Anne Virginia's First Halloween

This story contains elements of erotic horror, non-human (shapeshifter) sex, BDSM, virgin, and reluctant sex... eventually. All characters in the story are 18 years old, or older. Each chapter ends with a "bang", with a grand finale at the end...

Note 1: This is a Halloween 2019 Contest story. Please upvote if you like it, and would like to see more!

Note 2: Much thanks to ThisNameIsntTaken who provided a wealth of edits, tips, advice, and fixed so many of my errors!

****

As Dan Peterson sat down his packed gray suitcase on the foyer tile by the ornate front door of his sprawling suburban house, he could see a thin silhouette approaching through the frosted glass panes. He smiled as the blurry outline took on a distinctly feminine definition.

An elderly-looking Chihuahua ran across the tile to the door and barked once, "Rawpp!"

"Is someone here to see you Anabel? Who is it? Who could it be?" Dan picked the small dog up and opened the door.

Anne Virginia was no longer the little girl she had been the first time she acted as Dan's dog-sitter; although her personality and demeanor seemed that of a younger woman. Anne grew up in a very religious, Baptist-derived, almost "cultish" household. She had been home-schooled by her zealously Christian parents. She lived a sheltered life. Anne's parents carefully selected nearly everyone she associated with, and practically all of them shared their "extreme" religious beliefs.

Anne wore a simple snug, white, short-sleeve T-shirt and a modest blue skirt with white polka dots that came to slightly below her knees. A small overnight bag sat at her feet. "Welcome back! How has Anne been?"

Anne curtsied and barely suppressed a giggle. "As always, Anne's blessed!"

They shared a friendly hug, then Anne stepped inside. Dan marveled at how beautiful Anne had become. She had the deliciously tiny waist that was usually restricted to youth, flaring out to a posterior that was impossible not to notice. The tight white T-shirt unintentionally displayed her pert, generous breasts. Her simple but cleanly styled straight blonde hair lined a delicately-featured face, and her smile seemed to light up the room wherever she went. Not that Anne would ever see herself that way -- her lack of mass social interaction had left her blissfully unaware of her young beauty. Dan thought to himself that Anne would make some young man ecstatically happy someday. He hoped that day was still far away! Dan thought of Anne almost like the daughter he never had.

"What are you supposed to be? The preacher's wife?" Dan asked.

"Huh? I'm lost," Anne looked at him with a frown.

"Umm, Halloween? Costume? The trick-or-treaters will be expecting the Peterson-standard Halloween extravaganza! You couldn't have missed the decorations all over the street, not to mention the front lawn!" Dan gestured towards his front yard which had fake gravestones, cobwebs, and a giant, inflatable grim reaper.

"Ooh yeah! Of course. Halloween is a bad word at my house. That's the DEVIL's day you know. So my mom says," Anne explained. "It's silly, I know, but I was never allowed to do any of that stuff."

"I figured as much." Dan nodded. "Well, I suppose you could fit into one of Gloria's old costumes, if you want to participate in Devil's day while you hand out some candy to the little devils. We only get a few though, down here at the end of the street."

The married couple Dan and Gloria Peterson were one of the few contacts with whom Anne's parents allowed her to interact that were not religious in the extreme. This was a great relief to Anne. While she loved her parents and usually did not have a difficult time following their rules, she could tell from the little exposure she did get to popular media and random encounters with the public that her family was far outside the American norm. The teenager sometimes longed to have a more normal life, and wondered about certain aspects of growing up that she might be missing. She'd never been to a dance, been allowed to have a boyfriend, gone to a sporting event, or even had any friends her age who talked about much other than the church, church activities and the bible. She only was allowed to wear the conservative clothes her mom bought for her.

As she bent over to grab her overnight bag, Dan tried not to stare at her perfectly shaped behind. Looking for somewhere to put his eyes, he noticed a neighbor and waved. "Good Evening Mr. Grumple."

Anne turned to look at another house on the cul-de-sac as a sour-faced elderly neighbor spun around on his doorstep and without a word, all but slammed his door.

"Sheesh, that guy gives me the creeps." She looked back at Dan.

Dan looked at his feet as they went inside. "I always make it a point to say hello, but yeah, Mr. Grumple is not my favorite neighbor either."

Anne punched him playfully on the arm. "Oh I know who your FAVORITE neighbor is!"

That brought a smile back to Dan's face. "Hmm... Mr. Sanders of course! He loans me his nail gun any time I want. There's just something so satisfying about nail guns, don't you think?"

