run off so soon. I had hoped that you would stick around for awhile and visit." Mom said.
"Yes, well...after spending some time with your daughter tonight I am worn out and ready to head home." Cary responded, acting regretful.
"I think you were exactly right. A good spanking is just what she needed." mom said, tunring to look at me as she finished her statement.
"I think you got through to her but I wouldn't go so easy on her next time." Cary said, also looking at me. She then turned and stepped out the door. Mom followed her out onto the porch and I stayed inside watching.
"I hate to ask you after the way she behaved, but would you mind coming back over this weekend? I told Bethany that she could have a sleepover with her friends but it turns out that I have to leave town for work. Its ok if you can't, I probably should go ahead and make her cancel it after the way she acted tonight anyway. Although if she gives you any trouble you I would give you permission to make use of the paddle as you see fit."
I think Cary would have refused if mom hadn't thrown in that last part. Her attitude suddenly became cheerful. "I'd love to." Cary said and then winked at me before slipping off into the night.
I was left to dread what kind of plans she might have to back at me. There was one thing I knew for sure, she was going to take every oppurtunity to humiliate me. I needed to come up with a plan and fast or I would be sleeping on my stomach next weekend and for awhile after.
HALLOWEEN PRANK NIGHT
By Chance
How could my mother do this to me, at 16, to have a chaperone on Halloween night? I dreaded the humiliation of it once my friends found out. I had to find a way to turn this situation around and fast. Mother tried to assure me that it was for my own good, to keep me out of trouble, she said. Its almost like she somehow knew about the pranks my friends and I had pulled last year when she actually believed that we would be out "trick or treating". Imagine that...at my age.
Mom assured me that having her old friend Cary around would be like having another best friend around. She promised that Cary was young and “hip”, as she put it, and would fit right in with the rest of us. She explained that she used to babysit Cary years ago and was surprised that I didn't remember her. In fact, I did, but told her that I didn't. Cary used to tease and humiliate me relentlessly. I was a lot younger than her and her favorite game was to make me pretend to be her baby. She would force me to wear all kinds of humiliating outfits and sometimes even a diaper. I think the punishments that she dreamed up for me was the worst part of all. Those memories still burned in the back of my mind. I still seethe with hated for her, even now when I think about it.
As if forcing me to be babysat by my childhood tormentor wasn't bad enough, mom had asked HER to pick a costume for me. How could she do that?
“Dear, I've seen the costume that you planned to wear...”, Mother had said, “ and I know that you say it is a vampire costume but it looks more like something a harlot would wear. It shows way too much skin and I'll not have my daughter walking around town dressed like that. I've asked Cary to pickup something more appropriate for you to wear.”
I tried to change her mind. I told her that I would cover up more to meet her approval but she was adamant that I would wear whatever Cary picked out or not go out at all. I pondered all of this while sitting at the top of the staircase and staring down at the front door. Somehow I had to find a way to save “Halloween prank night” for my friends and I.
Just then then the doorbell rang and I peered down from my perch at the top of the stairs as mom opened the door, careful to be just out of sight. I saw a young woman dressed in a very formal business suit, holding a briefcase. She had fiery red hair which was fastened into a tight bun. She wore thin glasses that looked more for style than function. She was very small in stature and would look smaller still if she hadn't been wearing those high heeled shoes.
Cary greeted mom in an irritatingly high-pitched voice. "Ms. Lambert, its good to see you again." She set her briefcase down beside the nearby end table and threw her arms out to hug my mother.
"Cary, I hardly recognize you. You have changed quite a lot since I used to babysit you." Mom stepped back for a moment to look her over. "You really didn't need to get all dressed up though. I just wanted to ask a favor of you or are you planning to go out in costume as well and that's part of it?"
"I didn't have a chance to change out of my work clothes before coming over.”, Cary explained. “I figured that I could just wear this with a mask that I picked up on the way over for fun." She held up a detailed skeleton faced mask that she had held behind her back.
“Of coarse.” mother said. “I had forgotten that you are now a law student. I'm glad to hear that you will be back in town for awhile. I hope your internship is going well for you.”
“Glad to be back and it's going well enough, but will be better once I've had a chance to earn the respect of my peers.” Cary responded. She sounded more like she was discussing business rather then talking with an old friend.
"Well, you said that you'd like to meet my daughter Bethany again now that she is older and I thought this would be the perfect opportunity for you.” mother began. “As we discussed over the phone, I'd like you walk around with her and her friends while they trick or treat this evening. Last year a couple of the neighbors accused her and her friends of pulling some rather nasty pranks. That must not happen again” mother flatly stated.
