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The Babysitters

QuillAndInk

QuillAndInk

For Pen and Paper!
Joined
Aug 3, 2015
(If interested in joining this RP, please DM me!)
Original Thread and Characters here.


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The Babysitters Club
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Located down a quiet country lane is a house. There always seems to be a constant flow of cars going to and from it, usually after the hours of 5PM and well into the early hours of the morning. On the weekends, it can get especially bus. On paper, its billed as being owned by the Babysitters Club LLC. Technically it was. One of the girls who worked there and got a 10% cut from all the other girls was theoretically the owner. Of course, she was originally financed by her first lover and married man, Andrew Simon. He was the one who had put up the money for the place and was slowly earning it back from the assortment of activities that went on there.

With ample parking in the garage and driveway, it was easy for all involved to be discreet. With no neighbors nearby, they could do whatever they wanted. The rules were simple - you could have sex wherever you wanted as long as the girl agreed to it. The entire house was open for it - the only private rooms were the bedrooms on the left side of the house, where a 'scrunchy' system let the other girls know if the room was occupied or not. The Master Suite was reserved for orgies and group sex.

The dining room was where the financial side of things took place, a curtain in the foyer directing people into the dining room while hiding the great room from view. The girls all hung out in the great room/living room and kitchen area while the den was off-limits to 'Clients' to give the girls some breathing room. The pool and hot tub were not off limits either and the landscaping around the house provided ample protection from outsiders looking in.

The girls were always encouraged to wear skimpy clothing when they were working. The Den also served as a place where the girls could change outfits on top of taking breaks, or hang out with each other too, though it was encouraged for them to be in the main living room area.

===============================================

Tonight was a normal Wednesday night. The girls had no real schedules - so many outside factors influenced their availability. The influx of men was also quite varied, though most averaged in the 30 - 60 year range, from all works of life. As long as they could pay.

The coming weekend was a fan favorite - school girl uniforms on Saturday, Bikini party on Sunday.
 
Abetha was sitting on one of the couches in the main living area waiting for things to start, she had a book in her hand reading it while she waited. It was something to pass the time, nothing more as a fingers twirled girlishly in a piece of her colored red hair. She was pale skinned choosing not to take to much time in the direct sunlight, if she did go out during the day she would be under an umbrella or sitting under the covered lanai. She never quite understood the point of sun bathing, which some of the others seemed to relish in. It was hot, and your skin got burnt if you were not careful. And really having a tan meant you let yourself get browned under the sun anyways, which was essentially getting cooked. But if that is the way the like it...

Her leg bounced as it sat over the other, with black patent leather platform spiked heels on the end of her feet. As you went up her slim form, you would see a long black skirt which in some places were fairly see through, except for the most important places where it covered with some velvety design. And her black top which housed her pleasantly plump breasts, had material which barely kept them contained which also had different pieces of material which all came up to a collar around her neck keeping everything in place. With a band in the back, to keep it in place also but left the rest of her back bare. Her hair hung loosely except for the piece she was playing with, and her makeup was dark and seductive which she found played well with the men.

Her more favorite time was the evening anyways, which made her a good candidate for this Babysitting endeavor which especially during the week was quite active until the early mornings. She glanced over at one of the clocks seeing what time it was, knowing there should be some activity fairly soon.
 
* Anna had made her way in wearing a black/white polka dot short spring dress with a pair of brown platform type shoes. Her long blonde hair trailed her back with her bluish grey eyes observing the room for the moment. While she noticed another female sitting down already in the lounge area. It was a red head that was dressed as beautiful too. This job was new to herself and feeling a bit nervous as she might be the youngest in this whole club. Her pale skin felt more brought out within the low lit room. Almost seemed like entering a library to some mansion opening.

Sitting down on the tanned ottoman. Crossing her left leg over her right and then listening to the crackling of the fireplace. Not hoping to compete against anyone. Just hoping this paid good money like the ad said it would. Not knowing what would be fully in store. Her eyes frantically looked around as if to find clues. But the place seemed rather simple and yet the unknowing was the part. Pressing her lips together that had a dash of strawberry lip gloss spread. Deciding not to make conversation till the other female decided to speak to her.

