A Halloween Party to Remember

(Note: Everyone in the story is 18+. Hey everyone I decided to try writing a Halloween story. It'll probably get published after Halloween but I hope you enjoy it.)

"Oh come on Anna you won't get Damien's attention with that." Jenny said as her friend came out dressed in an orange jumpsuit.

"What do you mean Jenny? I look dangerous." Anna declared proud of her look. They'd been trying to sort out what Anna would be wearing to the Halloween party for several hours.

Jenny had already settled on a slutty student outfit. A white button down shirt with the middle buttons open to provide a proper view of her ample cleavage and the black bra that cradled her breasts. All perfectly framed by her long brunette hair. Her plaid skirt was short enough that a bit of her ass hung out. Her plain black sneakers and long white socks completed the look. Just for a bit of extra flair she wore a pair of large glasses with the lenses removed. She was the schoolgirl teachers risk their careers for.

"Look girl if you want Damien to make a move you'll have entice him. Make his dick hard and his mouth drool. A convict cosplay and 'Hey let's talk about competitive Pokémon' isn't going to cut it."

"Ugh fine. Let me try something else."

Anna came back out 10 mins later dressed just like Jenny.

"Omg girl do NOT do that." Jenny said furiously.

"Don't I look sexy?" Anna said between chuckles. "I can see why you wore it the day before the party. I look like a true skank. So basically you."

"Fine good luck finding a costume on your own." Jenny got up.

"Noooo please don't go" Anna whined. "I was just kidding."

"And for the record I'm breaking it in." Jenny said as she sat back down.

Anna disappeared into her closet for a few minutes. She'd bought a bunch of outfits beforehand. Surely one of them would be sexy right?

"What about this?"

Anna was dressed as a maid. Not a sexy maid, just a regular maid. Hair bun, long skirt and all.

"Oh hello ma'am. Are you here to clean the bathroom? They're down the hall. " Jenny said plainly.

"Oh come one don't guys like sexy maids." Anna said exhausted.

"I want to say that outfit has no sex appeal but that would be wrong. It's the opposite of sex appeal. Looking at you make me want to clean my room and pray. He's definitely gonna talk to you alright."

Anna's face brightened up.

"Talk to you about cleaning his house."

And just like that Anna's hopes were dashed.

"Come on Anna we've been here all day and the party is tomorrow night. I need to get my beauty sleep." Jenny said as she yawned. It was almost midnight.

Anna went up to her room to try one more outfit. She tried to remember everything Jenny had been telling her to create the sluttiest outfit she could think of. One that would make guys cum their pants when they looked at her. She walked out of her closet in a gold bikini and a pair of red pleasers she'd accidentally bought. Yea she wasn't good at this.

"Ok Jenny what do you think about this?", she said as she strut in front of her friend.

"Are you fucking serious?" Jenny exclaimed, appalled at the lack of effort. "A bikini and some stripper heels?"

"Stripper heels?"

"Yes as in heels strippers wear. How did you even get those?" Jenny asked puzzled.

"The picture on the website was zoomed out. I thought they were regular heels."

"Those heels are the only thing good about that outfit this Ms. Stripperella"

"Well what else do we do? I'm out of stuff."

"Hold on I'm thinking." Jennifer furrowed her brow in thought. "Do you still have that old winter coat?"

"Which coat?"

"The one with all the stuffing removed"

"Oh yea I've been meaning to throw that away."

"Well good thing you didn't. I have an idea."

"Oooh tell me tell me tell me. What am I gonna wear?"

"Everything." Jenny said as she walked out the door.

Anna was a bit confused but Jenny was more knowledgeable in these things so she trusted her. She was a bit of a bookworm while Jenny was the social butterfly. While she buried her face in books, Jenny buried her face in men's crotches. They were so different everyone wondered how they were friends.

The next day Jenny arrived a few hours early. She was going to make Anna look like the biggest slut in the history of sluts or die trying.

"You sur- hehe. You sure this'll work?" Anna said, unable to stop giggling as Jenny worked her magic.

"Guaranteed sis. Damien's gonna be like putty in your hand." Jenny said as she cut large pieces of tape.

The two girls continued to get Anna ready for the party. Three hours later and they were done. It was a good thing Jenny had the foresight to come to the house already in her costume.

"Annd done!" Jenny said as she stepped back.

"Damn I feel hot."