So that was it, I thought. Someone must have seen us last year but I don't know how they could have recognized us in costume.
"So I am to be her babysitter?" Cary questioned with too much enthusiasm.
"No, as a chaperone.” Mom said, gesturing for her to keep her voice down. Then she added, “At least that's what I told her to make her feel more comfortable with the arrangement. She is 16 now and still insists upon trick or treating with her friends. I don't mind, but I'd like to make sure that she isn't just using this as an opportunity to get into trouble. Maybe after you guys get back you and I could catch up over a cup of coffee.” mother offered.
“As I said on the phone, I still think you are babying her. If you gave the girl a proper paddling every now and then, I'm sure she would behave herself like a proper young little lady should.” Cary sounded as if she were now lecturing my mother. My face flushed with a mixture of embarrassment and anger. How could she make such a suggestion to my mom. It's not like mom ever spanked her when she was a child. If ever some brat had deserved to be punished like that she did.
As Cary continued in her lecturing tone, she began to set her briefcase on the sofa and open it. “After you had told me how much Bethany had been acting out lately I wanted to help you. So, when I was out picking up a costume for her I took the liberty of picking up something else to help you reform her behavior.”
What Cary did next upset me further still and I found myself now shifting uncomfortably upon my perch at the top of the stairs. I couldn't believe it, after all these years, it still seemed like she, for some unknown reason, wanted to torment me. She reached in her briefcase and pulled out a thick breadboard shaped paddle. The handle was leather and the business end of it had little holes drilled through it. The words “Filly Tamer” were emblazoned upon it and in the middle a purple cartoon pony was painted, sullenly staring at its red steaming rear-end. Mom laughed at the sight of it and took it into her hand.
“Make sure you hang this where Bethany and her friends can see it. If the sight of it alone is not enough to straighten her out then perhaps a demonstration will.” Cary said, acting as if she were an expert on the subject matter. “I read a few counseling books in college that detailed how effective this method of punishment can be.”
“I don't know...” mom began. I didn't like the way she swung the paddle a few times while thinking about it. “I'll have to consider it. Perhaps that's really what she needs but people just don't spank kids anymore, much less teenagers.” Mom flipped the paddle over in her hands. “Maybe they should.” her words trailed off as if in further consideration.
I couldn't believe what I was hearing. Who does that bitch think she is, coming into my house and suggesting that my mother should spank me. Then an even more frightening realization came to mind. Was mom actually considering it? He gaze was still transfixed upon the paddle, in deep thought, as she continued to flip it around in her hand.
“Well Cary, why don't you go on up and meet Bethany now?” mom said suddenly snapped out of her trance. “She is upstairs in her room and I am sure that she is anxious to see the costume that you have picked out for her." That was my cue to quickly slip back into my room and a couple minutes later Cary was knocking on my bedroom door.
"Bethany, can I come in? It's your old friend Cary." Again she used that irritatingly high pitched voice. I already wanted to smack her across the face.
"Sure, close the door behind you." I said, barely choking back my resentment for her.
Cary came in and sat down on my bed. She spent the next few minutes boring me with the details of how she and my mother had kept in touch over the phone while she was in college. She even went so far as to proclaim herself my big sister since she grew up together with my mother as her babysitter. She seemed to relish the flash of anger that she saw in my eyes as she told me that she would be my babysitter for the rest of the night and then corrected herself to say chaperone as if it were just a slip of the tongue. I knew better.
Cary's next comment made me fear what was in store for me next. "You are a little older than I thought you would be when I picked out a costume for you, but it is Halloween after all so why not dress a little younger.” Cary explained as she put her briefcase on my bed and opened it. “Oh but, look at this dress!" she exclaimed. She held up the costume dress by the shoulders as if she were marveling at it. "You will look so adorable in this. I can't wait to see you in it."
I felt my jaw drop in shock. It was an "Alice in Wonderland" costume. The dress was overly flared outward with a ruffled petticoat look and it appeared much too short for me. The costume would have been more appropriate for a child. I gazed at it in horror as I again felt my face flush at least two shades of red. "I'm not wearing that!” I revolted. “Its all 'cutesy' and way too childish for my age. Besides, its too small for me." As she held the dress up in front of her, I realized that it might fit her. She was shorter than me and without those heeled shoes she would be much shorter than me.
"It's Halloween. There's nothing wrong with with dressing up in something you wouldn't ordinarily wear." Cary countered.
"You wouldn't wear it." I added.
"Sure I would, but I brought my own mask for tonight." she said.
"Listen, I don't know why you are so bent on bullying me. Do think I've forgotten about the hell you put me through when I was younger. I think you picked this on purpose, knowing full well I was too old for it. I saw the paddle that you gave to my mother when you came in and I heard what you said. You've always been heartless bitch that seems to get off on humiliating people.” I spat each word at her with as much venom as I could muster.