< Characters Look and Description of Outfit >
 
Roxy's Current Outfit

Roxy would make sure everything was in place for the evening. As the head babysitter, she would make her rounds before the older clients cane in for their services. Roxy would check the logs to make sure both the pool and the jacuzzi were cleaned out the night before. She herself got some use of of them last night.

Roxy would then restock each girls rooms with condoms. She was not going to babysit who chose to use them or not as she already stressed the importance of preventing any chance of getting pregnant. That, mixed in with not knowing how clean each guy that arrives are.

Roxy made her way to the living area as two of the babysitters were already lying in wait. She would smile and great them. "Hey Abetha, looking good tonight. Good book?". She then would look at the youngest of the group. "Hey Anna, why are you looking nervous?" Roxy would sit next to her, hoping to ease any concerns she may have.
 
* Samantha was next to head into "The Great Room" where the others seemingly were sat comfortably. Her long dark hair trailed down her back with her dark brown eyes staring about. Wearing a light pink midriff top and a navy blue skirt with stylish buttons on the front with white sneakers. Keeping it a plain casual look. Being quite confident of herself. Guys were the ones making her felt confident in the comments on how beautiful she was. ---- The shade of mascara and blush applied on her face as well as some red lipstick. Tucking her black purse under her right arm.

" Evening ladies" " So who is on the agenda today?" " Do we have some guest list?" " Do we get to pick or are we still being picked?" Shifting her eyes to the young blonde. " Well well...fresh meat for tonight" " Nice look.....just make sure to play the innocent card game" " They fall straight in your pocket" Plopping down on the single couch as she'd have her left leg go over her right. Letting out a slight yawn. " Hey Roxy.....Abetha" " Anna....seems a bit off edge"

< Outfit and Look of Character >
 
Abetha barely looked up from the book as either girl came in, it wasn't that she didn't know that they were there. It was more that she wasn't one to show that she really cared if they were, as she wasn't really the touchy feel sister type like some of the others. It wasn't to say that she wouldn't have another girls back if needed, but she wasn't going to wipe tears because someone got hurt feelings either.

"Hey, it's ok..." She said in a fairly monotone bored voice answering Roxy, as she looked up from over the book at the others in the room. She sighed as the two seemed to drop themselves on the new girl, Samantha pushing the innocent thing again which annoyed Abetha to no end. Finally putting her book down, she looks over at Anna with her dark eyes.

"Hey new girl, don't listen to these sunny happy people here. Just be yourself, and you will be fine. Frankly when it comes to any of these men, if you have breasts and a pussy you will be just fine. You will have no problem once they come, if you play innocent or not." She said with a glare over to Samantha again.
 
Roxy shook her head. "Ahh...still going with the frigid bitch angle, huh Abetha? Your not going to hear me complain, more money for you." She knew that personality was a turn on for alot of the men that visited. More money for Abetha meant more money for Roxy. Despite the hostilities, she still made sure she was taken care of.

"Anna, Abetha is not wrong though. That's all that really matters to those guys in the end. This is what's it's all about." Roxy would lay back on her couch. "Your going to make a killing my girl, just let me know if you need anything".

Roxy stayed out of Abetha's and Sam's rivalry. As long as it did not hurt business, and each other, it did not really matter.
 