"You are hot. Damien won't be the only guy with his eye on you."

"No I mean like I'm gonna die of heatstroke."

"A small price to pay for love dearie!" Jenny said doing her best old woman imitation. "I'll turn the AC up to the max in my car."

"Yea I'd hate to die dressed like this." Anna shot back.

The girls got there early in case anything went wrong with Anna's outfit. A few people were already there, others were slowly filtering in and to Anna's delight the AC was working properly.

"Let's go stand in front of the AC" Anna said as she tugged Jenny's arm.

"Sure just a second. There's Jason."

Jason sauntered up to them solo cup in hand. He was dress as Dracula. The same thing 90% of the guys were no doubt going to dress as.

"Hey Jenny how's it hanging?" Jason said clearly already buzzed. "Damn girl I love me a slutty schoolgirl! How's about you let old Drac teach you a lesson or two?" He said as he reached for her breast.

Jenny stopped his hand.

"Later. I want to enjoy the party first. Plus I gotta help my girl Anna with something."

Jason looked at Anna standing next to Jenny. Her outfit was the polar opposite of Jenny's. He wondered how he hadn't noticed her until now.

"Woah girl how long you been standing there?" He said surprised.

"Umm the whole time."

"Dang you're like Houdini or some shit. I love the uhhh maid costume?"

"Scullery maid Jason."

"Yea yea I knew that." Jason lied.

"Scullery maids were the lowest ranked maids in medieval households and were called so because they mostly worked in the scullery. They often did most of the manual labor and were an assistant to the kitchen maid. Their cloth-"

Anna's explanation was cut short as Jenny took Jason's cup and put it in her mouth making her take a gulp of beer.

"Calm down Anna you almost fried the poor guy's brain"

Jason's eyes were glazed over.

"Jason! Jason!" Jenny said as she snapped her fingers in front of his face.

"Hey why'd you take my drink?" He said, coming back to his senses.

"Oh come on Jason. I don't want you drinking too much." Jenny said as she fondled his crotch. "It would be a shame if," she brought her lips closer to his ears, "you were to drunk to perform."

Jason's eyes lit up. He stood at attention and saluted Jenny.

"Yes ma'am!" He hollered. "No more alcohol for me tonight."

"Good boy. Now you enjoy yourself without alcohol and I'll come find you when I'm ready." Anna said stepping back. She brought her hand to her face and licked one of the fingers she'd used to rub Jason's junk. He blushed as he turned away to leave but not before Anna and Jenny caught a glimpse of his growing hard on.

"Hey" Anna said as she waved her hand in Jenny's face. "No fucking Jason until you help me with Damien."

"Of course girl. What kind of friend do you think I am?"

"A cock crazy slut?"

"Wrong! I'm a cock crazy slut who cares about her best friend."

As the party progressed Anna and Jenny met their friends. All the girls were dressed as slutty versions of some job while the guys were mostly dressed Dracula. A few of them were dressed as sexy firefighters and there were even a couple minions. Anna stuck out like a sore thumb as she was by far the most covered up. Some joked that she showed less skin than the guys. Jenny would give her a reassuring smile while occasionally fanning her.

10PM and the party was in full swing. Everyone had some alcohol in them but not too much. Anna had been making eyes at Damien all night but they weren't sure if he'd noticed. No worries, he'd notice soon enough.

"Anna I think it's time," Jenny whispered.

"Finally. Did you talk to the DJ?" Anna asked anxiously.

"Yea. Just remember to go with the flow. This is your night so own it."

With that Jenny went up to the D.J. Anna saw him looking at her. She wondered how much Jenny had told him. Suddenly he stopped the music.

"Ahem. Attention everyone." Jenny said into the mic. Her voice coming from every speaker.

"I hope everyone's enjoying the party. I know I am." A few people shouted "WOO" as she said it.

"Anna and I planned some entertainment. this afternoon. We put a lot of work into this so if everyone would help me in giving a hand to Anna."

Anna walked to the small stage at the front of the room as everyone clapped. It was a fairly old venue. Originally a band would have played there but with a DJ it had been rendered obsolete. She could feel all the eyes on her but only one pair mattered. Damien's.

"Feel free to have a wank. We won't mind." Jenny said to the mic as she chuckled.

The music began to play and Anna could see that everyone was a bit confused. She began to move to the music, swaying side to side. Then she did a twirl and with one fluid motion she removed her mob cap and threw it to the crowd. As her dirty blond hair fell around her shoulders the slower ones in the crowd caught on to what they were witnessing. And of course all the guys erupted into cheers.