“That's no true.” she said, voicing it as if I had actually hurt her feelings.
“Not true, huh. Okay, then I'll make a deal with you. If you put on that costume and wear it like it was meant to be worn from the time we leave until the time we return to this room I'll play right into your plans.” I said with confidence that she would take the bait.
“What do you mean?” she said.
“If you agree to do it, when we go out let us prank a few houses. When we get back, you can tell mother exactly what we did and that you couldn't stop us. All she has to do is call the neighbors or look down the street to confirm that its true. Although I think she would readily believe you anyway. I'll own up to it and make a scene by cussing at you and my mom. Then if you are so eager to see me spanked and humiliated, all you should have to do it suggest that she use the paddle that you brought. That's right, I was watching that whole scene unfold downstairs. I'm sure she'll mom by that point will be uncontrollably angry and you can get your kicks out of watching me get spanked.” I watched for her reaction.
“I'm genuinely hurt that you think I dislike you so much...” she began with mock care.
“Save it, you shrew. I can see you like this deal already.” I interrupted.
“If you'll let me finish...I will take the deal but not because I want to torment you but because I firmly believe that you need to be brought up with a firm hand. It would be for your own good of coarse and it looks like your mother still needs some convincing.” As she said this her fake smile twisted into a smirk. “What do you get out of this deal though?”, she inquired.
“For starters, I won't have to wear that costume. Second, you must let me and my friends have a little fun at the neighbors expense tonight.”
Cary considered for a moment. She then picked up the costume once more to consider and I could see her about to turn the offer down so I stepped in once more. "That's OK. I knew you were full of crap anyway. You wouldn't want to be seen wearing it anymore than I would and turning down this deal will just prove your real intent, so just admit it." I taunted.
"Oh okay., I'll do it. I can't wait to see that smug look wiped off of your face when you are squirming over your mother's lap." Cary decreed in a commanding tone.
Maybe this night could be interesting after all, I thought.
Cary wasted no time stripping out of her designer pantsuit. Underneath it she wore lacy expensive looking red satin lingerie and pantyhose. She started to slip the costume dress on when I stopped her. “No. The deal was that you would wear the entire costume. Obviously you knew that, oddly enough, it comes with underwear. I can see them right there in your briefcase.” I held up the small thick cotton panties with smile. She must have bought these separately again with the goal of embarrassing me. This would be more fun to make her wear than I thought, they were white with teacups, a rabbit glancing at a watch, and blue hearts dotting in between the pattern. Pink lace lined the leg openings. In my other hand I held up what looked like a small sports bra.
She snatched them from me with a groan. Then she peeled off her pantyhose, kicked off her heels, and shimmied out of her panties. The cotton panties were a snug fit. I suppressed a chuckle while admiring how the little white rabbits lead the hearts in a dance across her now flattened bottom. Next she put on the small bra, which smashed her already small breasts tightly against her chest. When she finally put on the dress I laughed out loud. Its length came just below her panties but flared out so much that she must have had no idea exactly how exposed she would be at the slightest bend. The costume also came with white knee socks and with black buckle shoes. The image was nearly complete, I thought. All that remained was a smiling Alice thin rubber mask and a blue ribbon.
“Cary, you are going to have to wash off your make-up, you shouldn't wear it under this mask.” I motioned towards my vanity mirror against the wall and patted the stool next to it. She sat down and I removed her glasses. I gave her a make-up remover pad and let her remove her own makeup. Meanwhile, I let down her hair and brushed it back, then before she could protest, a few scissor clips later she had bangs. I finished by tying the large blue ribbon in her hair. Lastly, I handed her her the mask.
She sat mesmerized by her own image in the mirror. Meanwhile I gathered up all her clothes and proceeded to put them on. She was so distracted that she didn't even notice. Obviously she didn't expect to look so young. I noticed that she then turned her attention to the mask. She took it off for a second and examined it. No doubt she was relieved that the thin rubber mask would hide her identity. She didn't realize that this was exactly what I was counting on as well. When she turned around I was already completely dressed in her pantsuit and heels.
“What are you doing?” she exclaimed.
“Putting on my costume, of coarse. What did you expect me to wear while you wore mine? I think I'll be the skeleton lawyer this year.” I mocked, waving the skeleton mask that she had bought in from of her.
When she began to protest my bedroom door flew open as two of my friends entered the room. Jenna and Nicole were both dressed as sexy goth vampires. I had originally planned to dress the same. They both stopped abruptly in place when they took notice of the red-headed Alice in Wonderland girl in the corner.