* Samantha smirked at Abetha. " Oooo someone brought out the cat claws" Laughing. " Just make sure you don't have your period again while having sex" " I don't believe guys find that a turn on" Listening to the two other girls trying to buck the other newer girl to the group. " Don't listen to them either...." " Anna...if you want to make the money" " You have to go for extra.... and make that guy feel like he's a god for that night" " They will pay you heavily and you will get what you want"

Focusing her attention back to Roxy. " Is that what you really think?" " We're just a pair of tits and ass?" " Geezus....you both wanna just be the typical run of the mill whores" " The guys that view us and pay us are for them to make them feel lively with life" " As if renewed with pure exuberance and excitement from their boring daily lives" Shrugging before making her next comment. " But if you want to go with that whole negative approach..." " It's no wonder you won't ever get the type of money you want with limiting yourselves in that capacity"
 
* Anna tried to gain a different approach and also tried to take in any advice with ignoring the negative behavior that was easily dispensed upon another. Nodding at each advice given to her. She had her own personal goal of getting a nice car to drive and go to her high school in. Instead of either riding her bike there or taking the school bus. She may have been the quietest, but she was taking mental notes of the group.

" Thanks for the advice each of you" " But I mean I've seen movies....do you think being the dom or sub is a better approach?" She was hoping they weren't going to laugh at her for her rookie self reaching out to the others. Not wanting to be naive either to the others. It was clearly showing. Knowing not to disagree with any of them as they have experience in this and she only had sex a few times in her life.
 
"If it works why fix it Roxy..."Abetha said with a smirk, she got crap for being the odd one out here but most didn't understand that not all men liked the innocent virginal types. She was different, and she did some things some of the others might not. She had her talents and she used them well, so she just tended to give back what she got to the others. Really when it came down to it, it was all in good fun.

"Why wouldn't I make sure, I get paid extra for having my period don't forget Sammy. Perhaps you should try it for one, it is especially good when the guy eats you out, comes up with it all over his face. Ooooh so hot." She said teasing Samantha back, the other girl seemed to think she knew what all men liked but again if that was true Abetha wouldn't be here and makeing the money she did.

She heard Anna talk about being dom or sub and quickly answered before the others colored it with their opinions. "It depends on the guy, some men like a woman taking charge some don't. Listen to what they are looking for, be aware of what they seem to be wanting. In the end, it depends on the guy."
 
@Cassandraks Two men walked in at the same time. They were similar enough that it was clear they were brothers. Paul, 45 and Mark, 40, stood close together as they talked to each other. "Look, bro...when Sheila stopped putting out....well, lets just say this babysitting service really came through. The girls are..." He looked around, admiring the teen bodies that were on display. "...well, they're here for a reason, right? They want your cock, every which way until sunday. So relax...they're not going to say NO or talk to anyone or anything, right." Paul, the older of the two, spoke as he put a reassuring hand on his brothers shoulders.

Paul and Mark both wore jeans and polo shirts, having arrived after working out at the gym. It was part of their alibi, in case anyone asked where they had been. The brothers were both tall and stocky, gym rats who were starting to show their age as their muscles softened around the edges and the pounds were harder to shed. Both were still handsome men. "And you said it yourself - you saw Betty and your neighbor coming out of the pool house together. No harm no foul, right? So....lets find us a girl." Mark had remained silent the whole time, eyes darting around from girl to girl.

Paul's eyes were caught on the red hair of Abetha. The girl was in conversation with some of the others as he approached, but her hair and her outfit had caught his attention. "Pardon the interruption ladies...I'm Paul." He says with a soft smile to them before turning to Abetha. "I was wondering if you had a, uh, minute?"

====
@Aluora Mr. Richards also arrived. He only came maybe once or twice a month finding it much harder to get away from his wife. Pushing 50, he had gray hairs and a true dad body, rounder at the belly than at any previous time in his life. He was wearing shorts and a simple t-shirt along with flip flops. Certainly not the guy who looked like he was here to get his rocks off. He shuffled his feet as he entered, hand shoved in his pocket. He was among the quieter guys despite his large, 6'4" frame. His eyes went from girl to girl then back to one, eyes widening in recognition.

"Roxy?" He asks, seeing his neighbors daughter sitting there on the couch. The tall, leggy girl was hard not to notice. Her tight, tall body was near perfect. This was the last place on earth he had expected to see her. It caused him equal parts of shock and arousal all at the same time.