Anna blew a kiss to the crowd and a bunch of guys pretended to catch it. Next was her apron. She pretended to have trouble undoing the knot. As she walked towards a guy sitting at a table the music faded. Just like Jenny said, she sat on his lap. It was hard to not slide off given how unwieldy her skirt was but she managed.

"My apron's stuck. Could you help me?" she said in an innocent voice.

As the music came back she put her arms around his neck as he undid her apron. Once it was undone she got off him leaving only the apron in his grasp.

"Hey don't you want your apron?" The guy asked.

"You can keep it as a souvenir!"

She went back to the stage and did another twirl.

"This skirt is so hooot." She said like a damsel in distress.

"Then take it off!." A voice hollered from the crowd.

"Good idea."

Anna slowly undid the zip and as she did she saw how the guys craned their necks to follow the zipper. With it undone she put her hands above her head and sensually swayed her hips in time with the music. With each sway the skirt dropped a bit. Once it had gotten past her thick, luscious thighs it fell to the floor exposing her tanned legs and more importantly her blood red pleasers. Anna's shirt was long enough that it fully covered her generous, peach shaped ass and then some. She had been worried the crowd might get bored or even angry at how long she was taking but the way everyone stared at her shoes reassured her. After seeing those things they knew she wasn't going to half ass it.

Anna turned her ass to the crowd and slowly bent over causing the shirt to ride up only to put her hand behind her at the last second, robbing the crowd of their awaited view. Couldn't spoil the rest of the performance after all. As she bent she heard some cheers but when she put her hand they turned into playful boos.

"Oh do you guys wanna see under this?" she said as she unbuttoned her shirt.

The guys cheered once more. As she unbuttoned the shirt she held both sides together. She lightly bit her lip as she held both sides then with one swift motion she pulled them apart. The audience gasped as she revealed... a deflated winter coat. Everyone took it in stride and laughed.

"Fucking cockteasing bitch."

Well everyone except that one guy. The music ground to a halt and Jenny's voice could be heard on the mic.

"Excuse me you prick! You're getting such an amazing show for free and you have the audacity to heckle her? If you think you can do better then why don't you go up there and show us huh?"

"Yeah!" yelled the crowd. "Fucking piece of shit!"

"S-sorry," the guy said sheepishly.

"Now that's more like it." Jenny said clearly still pissed.

"Fuck that guy! You go girl!" The audience hollered.

The music started back up and Anna resumed her performance. She strutted around stage showing off her long gorgeous legs. Then she turned her back to the crowd. She unzipped the jacked and quickly pulled the sides apart. With her back to the audience they could only imagine.

"Maybe we'll finally see some tits" One guys said.

"Nah bro she probably has two more shirts and a bulletproof vest under it." Another said as they all laughed.

Anna turned around. Under her jacked she wore a gold bikini. She took off the jacket and threw it to the crowd. Then she turned around once more and shook her ass. A little bit of a reward for waiting this long. As she wiggled and jiggled her ass it threatened to break through the flimsy bikini.

"Damn that's a nice peach booty" One guy hollered.

"It's Halloween you dolt," a female voice responded. "It's a pumpkin booty!"

Anna was getting thirsty and with her body exposed she could no longer rely on her clothes to mask any stiff movements. Then she thought of a way to kill two birds with one stone. She saw a guy drinking from a solo cup sitting in front. She went up to him and straddled him as she took his solo cup. She took a long swig of it. It was whiskey. It tasted horrible but she didn't mind.

"Hey that's my drink" The clearly inebriated guy said.

"Sorry. Here let me repay you."

Anna began to grind her hips into him. His pants were made of a soft material. Perfect for feeling the hard growing thing beneath them. She continued to grind as she drank the awful whiskey. Pressing her snatch onto his dick with only a few layers of cloth separating the two. She could hear the sound of pictures being snapped. When she was almost done with her drink she got on her knees in front of him. He instinctively parted his legs and she shimmied her way between them. She began to lick his boner through his pants. She licked it voraciously and pressed her face into it. Just like the ladies in porn did. Anna had only had sex once. It was over in the blink of an eye and wasn't satisfying in the least so Anna was rather inexperienced.

"That's my girl!" Jenny yelled on the mic.