“Who's that?” Jenna whined. “Please tell me we don't have to drag around your little cousin or whatever all night.”
Cary quickly stood up to face them. “I am to be your chaperone for the night and you WILL treat me with respect.” The scene was comical. Here she was having to look up to these two taller girls, dressed as a child and trying to play the strict adult role.
Nicole and Jenna looked at me as if trying to decide if this was some kind of joke. “It's true. I made a bet with her and to win she will have to wear that costume all night and let us do whatever we want tonight. This is the only way that I will be able to keep mom out of our business this year.” I assured them. They both gave me a strange look as if still expecting the punch line of a bad joke. “Well let's go.” I said ending the silence. I put on the skeleton mask and Cary put her Alice mask back on.
We bounded down the stairs toward the front door. Mom was there holding Jack O' lantern shaped pails for candy. She asked me if I wanted one, thinking I was Cary. I accepted and thanked her. The mask seemed to muffle my voice enough so that she still didn't recognize me. As soon as we were outside I told the girls to wait just a second and I ran behind the house. I collected our prank stash from under the back porch and hid it in my pail.
We walked a couple blocks down from my home street before starting. At first I thought Cary was going to back out on our bet. She stood at the end of the sidewalk leading to our first house. Some young kids were already at the door holding out their bags for candy. I heard her mutter something to herself. I think she expected to be immediately recognized as an adult and ridiculed. Suddenly Jenna and Nicole approached her from both sides and hooked arms with her. The easily lifted her and carried her to the door like that.
The other kids left and a young woman with a kind face stood in the doorway watching the new kids approach. I chose to stand back at the end of the sidewalk and watch. Jenna and Nicole both greeted the woman with a simultaneous “trick or treat”. Cary chimed in afterward, her voice shaky and unsure.
“Well now, what do we have here?” the woman began. “You ladies look much too old for this.” she said staring at Nicole and then turning to Jenna. “Though I see you are obviously just trying to have some fun with your little sister here." She said and bent over face to face with Cary. "My dear, don't you look adorable." she cooed as if speaking to a small child.
I stilfled a laugh relishing the the thought of how humiliated Cary must feel this moment. She didn't react and didn't speak but instead meekly extended her pail in shaking hands. The woman dropped a small candy bar in each pale and then wished the girls a good night. I felt like chiding her a bit but stopped myself from doing it. I wasn't ready for her to give up and head home just yet.
We continued to the next house. Again, I waited whle the girls went to the door. Cary did so willingly this time. The man that answered the door appeared to be around Cary's true age. He complimented my friends on how cute they had made their little sister look. "Did you pick that costume out all by youself?" he asked Cary. She stared absently down at her shoes, nervously shifting. "Ah, she is a shy one I see. Here's your treat little one." he placed some gum drops in each bucket and then waved them off.
House after house Cary slowly seemed to accept her new younger role, apparently getting used to being regarded as a small child. My friends were frequently complimented on how adorable their little sister looked in her costume as I stared on from the back, playing my role as the chaperone. I smiled inwardly, beaming with victory, as Cary who had started out as the bossy babysitter that demanded respect seemed to regress to a meek, submissive state of mind. She didn't speak to my friends and I at all. She seemed to find it easier to lie to people who had asked what grade or age she was, telling them what she thought they wanted to hear. Once she had tried to tell someone her true age only to be completely humiliated as they laughed at her and patted her on the head, telling her that she was impossibly cute.
I can only imagine what drove Cary to continue on. Likely she had visions of standing over my naked rear-end while mom paddled it into a canvas of bright colors. Just the thought of that made me shiver. I'm sure she was planning to stay long afterwards, sipping coffee with my mother while I stood in corner like a well punished brat. If only she had known that I had no intention of letting that happen.
At one point Cary dropped her bucket. She quickly bent over to gather up the scattered candy and was unaware that in doing so her childish panties were left on full display. A group of young boys gathered around behind laughing and pointing. She quickly dropped to her knees to hide her bottom upon realizing what they were pointing at. Then opting to leave the rest of the candy she ran to catch up with my friends and I.
Finally, I was ready to move on to the real fun. I passed out the "supplies" which contained toilet paper, raw eggs, and spray paint. Cary looked on without questioning as I explained that it was time for us to have some fun. I invited her to join in, but she refused.
"You've held up your part of the bargain so far, though I can't believe you've made it this long." I said. "Now you have to let us have our fun on the way back home. If you manage to stick it out that long dressed as you are then then when we get back all you have to do is tell mom how much trouble we caused. I'll admit everything and then I'm sure you'll get what you've been waiting for." I explained. I could see a spark of joy in her eyes, no doubt thinking of how close she was to victory. "You know....I don't think she would actually spank me anyway." I added. "If you try and fail, then its on you."