Anne gasped in mock exasperation. "What?!? Does Mr. Sanders fold your laundry, pamper your little doggie, and bring the funniest jokes on the street?"

Dan grinned. "Second funniest," he corrected her. "You might be Gloria's favorite, but you underestimate my love of nailing things."

Anne walked towards the stairs to where she would sleep to drop off her overnight bag. "Where is your better half anyway?"

"Oh! She got a new job at an ad agency, which is based in San Jose. She will work from home, long-term, but this weekend she had to stay in San Jose for a meet-and-greet with some clients. I had a bit of work today but I'm flying up to meet her tonight and we'll explore Cali a bit in her spare time."

Anne turned back to face him. "Wow, she was wanting that job soooo bad, I bet she's excited. God is good -- I mean uh... oh sorry, force of habit."

Dan shrugged, as he sat the little Chihuahua back on the tile floor. "What? It's not like I hate God or anything."

Anne headed back towards the stairs, "Oh I know, I just don't like saying weird sayings that nobody else says, but I'm around my folks all the time, and I guess it's a habit."

Dan took her bag and started climbing. "Here let me help. So you want to sound like a typical teenage girl? Then you should probably use more 'likes'. And end every sentence so it sounds like a question. Like, you know? Like, every other like, word or so? You know? What-EVER!"

Anne rolled her eyes as she trailed behind him up the stairs. "I should. God is like, good? ... or whatever?"

Dan almost lost his balance, "HA! You'll fit in at prom yet!"

For a moment, her smile disappeared and there was a slight glimpse of hurt in her eyes. Dan realized this must be a sore topic. "Oh... jeez... I'm sorry Anne."

Anne sighed, and then her smile returned reassuringly. "But Mr. Peterson! If I were just a valley girl, like, then I wouldn't know so much about like, Moses and stuff!"

Dan handed her the bag at the top of the stairs. "There you go! Look on the bright side!" He gestured towards the window over his shoulder facing the evening's setting sun. "That would be that side over there. Get settled and then meet me downstairs in the kitchen -- oh!" Dan interrupted himself. "Gloria's old Halloween costumes are actually in the guest room closet, that's where she stores them, in case you were interested."

Anne blushed slightly. While housesitting in the past, she had secretly tried all of Gloria's revealing Halloween costumes on. She would sometimes imagine she was dressing up for a lavish, sophisticated Halloween party. In her imagination, sometimes Gloria and Dan would bring her as their guest, and other times Anne would imagine she was Gloria herself, hanging on Mr. Peterson's arm.

"Oh... yes. I remember. Umm... they might be too big..." Anne looked down at her chest, which had filled out tremendously over the summer. "Or, maybe it will umm... fit now," she blushed awkwardly.

Anne darted into the room and unceremoniously threw her tote on the bed she would be sleeping in, kicked her sandals off and went into the closet. She already knew which costume she wanted. It was a little red riding hood costume. It had a short, white, fluffy skirt, frilly black panties with red lace edges, a black lace-up under-bust corset with red lace edges, a white midriff half-blouse with ruffles that was little more than a boob cover to tuck into the corset, and a waist-length red hooded cloak. It was exactly the sort of thing her parents would never let her wear. They'd probably blow a gasket if they could see her now. Anne smiled at herself in the mirror, and practically ran back down the stairs.

Dan was waiting for her in the kitchen, along with the little Chihuahua, who looked at her expectantly.

Normally Anne would house/dog-sit for the Petersons when they had to go out of town. The Petersons had a large, fancy house, with every amenity anyone could want. Gloria had an ancient Chihuahua, Anabel, which dated from before her marriage to Dan.

"That was fast. Wow... Uh, little red riding hood, huh? I thought you might go with the... something less..."

Anne bent over and picked up Anabel, flashing Dan her black panties with the frilly red lace. As she bent over Dan had to avert his eyes again. Sweet Jesus, he thought to himself, that little behind is going to cause some trouble, sooner or later.

"Don't you have a plane to catch Mr. Peterson? I thought it left soon?" Anne asked as she stood up holding little Anabel.

"Yes... Uh... Ok, we got you the normal snacks and goodies." Dan opened the fridge and gestured inside. "There's also almost half an apple pie from last weekend's party. Gloria had a little get-together with her friends in celebration of the new job. A Brunch thing."