====
@XxSassyBeautyxX Richard Nailor was the proud (and secret) owner of the place. He especially liked visiting when new girls had shown up, eager to taste all the wares that were on display. At 44 years old, he had dark hair and was 6'0". His wife was still clueless to all that was going on which was exactly the way he liked it. He was in business slacks and a button down shirt having come straight from work. It had been a stressful day and he was looking for some relief. He smiled at some of the familiar girls before his eyes settled on one - he hadn't seen her here before and she looked oh so young. Her dress was humble yet sexy at the same time. The girls conversation seemed to have been interrupted by the clients - which was good, if the girls wanted to chat that was what the Den was for. In the public meeting room all their attention should be on the Clients and making them happy.

He moved over to her, sitting down beside her. "Hey there...whats your name?" He asks, turning his body towards her as he let his eyes take her in briefly and quickly.

====

@XxSassyBeautyxX Professor Edwards had also arrived. He was wearing a business suit, his typical day attire and even still had his briefcase with him. His attention was immediately captured by Samantha, one of the older girls who seemed to have a natural affinity to her. Her elegant body and regal posture made her stand out to him. So he approached her, giving her a once over before extending his hand towards her. "And who do I have the pleasure of meeting today, pretty thing?" He asks, leaning in towards her politely with a slight bow of his head.

At 55, he was perhaps one of the older clients in recent weeks. But he was rich and paid his girls well, always giving them an extra tip if they performed to his high standards. Just under 6'ft tall, he was a slim man who perhaps could use with a few more pounds of fat and muscle to make him look at bit younger and healthier.
 
* Anna had looked to the older man who could've easily been her dads age. Then again so could have any of the guys that were making their way over to greet which girl they noticed first and weren't gobbled up first. " I'm Anna" Feeling somewhat nervous and just the thought of him of what he was thinking was probably really disgusting. However she flashed a fake smile. Doing her best to remember the other girls quick advice to her. That nervous feeling was running through her. Making room on the couch as her body faced him. She did have a nice natural pair for her age of a 36C to her pale skin body. But a natural cute high voice along with a cute laugh to follow it. It definitely entranced guys at school. Her boyfriend as well. Though this cheating ordeal to get money. Wondering if this was a one time deal. They couldn't get them pregnant, or buy them out....could they? She pondered while awaiting for the guy to start the contact and conversation.
 
* Samantha raised her brow as the individual guy had looked her way. Flashing the typical smile that formed upon her thin yet pouty red lips. " Samantha" " And you?" Looking at the male presenting himself as he seemed well dressed. Folding her arms and being used to this whole ordeal. It's not like it was new. You just did things for them to get their jollies off and get paid good. The other women she had spoke with in the past were able to leave and move out after a while from the good gains. Especially if the guys were rich. They worked extra sometimes. Though instead of allowing him to be the talker. She went ahead. " So what do you do for a living?" " Intrigue me"
 
Richard smiled at Anna and slid up closer to the young girl. "Well, Anna, do you want to go somewhere where we can get to know each other a little better?" He slid his hand onto her leg, squeezing her thigh. "I'd really like to get to know you better. So what do you say? Think we can find some where nice and quiet to get to know each other more?" He murmurs softly, stroking her leg softly as he leaned in, keeping his voice quiet and low so only she could hear him talk.

====

"I'm a professor at a local college, but thats not why I cam here." He responds. He wasn't fond of sharing personal details with the 'whores' he came to fuck around with. "What intrigues me is what you look like with out those clothes on. So lets go find somewhere where you can satisfy my desires, yes?" He responds, not big on idle chit chat. It was pretty obvious why he was here, and why she was here. The whole point was to cut out the awkwardness of chatting and making moves on eachother. It was all about business.
 
Abetha looked over as Paul came up to her, giving him a grin as she had seen the other man with him also. It wasn't hard to tell that they were brothers, and she wondered if it would be both of them this evening. She also noticed the other men coming in for the others, and a lot of them sitting down in the room. It was getting a bit crowded, so she thought it might be better to take them some place else. Especially since Paul seemed a little reluctant about speaking.

