Maggie's Halloween Adventure

This is the story of a Halloween I had always hoped to have forgotten, a story where the girl that used to pick on me in school, finally got the best of me.

To get the usual out of the way, if you haven't read my stories before, my name is Maggie Hill, I'm the local tomboy, 5'3", short dark hair, blue eyes, B-cups that look bigger than they are on my tiny runner body frame and most recently I've been told I have a nice bubble butt. All bodily features that no one really knew because I would usually dress in cargo shorts and a baggie hoodie, for all they knew I was as flat as a board under my clothes, and to be honest, raised in such a conservative, religious family, it made my mom happy to some extent.

Well, it was senior year, and Erica, the head cheerleader, and my bitter nemesis, was always known for throwing the craziest parties for Halloween. Not like I was into that kind of thing, but I guess a part of me always wondered what they were like. Awesome costumes, insane food, loud music, and all the scary decorations. One year they even had a corn maze in their backyard because behind their house was nothing but open land that hadn't been developed yet. Yes, Erica's parents were loaded and seemed to indulge their daughter for whatever she wanted.

A week before the big night, Erica was seen walking around the halls with little envelopes, most likely invitations to her party. I decided to just open my locker and ignore her because I had a feeling hell was going to freeze over before I ever got one.

"Hey Margaret," I closed my locker to find Erica there waiting for me, smiling as she leaned on the locker next to mine, "sorry, Maggie, I feel really bad about all the teasing I've been giving you and your friends and I want things to change, it's our senior year after all... here," she handed me an envelope and a chill ran through me, I guess hell had really just frozen over.

"Um, thanks, Erica," was all that I could get out before she hurried off.

"Bring your friends while you're at it, but remember 18 and over only, we are adults now!" she turned and yelled out before vanishing into the crowd.

I wasn't sure if I was excited, or scared, but I figured maybe people could change, maybe she was maturing or her father stopped screwing his secretary and she was finally happy or something...or something. I'd like to say the rest of the week till that night went normally, but she was extra nice to me every single day.

"Hey, Maggie! Cool hoodie Maggie! Hey, the machine spit out an extra soda and thought you might want it," every day it was something new and although she was being really nice, it kind of made me feel uneasy, even my friends were a little weirded out by the change of personality.

Well the day finally came and I decided to dress up as, a nurse, no, not a sexy nurse, they were scrubs that my sister left behind when she used to volunteer at the local hospital. After all I am a tomboy, remember? You weren't going to catch me in one of those slutty outfits.

I called and told my friends I would meet them at the party because I decided to stop at the drug store and buy a hospital mask to complete the outfit. But when I finally arrived, the house was just as crazy as I thought it would be, gravestones and iron fences outside, along with animatronic zombies and I think they actually hired scare actors dressed as goblins and monsters to scare people that strolled by the house.

I made my way in to be instantly greeted by Erica who was dressed up as Cleopatra, a very expensive Cleopatra, with an Egyptian wig, make-up, silk gown, the works, I wish I had that kind of money.

She made a noise that sounded like a happy squeal, "OMG, I love your costume, it's so retro, like from that show, what was it called again?"

"Scrubs?" I answered, confused.

"Yeah! Wait, wait right here I want to introduce you to someone," she ran off, not exactly sure how in the silk sandals she was wearing.

She made her way back, pushing through the crowd with Brian, the captain of the football team in tow, looking like he wasn't really sure what was going on. I could see his costume; he was dressed up as Tom Cruise from Interview with the Vampire and pulling it off rather well.

"Hey, this is!" Erica came, still pulling Brian and being so short and him so tall, he came crashing into me, spilling his drink all over me.

"Oh god, I'm so sorry, Erica was pulling and all these people and," Brian was being nice but Erica immediately cut him off.

"This won't do, come with me, we'll need to find you something to wear," she grabbed my hand now pulling me up the stairs towards her room.

"It's ok, really, it's fruit punch, if anything it looks like blood."

When we got into her room, it was massive, her closet alone was as big as my room. She quickly picked out an outfit and threw it onto the bed, it was a cheerleading outfit, our schools to be exact.

"I couldn't possibly."

"It's ok, it's one of my spares, I have plenty and it's Halloween after all, don't you want to look a little sexy?"