Anna needed a chair for the next part of her performance so she decided to take it from the same guy. She stood up and took a final swig from the cup, emptying it. She beckoned for the guy to get up and as he did she latched her face to his with a long passionate French kiss. And as she did this she pushed some of the remaining whiskey into his mouth. As she pulled back a line of drool formed between their mouths alerting the audience to exactly what had just happened.

"I'm borrowing this " She said as she picked up the chair. The guy was too stunned to speak.

Anna placed the chair on stage confusing the audience. Then she began to untie her top.

"You guys wanna see some tits." She said.

"Hell yeah!" The audience hollered back.

She undid her top and cupped it in her hands. She paused for a moment to take it all in. She could see many guys pitching tents. Based on hand movements a few in the back were actually jerking off. Just like what Jenny said would happen. Anna let her hand fall to the side and with that her top fell to the floor. Hew large breasts bounced as her arms moved. Then everyone noticed that her nipples weren't exposed. Each nipple was covered by a square of black tape. Anna sat in the chair facing the audience and cupped her breasts.

"I'm tired. If only two gentlemen would help me remove this tape." The sound of chairs scraping floor echoed through the room. A lot of guys eagerly got up but two made it to the stage first. As the two guys approached her one reached out his hand towards her bust.

"No hands boys." She said slyly.

"How are we supposed to do it without hands?" The other said.

"I'm sure you smart gentlemen can figure it out" She said licking her lips.

They got the hint. The two of them kneeled at either side of Anna and brought their heads closer to her tits. As they latched on she used a hand to gently cradle each guy's head like a mother breastfeeding her sons.

The audience collectively "Awwed"

The 2 guys began suckling on her tits. Each one brushing his tongue against the tape while sucking as though they really expected milk to come out. More than a few times she got bitten. Normally she'd say "Ow" but she was mildly drunk and insanely horny. She'd never stripped before so she had no idea it would make her this horny. The small amount of pain only made her hornier. Instead of "Ow" only soft moans could escape her lips. Eventually the tape on her left breast came loose. The guy tried to move his head but she gently held it in place.

"Wait for your brother" She whispered as though she were really breastfeeding. As she said it she felt his hard on grow and press into her leg. Someone had a mommy fetish.

He seemed to take the order well as he began to swirl his tongue on her nipple whilst sucking harder. She felt an orgasm building as her nipple was assaulted. She didn't want to cum this early but she didn't have a choice. Her body shuddered as she felt herself cum. She'd just cum in front of other people. She should be ashamed but it only made her more excited. Anna tried to not move too much while it happened so that the crowd wouldn't know. She felt like she'd done a good job. Worst case scenario the 2 guys suckling on her tits would know she came but who'd ever believe them? The minor movements as her body tried it's best to jerk around were enough to help the second guy dislodge the tape.

"Ok guys stand up with the tape still in your mouths" She whispered.

They did as they were told. Each guy stood up with black tape visible clenched in their teeth. The audience roared. This was the kind of shit they were waiting for. Anna stood up and put her hands on her head. Then she began to swing her full exposed tits around. First side to side then up and down.

Anna felt relieved. She was finally on the home stretch. She was drunk, horny and had already cum once. She needed to focus or she wouldn't make it to the end. She got on all fours with her legs spread and ass to the crowd. They roared as they were about to see her most intimate areas.

She sensually wiggled her ass as she brought her bikini bottom down. She knew her asshole had become visible when the noise became almost deafening. She gave her right ass cheek a little spank before turning and laying on her back. She lifted her legs while trying to keep them parallel to the ground, bending at the knee. As drunk as she was she could still feel herself blushing as her bottoms snaked their way across her legs. Finally she got them around her shoes Anna closed her legs and retrieved her bikini bottom. Just like she expected there was no wet spot. She threw her bottoms into the crows before carefully standing up and the reason for the absence of a wet spot was revealed.

One final trick she'd played before giving them her biggest treat. A small patch of black body tape covered her bald pussy. The crowd erupted into cheers. The guys didn't seem to care. Hell with the amount of alcohol in their systems they probably didn't even notice. Before moving on to the final part of the performance Anna decided to take a rest. She hadn't worked out in a while so her legs hurt from all the dancing. She spotted around 5-6 guys sitting in a line. She waltzed over and just lay in their laps. Never one accept freebies she decided to give them a bit of payment for the "accommodation."