Nicole, Jenna, and I went from house to house toilet papering trees and gardens, spray painting "Happy Halloween" and faces on the side of houses, and throwing eggs at the windows. Then we hid nearby as we eagerly watched the occupant come out to see what had happened. Of coarse Cary never didn't participate, but sat back watching. At this point she must have thought that even if I tried to lie my way out of it, mother would believe her over me. Sadly, that was probably true.
At last we could see my house, in fact we were right across from it. "Let's trick or treat at one more house for the hell of it and then go home." I suggested. I pointed to the house across the street from mine. Cary began to argue, but quickly gave in with a shrug of the shoulders.
"But thats'...." I quickly put my hand over Jenna's mouth before she could finish.
Cary had already begun to trudge up the final walkway of the night, ahead of the rest of us. I motioned for Jenna and Nicole to stay back and I quickly whispered my plan to them. They both nodded in agreement and chuckled in anticipation. I handed Nicole the spray paint can and Jenna the toilet paper.
As soon as Cary rang the doorbell Jenna began throwing the toilet paper onto a tree in the yard. Nicole began to spray paint a pumpkin on the side of the house. Cary watched wide-eyed at first not sure what to do. Jenna moved on to toilet paper the flower bed. It was at that moment that I clutched two eggs tightly in each hand. I stood like a pitcher preparing for windup and then hurled them all at the house at once. Everything seemed to move in slow motion as we all watched the eggs spread out and pummel the side of the house.
"Nooo!! Stop!" Cary commanded in loud whisper as if trying not to alarm anyone who may be in the house. It was far too late for that. When the eggs splattered aross the front of the house that was the signal that I had told the girls to look for. Nicole and Jenna both ran by Cary in a criss-cross, dropping the spray paint can in her candy bucket and Jenna wrapped toilet paper around Cary several times. Cary was roughly spun around in the process so fast that she lost her balance and fell. Nicole threw the toilet paper roll into Cary's lap and then we all scrambled out of sight behind a wooden fence in the neighbors yard. Unknown to Cary, this was actually Jenna's house. We all knew where to hide to get the best view and we all knew exactly how Jenna's mom would react to such a prank.
The front porch light of the house clicked on illuminating Cary as she scrambled to get back to her feet. In her attempt to stand, she only managed to trip over the toilet paper wrapped around her and fell back down on her stomach. A heavyset woman lumbered out of the doorway. The woman immediately noticed the toilet paper all over her yard and then turned to see what had hit the side of the house. Raw eggs were oozing down one of the windows and upon the other side of the house the spraypaint graffitti mocked her. Safe in our hiding place we witnessed Jenna's mom harden in anger as she turned to look at the small girl trembling before her in an Alice costume.
"You brat! You picked the wrong house tonight!" Jenna's mom scolded.
"I didn't do it. It was some other girls." Cary's voice was shaky as she tried to explain it all away.
Jenna's mom, Ms. Parker, reached into Cary's bucket, which now lay strewn about at her feet, and pulled out the spray paint can. "And I suppose this just fell into your candy basket and the toilet paper that you are now wearing must be part of your costume then?!" she yelled, shaking the can in Cary's face. "Spare me your lies child. It doesn't matter to me if there are more of you delinquents out here. YOU are the one that I caught in the act and YOU are the one that will be punished for it! I hope your friends are watching. Maybe they will think twice about pulling this stunt on someone else tonight. I know YOU will by the time I allow you to leave."
Ms. Parker scrapped the candy back into the bucket and then roughly grabbed Cary by the ear forced her to follow her to the front porch. She set down the candy bucket and then plopped down into a rocking chair. Cary was led over her large lap by the ear. Jenna had known this would be the end result from the moment that she had heard my plan. It was no secret to us that Jenna's mom spanks and not just her little brother. Jenna had often told us horror stories of the spankings that she has recieved from her mother, even as a teenager.
Cary's eyes grew wide as she understood what being punished meant. "Wait! I'll clean it up! Please...you can't do this to me!" Cary pleaded, her voice pitched in such a way that we could hear her shock in it. She likely couldn't believe that this was actually happening to her.
Ms. Parker turned a deaf ear to Cary's plea and began to pull up the girl's short skirt. Cary reached back to stop her and Ms. Parker smacked her hand away. Then in one quick motion, Cary's flared skirt was flipped up over her back and her childish underpants came into full view. Ms. Parker's large hand came crashing down "smack" in the middle of her panties. We all laughed histerically as Cary yelped like a wounded animal.