I bit my lip thinking of the possibility, but thinking of so many people from school seeing so much skin made me nervous.

"Here, how about we add a disguise and it'll be our little secret," she pulled out a blonde wig and a feathery mask.

"I guess, maybe, it could be a little fun."

She stood there watching me, almost awkwardly staring as I picked up the outfit, "oh, this is weird, let me give you some privacy, I put some bloomers with the skirt in case you needed them, we're both about the same size."

With those words, she was out the door before I even had the chance to turn around. I can't believe I was in Erica's room, the same girl who used to whip me with her towel after gym class, the same girl who told guys I was really a boy or a lesbian, it was weird.

I stripped off my sticky scrubs, my bra wet as well with fruit punch. I looked at the top and was worried that I would stain it if the liquid got onto it and decided it may be best just to take the bra off. The top was tight, maybe I was about the same size or maybe even a little bigger than Erica, the front feeling stiff against my chest. First time wearing a cheerleading top, I just assumed that's how they were made, don't want your boobs flapping around while doing flips and summersaults. I felt very exposed that it didn't cover my stomach, even going to the pool or beach I would wear a rash guard or one piece at the very least with board shorts.

I put on the skirt, which was short, shorter than I was used to anyway, and came down to my mid-thigh. Crap, I had to wear my superman underwear today...well, I guess any underwear would have been bad being exposed by this skirt. So, I took them off and put on the bloomers that Erica left for me, which with my first-time wearing bloomers, oddly felt stiff and snug as well, rubbing me in some very...delicate places.

I finished the costume putting on the wig and mask and went to her dresser to see how I looked. I don't think my own parents could have recognized me, between the cheerleading outfit I would never wear in my life and this blonde wig and mask.

While I put my socks and shoes back on, I noticed the top drawer of her dresser was slightly open and something caught my eye. I couldn't help my curiosity and opened it. I couldn't believe what I was looking at, it was a big black cock in her drawer. I don't know what came over it but I picked it up and held it up, studying it with my eyes. I turned the little dial on the bottom and it came to life starting to vibrate and I dropped it in shock as it made a loud thump on the ground.

"Everything ok in there? I had some issues my first time too," Erica was waiting outside the door for me.

I grabbed it and quickly turned it off, stuffing it back into her drawer and closing it shut. I looked up in the mirror to see my cheeks and neck were bright red, I wasn't sure if it was out of embarrassment, or possibly even, arousal? I couldn't help but picture Erica laying in her bed fucking herself with that big, vibrating monster, causing me to bite my lip. A knock came at the door and Erica came in, hand over her eyes.

"Are you decent," she removed her hand from her face, looked at me, and smiled, "my god girl, I would have never have recognized you in a million years."

I didn't know whether to take that as a compliment or an insult, but from the new, nicer Erica, I decided it was probably a compliment.

"Hey what should I do about my," I tried to ask about my clothes that I had in a pile laying on her floor.

Erica's hand found my bareback and started pushing me out of her room with her, "don't worry about it, the maid will take care of it and I'll give it back to you when I see you at school next."

Before I knew it, I was back at the crowded party and I felt practically naked. For a girl that wore a sleeping bag to school every day, this felt like walking around in my underwear. I hugged my arms around my stomach almost trying to hide my nakedness, there was nothing I could do about the breeze coming up the skirt though and with the thin, tight material of the bloomers, that at times almost felt like they weren't there at all.

I was dragged back to Brian, who was laughing with some of his guy friends, holding a brand-new drink and I cringed at the thought of getting spilled on again.

"Hey there you are sweetie," Erica said now clasping onto one of Brian's big arms.

"Wow, who's the new girl, she looks familiar," he said while looking at me.

"Oh, that's just, Stephanie, you remember her, right?"

"Stephanie, yeah sure, totally," he reached out, oddly to shake my hand.

He took my hand into his and like the vampiric gentlemen he was dressed as gave it a light kiss and I felt a sudden pulse down between my thighs.

"Holy shit," the words left my mouth without thinking.

"Hold it together girl, he's spoken for," she said patting his arm, "such a tease, aren't you baby."

What was that, was that me, what just happened? A man walked by with plastic cups filled with punch and Erica grabbed two, handing me one.