"Whoa, that is a lot of tiny bottles! They are so cute! What is Prosecco?"

"Prosecco is like Italian champagne. For mimosas." Dan saw Anne's blank stare of incomprehension, and took on a self-mocking dictatorial tone as he explained, "Champagne, A.K.A. French sparkling wine, is a fizzy alcoholic beverage, sometimes sweet, other times not sweet. A mimosa is about a third orange juice, and fill the rest with Prosecco. It's very popular with brunch." Anne's expression still looked slightly nonplussed, so he continued, "And... Brunch is a meal served between breakfast and lunch."

"I know that! I saw it in a movie! Basically it's like 2nd breakfast."

"You did watch the Lord of the Rings! Ok Anne, if you got through LOTR then Game of Thrones is a piece of cake!" Dan was on his soapbox again. "Well... except for the incest and... ok maybe not a piece of cake. And then the series finale... well maybe you are better off not having watched it, maybe read the book instead."

The first year she took care of the house -- now many years ago -- Anne tried to watch the Game of Thrones show. Although it was one of Dan and Gloria's favorites, watching it was actually against their rules at the time. Later she admitted to Dan she had tried to watch it, but from the first episode the dire wolves and white walkers had terrified her so badly she switched it off, and that night it had given her nightmares. Dan's explanation that the dire wolves on GoT were actually "good" wolves did not reassure her.

"Yes, but you know, the wolves."

"But there are wolves in LOTR! ...oh wait, that's The Hobbit."

"What?!? Well, Hobbit's off the list too, then."

"But Anne! If you --" Dan interrupted himself with a thoughtful look, then sighed. "I guess we all have our fears. For you its wolves, for me it's asparagus."

"I like asparagus."

"And I like wolves." He shut the fridge.

"If my mamma knew I had access to unlocked, uncounted bottles of alcohol, right there for the taking..."

"Ha! Yeah, Mrs. Virginia would flip huh?"

"So I should have one between breakfast and lunch?" Anne grinned, clearly not serious. She'd never had so much as a sip of alcohol.

"Yeah, that would be a great idea if you want to waste the rest of the day," Dan said sarcastically. "People don't usually drink until the evening, when they don't have stuff they have to get done. But for brunch, people make an exception. Like a special occasion... but usually they still don't drink enough to get DRUNK-drunk."

"Oh."

Dan looked at Anne thoughtfully. "You know what Anne? You are at the age that..." he hesitated. "Hmmm. Maybe not."

"What? What were you thinking?" Anne asked. It always made her feel so mature the way the Peterson's treated her like an adult.

"Well, you... could drink yourself a mimosa, tonight before you go to bed. Pick out a movie and drink ONE - but no more than one of these tiny, single-serving bottles. One bottle would make about 2 mimosas -- in a glass like this." Dan pulled out a small wine glass and sat it on the kitchen counter with a whack. "Just... if you want."

Anne looked panicked. "I could NEVER! I... I don't think so. Sorry, it's just..."

Dan was immediately apologetic. "Oh no, you don't have to! It's no big deal. I just thought, if..." He hesitated. "If you sort-of... dispelled the mystery around, you know, drinking... for yourself. I probably shouldn't have suggested it, forget it. But... really it's not a big deal either way, you can do whatever you want. Except... if you change your mind... seriously, no more than 1 of these little bottles, or Gloria and I could get into trouble if... something happened."

"Thanks, but it's just not my thing," Anne said matter-of-factly.

Dan shut the refrigerator and walked over to the cabinet.

"Anyway, as normal Anabel gets a scoop—"

Anne interrupted, "of pumpkin in her wet food, one pill at night, one in the morning, yada yada, I know this better than you do Mr. Peterson!"

"Sorry, but I promised Gloria we'd go over it again, you know how she is."

"You mean she's a loving doggy-mommy who's managed to keep this precious dog alive for 18 years?"

"Something like that. Ok, any questions?"

"You get back Sunday at... 4 PM? House doing good? Anything I ought to know?"

"OH YEAH! Crap... I almost forgot, the backyard fence has a hole in it. I nailed a board over it, it's a temporary fix you know, until I have time to get some pickets from the Depot, so it should keep her 'in', but Gloria wants you to watch her at all times when she's in the backyard. Just stay out there with her and keep an eye on her." Dan rolled his eyes.

"No problem Mr. Peterson, that's why you pay me the big bucks."

Just then, a taxi pulled up to the curb. "Ok, time for me to jet."