Ms. Parker's hand rained down over and over upon Cary's upturned pantied bottom. Ms. Parker's large stature coupled with Cary's small frame made Cary' look even smaller than she really was as she lay drapped over Ms. Parker's lap. No one witnessing this scene would have suspected that this girl being spanked was actually not a child.
SMACK! SMACK! SMACK! "Don't!" Cary screamed. "I really didn't do it."
"I garantee this will be the last house that you try that you do this to tonight." Ms. Parker added between smacks. "I hope your bratty bottom burns as a reminder whenever you sit for the next week.
SMACK! SMACK! SMACK! SMACK! "Stop...please." Cary pleaded.
"You parents obviously don't spank at home and need to. The best way to get through to bad little girl is through a sore little bottom."
SMACK! Cary began to kick her legs in a struggle to escape. Ms. Parker took this opportunity to deliver a series of smacks to her inner thighs.
"You don't understand....." SMACK "It wasn't me..." SMACK and I'm not a child."
Ms Parker showed no sign of slowing down. We all watched, bemused, though the fence as a small damp spot formed in the crotch of those childish panties and single dribble of urine traced its way down Cary's leg.
"Too old huh?" Ms. Parker laughed deeply and the spanking continued.
Out of the shadows several kids emerged with thier plastic candy bags swaying in hand, a ghost, a witch, and goblin. When they reached the end of Ms. Parkers walkway they all stopped and stared in awe at what appeared to be a errant child recieving a very sound bottom smacking. Ms. Parker lookup at them and smiled. She briefly stopped her attack on the poor upturned bottom as she beckoned the kids to her side. Cary must have been grateful at that moment that the costume included a mask to hide her face, though surely her face was now flushing as red as her bottom must be under those panties.
Ms Parker picked up Cary's candy bucket and placed it next to young girl who remained limply drapped over her lap. "I want you to give those good children some of your candy and thank them for coming. Then tell them to please move along so that your spanking can continue."
"No, I won't do that." Cary protested, shaking her head.
"You will or things can get much worse for you." Ms. Parker warned.
The three costumed kids stood towering over her as she lay defeated over Ms. Parker's lap with her pantied bottom prominently on display. Anyone standing that close could no doubt see the redness around her sit-spot peeking out from the laced edges of her panties. Cary reluntantly reached into her bucket and handed some candy to each kid as they bent slighty to recieve it from her lowly position.
"Looks like she had an accident." Came the voice of a boy behind the goblin mask. He said this as he pointed at the discolored wet blotch in her panties. To Cary's utter humiliation, this cause the others to look back there as well.
"Thank you from coming." Cary murmured in a weak voice hoping that they would just leave now.
"Now tell them to please move along so that we may continue your spanking." Ms. Parker instructed. To this Cary shook her head furiously NO.
"OK, I warned you." Without further ado Ms. Parker grabbed the waistband of her panties and yanked them down to her knees. Cary suddenly felt the cool autumn air on her niether regions and screamed out in shock and renewed humiliation. Ms. Parker smacked hard, twice, one on the top of each thigh. "Say it, and look them in the face as you do."
Cary looked up with tears streaking down her face behind the mask. "Thank you for coming and...... please..... move along so that Ms. Parker can continue..... my spanking." she stammered as if the words themseleves were painful.
The kids walked away, looking on last time over their shoulders as the spanking continued. Cary was made to serve candy to two other groups of kids in the same manner as Ms. Parker continued to make a lasting impression on her back side.
When Ms. Parker judged that the sobbing girl had been thouroughly chastized she stood her up and made her face the porch wall. Ms. Parker went into the house and came out moments later with a bucket of water and a sponge. We looked on in histerics as Cary was forced to scrub the side of the house clean. Cary tried to pull up her panties but Ms. Parker smacked her hand away. "Those panties had better stay on your ankles while you clean the mess you made." Ms. Parker scolded. "And I expect you to continue serve the kids candy from your bucket. If you forget to thank even one of them or act impolite in any way, I send you to fetch a switch from my birch tree in th back yard and then we will continue your lesson in the way that a proper young lady should act."
We never grew bored of watching Cary's ordeal as she stopped cleaning to hand out candy and thank the kids. The slightest bend or windy breeze exposed her red bottom for whoever cared to look.
"Oh..someone's been bad." One little boy had said to the rest of his group. "Look at those handprints on her legs." He announced. The other's giggles as she obediantly served them cand and thanked them.
Our favorite scene was watching her pick the toilet paper out of the flower bed. She had to bend over constantly to get the first half clean and then had no choice but to get on her hands and knees to clean the back part of it. The porchlight shone off of her reddened butt like a beacon in the night and she had to push her mask aside to see what she was doing but was quick to cover her face again and stand up at the sound of any new trick-or-treaters approaching.