"A toast to new friends," she said as we tapped or cups together taking sips.

I wasn't sure what was happening next but I could feel a slight vibrating down between my legs and I didn't know what was causing it. Could it have been the music, the tightness of the material against me, whatever was in this drink, or maybe just how hot it was having Brian kiss my hand? The thought of it made it feel like my nipples were vibrating as well, my whole body was starting to feel like it was tingling all over.

"Mmph," a moan escaped my mouth, I was hoping low enough that the music would cover the sound.

"Are you ok girl, you look a little, flushed," Erica had an evil grin on her face, one that I had seen so many times before.

"I'm fine, mmmm," the vibrations now stronger, something was vibrating in the bloomers and in the top, I reached down, but realized there was nothing I could do in front of all of these people, "I just need to use, ah, the restroom."

"Here let me show you where it is, be right back sexy," she said winking at Brian and grabbing me by the arm.

She pulled me to the closest bathroom, following in with me.

"Oh, some girl on girl action!" someone yelled out from the crowd.

"No, just someone needing a costume adjustment perve!" she yelled back before closing the door.

I had my back up against the wall, leaning on it because my legs were starting to get shaky.

"Mmmm, what's going on, what did you do?" I tried to keep a poker face but couldn't stop myself from moaning and breathing hard as I talked.

"Oh, you like the little toys I put into the outfit, I thought it would be fun to try out on you, I've worn it to a few games myself and let Brian hold the remote," she said again with that same evil grin and smug attitude I've known for so long, this was the true Erica again.

"Fuck this, I'm not like that, I'm out of here!"

She put her hand up holding up her phone, a video playing on it, "you can go, but you have two options if you do, you can leave, but I'm showing this video to the cops," the video was my friends out by the pool, smoking pot, "I hooked them up pretty good, and they went for it without question."

"What's the other option?" I said nervously.

"You can leave the costume, mask, and wig and leave right now," her grin now a smile from ear to ear, "completely naked."

There was no way I could possibly do that, I couldn't walk out of here completely naked, without a disguise for everyone in my class to see me. Pictures, videos, rumors, my life at school would be completely ruined and if my parents found out, they would disown me and throw me out.

"And, mmmm, if I, if I stay?"

"You'll be my little toy for the night until I get bored of you," her finger found its way under my chin lifting it so that I was looking directly into her eyes, "and for the rest of the night you'll refer to me as ma'am."

"Ok, I'll stay," she had me and she knew it.

"What was that, pet?"

"Yes...ma'am... I'll stay."

She pulled a small remote out of her pocket and began playing with the buttons, the vibrations in the top and the bloomers intensified, you could hear the motors as they began to rev up, and I could describe the feeling in one word, powerful.

"Good girl, now let's get back to the party, I have to be a good host."

"Please, Erica, please, Ma'am, I, mmm, I, can't go out like this," my legs were shaking, my fists clenched tight and I bit my lip to stop myself from making any more lewd noises.

From the open door, she looked back at me, holding myself up against the wall, smiling she made a motion for me to come to her. On weak legs, I made my way over to her breathing heavily as I felt what I only assumed was my orgasm building up.

She leaned over close to my ear, close enough that I could feel her hot breath against my lobe, and for a second it almost felt erotic and the thought embarrassed me further getting turned on by this evil bitch, "go kiss whatever boy I point to and I'll turn it off," she gently nibbled on my ear sending shivers down my spine, "sounds like you better hurry though."

We walked out back into the party, hollers and whistles followed as people noticed us both leaving the bathroom together. I looked at her anxious, holding back the pre-orgasmic feelings consuming my body. There was no way I was going to have an orgasm around all of my classmates.

Megan laughed and pointed, "perfect, go kiss him."

I looked to see where she was pointing and dressed like a ghostbuster was Adam, the tall nerdy guy in the class who always gave me the creeps because it felt like he was always staring at me.

"I can't, I wouldn't know what to say!"

"Ok, so it stays on," she grinned again, looking down at my wobbly legs, "just," she leaned in close and whispered in my ear again, giggling as she did.