She gets up and moves over to him, taking Paul by the arm after she looked him over. She glances at Mark who she is sure she has seen before here "Sure Paul, you can have as many minutes as you like. This place is getting a little crowded, how about we go out back by the pool? It is a nice night out after all." She glances over Paul's shoulder to Mark again, is your friend coming with us?" She looked up into Paul's eyes with a smile, that showed she didn't mind that idea at all.
 
Paul was very forward, sliding his arm around her waist. Mark followed behind them, still nervously looking around and not entirely sure of himself. As they walked out towards the pool, Paul leaned in to whisper into her ear. "We came here to get my brother Mark laid." He let his hand around her waist slide down to her ass, squeezing it firmly. "But he's a little shy...but if you wanted to warm up with me out by the pool, it might entice Mark once he sees just what things are like here though you'll probably have to take him inside once you're done with me." His hand squeezed her ass firmly.

Mark couldn't help but notice where his brothers hand had quickly wandered on the redheads lithe body. Well, yeah, he thought. It was a brothel. It was all about the sex and the girls were all here willingly.
 
Roxy turned her head to the voice as it seemed it was a previous client that she had entertained. She had just assumed it had to be if they knew her name already. Her eyes would finally meet their mark. "Mr. Richards?!" She would clear her throat as she stood up. This was the first time she has had some from her childhood arrive. This man practically watched her grow up...and now...this.

Roxy would look him over. He is obviously much older, almost tripling her age. It's also clear he did not take care of his body, as his gut was greatly sticking out. Still, money was money and Roxy knew she could get more off him. She just wondered how long he watched her.

Roxy would run her hand on his flabby body "Mr. Richards, hope your feeling well. As you know, the babysitting service is kept secret...both ways." She knew he would not say anything to her parents, because he would get in trouble as well. "Come...care to join me in one if the rooms? Talk some more?". Roxy had no issues having sex in the open, but not with someone this old and this disgusting looking.
 
Mr. Richard smiled as she ran her hand over his body. He had watched her grow up and turn into a beautiful young woman, of course. Living next door to her had its perks. But discovering her here? It was quite shocking. He licked his lips and slid his arm around her waist, feeling her hard, toned waistline under his touch. He let his hand wander down lower until it was resting on the curve of her ass. They were both here for the same reason - getting to bang his neighbors daughter was just not something he had ever expected to do.

He followed her through the house to one of the empty rooms. "I must admit, Roxy...you're the last person I would have expected to run into here."
 
Abetha grinned as she felt Paul's hand slide down to her ass, which only made it sway just that little bit more. She leaned into him as he whispered into her ear, not surprised that this what was happening. It was a bit obvious Mark hadn't been here before. She turns slightly raising a hand up and running a finger down his cheek and over his chin. "We could do that if that is what you want to do?" She said looking at him with a dirty grin "Or I could try to work my magic into something even more fun."

They got to the door that lead outside to the pool, as they got out the night was nice enough a little bit of coolness but nothing that would bother them if they decided to go into the pool. And of course even better if they decided to go into the hot tub. She didn't really wait on Paul's answer before she reached out a hand to grab onto Mark to bring him closer to them. "So gentlemen, we have the outside to ourselves for now. Care for a swim in the hot tub or the pool? Or are we just going to get down to business."

Depending on the answer would mean if she kept her clothing on for now, or if she should be removing them sooner then later.
 
Paul chuckled, pressing his finger into her ass crack to press against her. "Mhm, that'll happen once we get inside." He responds, dropping his hand from her body as they exited the building out in the pool area. Neither guy was prepared to get wet - Mark moving over to sit on the edge of a lounger. Paul moved over to sit on the edge of the one right next to the first.

"We didn't bring bathing suits but we're here for the entertainment. Why don't you show us the goods?" Paul states, settling back to watch the show.