Then just when we thought this couldn't possibly be any more of a humbling experience for her, a guy her real age approached, chaperoning a young pirate. At first he stood at the edge of the yard and looked on.. Cary hadn't heard them coming until the pirate was almost right next to her. She stood and turned around quickly, forgetting to put the mask back on. The older guy ran to catch up with the pirate before she had finished handing out the last of her candy and thanking him. We could tell that she immediately recognized him but we didn't find out until later that this was an ex-boyfriend of hers.
"Cary, is that you?!!" he sounded genuinely shocked. Cary sheepishly took a step back and buried her face in her hands, obvoiusly not realizing how childish tha motion had made her look. "Of coarse it is, I'd know your face anywhere...but you look so young dressed like that...and if I didn't know better, I'd say that you've been recently spanked." he quickly circled around her to confirm his assesment. When we saw the handprints painted on the backs of her thighs he smiled. "What on earth are you doing? Is this some kind of trick for Halloween?"
Ms. Parker took notice of this conversation and rushed out to see what it was all about. "Hello, young man." she greeted. "Is everything alright? She wasn't rude to you or the child was she?" Cary quickly slapped the mask back down on her face, not wanting Ms. Parker to see her real face.
"Hello Miss." he greated in return. He began to answer her and then stopped as if something had dawned on him. "Were you the one that punished this girl?" he inquired.
"Yes. She made quite a mess of my yard. Do you know her or her parents?"
"Her parents?" he repeated as if considering. It must have been obvious to him that this lady truely thought she was a child. "I used to know them, but I can't rememeber their names. Its been a couple years."
"Devin, tell her I'm not a child and she has no right to do this to me." Cary pleaded.
"You haven't changed a bit I see." Devin said as he looked down upon her. "Glad to see this woman was kind enough to put you in your place. I suggest you be a good girl now and finish cleaning the mess you made." Devin ordered pointing to the flowerbed. Cary hung her head in shame as her hope of resue crumbled.
Ms. Parked nodded in agreement and motioned her back to work. Cary reluctantly meandered back to the flowerbed. Devin looked on as she bent over to finish the task. "I used to babysit her. She was quite a hellcat then as well, so anxious to be all grown up." Devin explained, turning back to Ms. Parker.
"I don't think she'll be anymore trouble tonight." Ms. Parker replied. "I'd like to think that I've done her parents a great favor tonight. Well...you fella's have a good rest of night." Ms. Parker said. Devin glanced over to Cary again with a look of satisfaction and then turned to leave with his charge, the pirate.
Later when Ms. Parker was satified with Cary's work, she sent her on her way with a volley of smacks to the backs of her thighs. "They'll be no more pranks for you tonight missy. You had better head straight home."
Cary pulled up her panties and took off running down the street towards my house. It took the girls and I a few minutes to catch up with her and by the time we did, all of us were out of breath. "Hello....Cary. You got yourself some bold handprint tattoos on the backs of your thighs." I taunted, with a chuckle. "Where are you going?
"Back to your mother's house to change out of this costume." she sniffled.
"Awe, what a shame. We were hoping you would trick or treat with us a little longer." said Nicole.
"Are you kidding??!! I've never been so humiliated in my life. Thankfully dressed like this and with this mask no one will have recognized me, except for...." she trailed off as if not wanting to finish her thought. Then suddenly with new found pep, "I've won the bet. I did as you asked and you never set a timelimit for how long we had to be out."
"Yes, you did win." I agreed. "I can't argue that point."
"You do realize that you couldn't have backed out now anyway don't you?" she said obviously feeling like she had me exactly where she wanted me. "You and you friends made a mess all the way down the street. Just try and deny it and let's see who she believes, you the brat daughter with a history of making trouble or me her trusted friend."
"I won't." I said confidently. "As agreed, I'll own up to it." It was worth it, I thought.
"I'm going to cherish every minute of it. I hope your friends will get a front row seat of the paddle making its impression on your hide." There was venom in her voice. This was clearly about revenge for her now.
We mercilessly teased her the rest of the way back. I heard her breathe a sigh of relief as we stepped up onto my porch steps. She was not doubt eager to be viewed as her adult self again and to see me punished like an errant child, like she had been. When we came in the door mom was waiting. Cary didn't even glance at her but began to run up the stairs toward my bedroom, probably in a rush to get out of that outfit which had been the cause of her trouble. Mom looked angry for some reason.