I couldn't think straight, I needed the vibrations to stop so I did exactly what she told me. I walked right up to Adam, who moved out of the way thinking I was trying to get by him. I tapped him on the arm because he was much taller than me and tried to say something, but with the loudness of the music he couldn't hear and bent over and got closer to my face to hear me better. What he didn't know was I purposely talked quietly so he would. I was really nervous because, well, this was going to be my first kiss.

"Mmmm," I bit my lip knowing that my orgasm was coming quickly and had no choice but to stop hesitating, and with both hands, I grabbed his head and kissed him.

I prayed that this was enough and that Erica would stop the vibrators, but to my dismay they stayed on. I tried to end the kiss hoping that was what Erica was looking for, but Adam had other ideas. He held onto the back of my head now, kissing me back, thrusting his tongue sloppily into my mouth and I couldn't hold it back anymore.

"Oh god!" I screamed into his mouth as he kissed me, unable to keep quiet, I came, causing me to involuntarily grip his head tighter to mine making it seem like I really wanted this, when I didn't at all.

When he finally stopped, Erica turned off the vibrators and I stumbled back as she caught me in her arms.

"Wow, Adam, who knew," Erica said, Adam now looking shocked and confused at what just happened, "how about a treat to go with your trick!"

With those words and the way Erica was holding me up with her arms under my armpits, she grabbed at the bottom of my top and lifted it, flashing my bare breasts, Adam, not only now being the first to ever kiss me, but the first to ever see me topless as well. I tried desperately to cover myself with my hands, but the damage had already been done, I was exposed, to him and whoever else had been lucky enough to catch a glimpse. When the curiosity got too strong to see what Adam was now doing, I looked up to see him red-faced and then scrambling away like he had done something wrong, I almost felt sorry for him.

"If you think that's it, that was just the appetizer," she whispered into my ear.

I didn't have a moment to catch my breath as she dragged me to the living room where the DJ was. I was shocked to see the furniture was all moved and all sorts of lights were set up along with a dance floor, it was like being in a concert or a club. People were dancing, girls grinding on guys wearing slutty, skimpy costumes, I no longer felt that out of place, in fact, some girls were wearing less than me. But I had one thing they didn't and Erica made sure to remind of that as I felt the vibrators turn back on with the intensity going up and down as I saw her fumbling with the controls.

I shook my head, and gave her a look of fear, having just cum, I felt so sensitive that it almost hurt.

"What's wrong," she mouthed, holding the remote up and pressing the button upping the intensity.

"Please no," I was yelling, hoping she could hear me over the music, but then decided to get closer, "please no more, ma'am, I can't take it, it hurts."

"If you don't like it, just take them off," she responded back into my ear.

I quickly tried to make my way back to the bathroom but she grabbed me and pulled me close to her, "no, right here, it's dark enough, no one will notice."

I looked around hoping she was right that no one was watching me. Now, if what I was about to do wasn't making me nervous enough, she turned the panties to their max, making my hands shake as I reached under the skirt, grabbing the sides and quickly pulling them down before anyone could notice. The hard part was getting them off of my shoes, and in my panic, I just decided they had to go before someone saw. I quickly kicked them off and was finally able to remove the bloomers. I stood up to see Erica turn off the vibrators, holding her hand out, and so I proceeded to hand her the bloomers, which she casually tossed over her shoulder.

Faintly over the music, I could hear someone yell, "what the fuck?" which I could only imagine Erica had hit someone with them, I doubt it was every day that random underwear was flying around. The thought of some person who knew me holding my wet underwear sent a trickle of wetness down my thigh and it brought to my attention how exposed I really was now. That wasn't as bad as my socks causing me to nearly slip on the hard floor, I looked back for my shoes but couldn't find them, they had "magically", vanished.

"Follow me," this time Erica not grabbing me.

As I followed her, someone bumped into me causing me to slip, nearly falling to the floor but was able to catch myself before face planting.

"Woo hoo!" a yell from behind.

I realized the position I was now in, bent over on all fours caused my skirt to ride up. I wasn't sure how high and what was being exposed, but it was enough to get a reaction and I stood quickly, nearly slipping again. In hindsight, I should have taken off my socks at least to be safe and before I exposed myself again or more importantly fell on my butt or face, I took them off and threw them away, now barefoot in Erica's house.