Mark was tense with anticipation. He didn't quite believe that this girl would do anything in front of two strangers, especially out in the 'public view' area of the pool. Anyone inside could easily come out, or even simply look in their direction and see what they were up to.
 
Roxy would close her eyes as Mr. Richards hand slid down and wrapped around her firm waistline. Roxy would continue to let her hand run on his old, fat body as he became bolder, placing his hand on her tight behind. Roxy though about the fact that she was about to have sex with her fat old neighbor.

Roxy would guide him into one of the rooms, putting a purple scruntchy on the outside door handle before heading in herself. "Mr. Richards, you know my family is having a hard time paying for Adam's cancer treatment. Besides, you know I gave babysitting experience. I'm also surprised your here, but I know Mrs. Richards probably does not put out anymore. Roxy would straddle him as he sat on the body, hiding her disguist as he his belly pressed on her. Regardless, she slowly rubbed her ass on his crotch as she looked down at him. "Mmm...tell me what you want your naughty little neighbor to do."
 
How Boring... Abetha thought as Paul kept pushing on going inside to do the dirty things, though she kept the smile on otherwise "As long as you promise." She purred out at him as he moved away, watching them both settle themselves on the loungers. She moved herself in between the both of them, as she decided on what she was going to do next. She waved him off as he mentioned not bringing bathing suites "I didn't say you needed one, and there is plenty of entertainment inside the water as well."

With a smirk she nods when he mentions showing them the goods "Ok, I guess. But I might need some help first. Do you mind?" She said looking over at Mark the silent one for now, as she backs herself up to him her ass fairly close to his face. "Think you can help me get my skirt off? You just need to tuck your fingers in right here..." She said pointing to two areas on either side of her hips "And then you just need to slide the material down over my panties." Her eyes sparkled at Paul letting him know not to worry, that he would be next.
 
Roxy appeared to have no shame as she straddled his lap as he sat on the edge of the bed. He ran his hands up and down her sides as she ground down on him. He licked his lips at her words, nodding his head. "Yes...the cancer...it all makes sense. You can start by kissing me." He responds, one hand sliding up to slide through her hair to the back of her head as he pulled her towards him. He opened his mouth, pressing his tongue into his neighbors mouth.

His other hand slid up under the bottom of her dress, pushing it up past her hips eager to feel more of her under his hands, eager to see and feel what she had on underneath. He squeezed her ass again, starting to feel his cock growing hard underneath her.
 
Roxy would feel his old disgusting hands run up and down her sides as she continue to slowly grind against. She held back the slight irratation she felt as he feigned ignorance to her situation. He just wanted her teen pussy.

Roxy would obliged to follow his request. She felt his hand pull her head into him as he pressed his old tongue into her youthful mouth. Dispite not wanting to, Roxy starting to roll and flick her tongue around her neighbors, letting her sweet lips firmly press against his.

Mr. Richards would feel absolutely nothing under her small dress. His hand would easily feel the skin of her bare ass. Roxy used his grip as leverage, rocking her hips harder on his growing shaft. She continued to suck on his kiss. Roxy would then let her own hands run down his belly and rest on his Short's zipper.
 
* Anna stared at the older man as this felt so weird and disturbing, but taking it in clear stride. Giving a light nod. " Sure....I'm new here" " Lead the way." Lightly taking his hand in hers. His hand obviously callused and such and the distinct feel of his older hand to her soft skin of her hand was instantly noticed. Feeling these guys were experienced enough to kind of take the lead. Though she didn't want to be too oblivious on things. Feeling herself purely nervous to the point of not knowing if she would be able to last and not just vomit out of pure disgust. Here she was trying to follow through. Knowing her past babysitting jobs were legit in terms of watching over the kids and then the father sometimes making a pass at her. Though she always rejected. Now it was like she was being in that same predicament. Allowing him to take the lead to where ever they were going. Never getting his name as he didn't give it and probably that was the way the game went.
 
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