"Stop right there!" mom yelled and Cary turned around to look. "Come here right now!" Cary was surprised to see my mom speaking to her in such a stern tone but listened and was in front of mom in short order. "I was out driving through the neighborhood earlier to pickup some milk and imagine my surprise when I saw your friends defacing a house while you stood watching." she said, still talking to Cary.
"But.." Cary began.
"Hush child!" mom said cutting her short. She then looked over at me, expectantly. "Let me guess, she snuck away from you?" she asked me. I nodded my head yes still under the cover of the mask. "Its OK, I know my girl can be a handful and I'm sure you did the best you could." It seemed to take a minute for Cary to figure out that mom thought she was me behind the mask. I was thankful at that moment that when she passed by she must not have seen me dressed in Cary's costume.
"You don't understand, it wasn't me. She..." Cary tried to cut in. Mom obviously didn't recognize the muffled voice behind the mask. She was cut abuptly short as Mom slapped her hard across her masked face, silencing the backtalking teenager.
"I don't want to hear it. I'm done with your excuses." she pulled out the paddle that Cary had given her earlier. "I wasn't ever going to use this but you have changed my mind tonight." Cary was visibly terrified. Cary reached for the mask to pull it off but as she lifted her hand to her face, mom quickly grabbed her by the wrist. She yanked her over to the couch and tugged her over her lap. When Cary tried to struggle Mom locked her leg over Cary's thigh and pinned her securely over her lap. Cary was about to recieve her second spanking of the night, but this time with the paddle that she herself had so lovingly purchased for me.
For the second time of the night her costume dress was flipped over her back. Mom probably wondered about the redness peaking out from behind Cary's frilly panties but the handprints had faded away. Mom wasted no time peppering her already sore bottom with the paddle. SMACK!!! SMACK!!! SMACK!! At this point Cary faced the delimma of trying to prove to mom that it wasn't me she was spanking and facing a very embarrasing explaination or she could resign to her fate and pretend to be me a little longer. Jenna, Nicole, and I were loving it. This was even better than before because this time we could all stand right overtop of her and watch the blow by blow action. It was mesmarizing to watch her bottom, compacted by the tight panties, flatten and then reverberate back to its normal shape over and over. Mom might not have been so hard on her had she known that this was round two for the night.
Mom must have thought her punishment was very effective because Cary was begging for it to stop after only 5 minutes. "I'll be a good girl. I promise." she pleaded. After Cary was sobbing uncontrollably Mom finally let her up, though we were disappointed that Cary's panties stayed up. I had no doubt that the paddle had lit quite a fire underneath those panties.
Afterward Cary trodded upstairs holding her chastized bottom all the way. I nodded at mom and then followed. Jenna and Nicole took that as their cue to leave. I wasn't surprised to find that she had already stripped bare from the costume by the time I opened the door. She stood with her bottom facing the mirror amazed at the dark color it had become. Oval shapped bruises had begin to form. She glared at me with obvious malice as I entered. "I won that bet you know." she said. "That should have been you!!"
"Yes, you did." I agreed. "I may not have been one getting the spanking tonight but you got your wish. That freak'n paddle you bought is now hanging on the wall downstairs." I explained, having already realized the implication.
"Yes, well I hope it gets used quite often. After the night you put me through." she added.
"It was all worth it to you get what you deserved." I said with a smirk.
Cary finished dressing back into her suit and I was back in my jeans and tee shirt. I followed her to the front door and Mom was already there to see her off.
"Cary, I am sorry you have to run off so soon. I had hoped that you would stick around for awhile and visit." Mom said.
"Yes, well...after spending some time with your daughter tonight I am worn out and ready to head home." Cary responded, acting regretful.
"I think you were exactly right. A good spanking is just what she needed." mom said, tunring to look at me as she finished her statement.
"I think you got through to her but I wouldn't go so easy on her next time." Cary said, also looking at me. She then turned and stepped out the door. Mom followed her out onto the porch and I stayed inside watching.
"I hate to ask you after the way she behaved, but would you mind coming back over this weekend? I told Bethany that she could have a sleepover with her friends but it turns out that I have to leave town for work. Its ok if you can't, I probably should go ahead and make her cancel it after the way she acted tonight anyway. Although if she gives you any trouble you I would give you permission to make use of the paddle as you see fit."
I think Cary would have refused if mom hadn't thrown in that last part. Her attitude suddenly became cheerful. "I'd love to." Cary said and then winked at me before slipping off into the night.
I was left to dread what kind of plans she might have to back at me. There was one thing I knew for sure, she was going to take every oppurtunity to humiliate me. I needed to come up with a plan and fast or I would be sleeping on my stomach next weekend and for awhile after.
No comments:
Post a Comment