"See you Sunday!"

Dan walked back to the front door and picked up his suitcase. He opened the door then turned back to Anne.

"Bye!" He turned back to the door... then back to Anne. "Ummm..."

"Yeeeees?" Anne squeaked at him teasingly.

"Be careful... you..." Dan found himself staring at her adorable tiny bare feet. "You are just too cute." Inwardly he cringed... Eeek! Why had he said that? He jerked his eyes up to her face.

Anne's smile had spread to her eyes and she looked positively beaming. She sat down Anabel and ran over to him, giving him a full body hug.

"Mr. Peterson! I told you I was your favorite neighbor! Now go get on your flight and I'll see you Sunday!"

Mr. Peterson walked out the door to the waiting taxi. Anne watched him go. Mr. Peterson is too cute too, she thought to herself. He was so nice to her, and no other man treated her with the respect he did, certainly not her own father. Anne had developed a little-girl crush on Mr. Peterson the first time she met him, and in the intervening years it had not waned much. Gloria was so lucky... they were lucky to have each other. Anne felt guilty at the thought, but she sometimes found herself wishing the Petersons were her parents. If Gloria had been her mom... "Wow that would've been so great," she thought aloud.

As the car drove away a small group of kids approached the house. They held out jack-o-lantern shaped buckets for candy. "Trick or treat!" the kids said in unison. Anne gave each a scoop from the Peterson's on-hand supply. A tall teenage boy in the back was the apparent chaperone for the kids.

"He...hello! Do you live here?" His eyes were firmly planted on Anne's cleavage, barely covered by her costume. Anne rolled her eyes.

"No... here's your candy. Have a nice night!" She shut the door as they turned to go. She leaned against the door and smiled as she thought of his reaction. Was this what it was like to be "normal"?

The rest of the night continued like that, with trick-or-treaters coming and going. As the sun dropped below the horizon the kids tapered off and stopped, so Anne turned off the porch light.

She fed Anabel her pumpkin and wet dog food (it smelled sooo bad), a bowl of water, and sat the apple pie on the counter. "Ok... PARTY TIME!" Anne said aloud.

Anne had already had dinner earlier, so she grabbed the entire plate of apple pie, a fork, and a glass of ice tea, then went into the master bedroom. The living room had a slightly larger TV, but she liked lying on the giant bed. She grabbed the remote off the table and switched it on. Game of Thrones was playing. There was that gorgeous black-haired guy with a scruffy beard. Someone called him Jon Snow. He squatted to pet a GIANT WOLF.

"NOPE!" Anne said, and promptly changed the channel.

"There are no nice wolves," she muttered to herself.

On the next channel a movie was starting. Anne hit the "Info" button on the remote. Clueless, 1995. The description said something about a girl from Beverly Hills who gives another girl a makeover to make her popular.

Hmm... Seems old. Anne thought to herself. But, maybe interesting, never heard of it. It seemed right up her alley since she enjoyed learning about how "normal" girls her age lived.

At first, the movie was simply great. It was very funny, and the star, Alicia Silverstone, played a bubbly, adorable blonde character named Cher who was at the apex of her insular world. Anne understood enough of American culture to understand that Cher was supposed to be a rich, nice-but-shallow, socially successful valley girl at the top of her Beverly Hills high school's pecking scale, but ultimately clueless about the bigger world, convinced that it was less important than the little world she lived in. Her makeover project was a hopelessly klutzy new student. Like Anne, she was an impossibly sheltered girl with no clue about high school hierarchy when she arrived.

As this unfolded, Anne increasingly identified with the plot, until she began to get uncomfortable... then sad... and then she started to get angry. Cher was beautiful, and socially adept, and at the top of her rich school. Anne had never and would never go to even a normal high school. If, hypothetically, she could go to college someday, she would have no idea how to fit in socially. Worse, the movie's makeover candidate had Cher to guide her through this new world. Anne would have no such champion. Even worse, all of the characters, even the outcasts in the show, clearly led fun, fast-paced lives -- way more than Anne had ever experienced in her whole life! They went to parties, drove cars, had boyfriends and girlfriends, learned their choice of subjects in school... They had so much exposure to other kids their own age!

Anne felt robbed, and sad, and could not see a way for things to get any better. Just the week before, Anne had decided to have a conversation with her mom about her future.

***

"Mom, I was thinking... what if, next year, I were to take my GED test and apply to Yetzer Community College. I could get a job to pay for it."