Babysitters Anonymous Pt. 01

Jennifer McCall, at twenty-one, had been running the private babysitting service for nearly two years. She had taken over when Ellie, the previous senior girl, had graduated and would have to guide one of the younger girls into the position next year when she moved on.

They were not the only babysitting service in town. Even apart from all the independent girls, there were two other organized groups. The others were more widely known in the community, very few mothers had Babysitters Anonymous saved to their phone. But some fathers did, and even more single men. And some really great lesbians.

Because the primary function of the babysitting business was as a front for a high end escort service.

Jenny was currently pimping for herself and eight other girls;

Susan McCall, 18, blonde, 5'1", A-cup tits, Jenny's baby sister

Aiko Narita, 18, black hair, 5'2", A-cup tits, moved from Japan when she was nine.

Megan Touch, 18, ginger as fuck, 5'5", C-cup tits, masses of curly hair, freckles.

Nancy Trainer, 18, brunette, 5'6", B-cup tits, wears glasses and braces.

Lynda Bryce, 19, brunette, 5'10"", C-cup tits, Tall athletic slut.

Patricia Glass, 20, platinum blonde, 5'8", B-cup tits, obviously dyed hair

Stephanie Wood, 21, brunette, 5'7", B-cup tits, straight hair down to her ass.

Veronica Wright, 21, black hair, 5'6", A-cup tits, skinny goth

Jennifer McCall, 21, blonde highlights, 5'6", C-cup tits, our leader.

The youngest girls were still in High School and new recruits tended to come from the senior class but the rest of the girls and the club itself were at the college.

The prostitution thing had started years ago with ten dollar blowjobs in the school parking lot. Now a thousand dollars bought a four hour block with one girl 'anything goes'. Advertising was word of mouth only and Jenny vetted potential clients scrupulously.

There had been a scare the year before Jenny took over. The wrong people noticed the wrong things and started asking the wrong questions. One of the girls was found out and had to leave town, but the group was 'cleared' by the powers that be and things calmed down and were allowed to get back to normal. Things seem to work out better when half the people conducting the investigation are customers.

The real danger was that some adult, some male adult would try to take over the club. Jenny wouldn't allow that.

They met on Thursday afternoons on the college campus, in the social studies classroom. They locked the door so they could talk freely. It was Mr Albert's room as he was technically the groups' faculty sponsor. But he only attended meetings by express invitation. He had negotiated himself a discount for their services though and cycled through the roster repeatedly!

"Okay, listen up! I've got the list for tomorrow night ready. Everybody take a copy and let me know if you want to make any changes. If anybody needs a ride I can borrow my mom's car" Jenny began. The young hookers began discussing the list and checking if anyone wanted to make changes, preferred clients, time conflicts, whatever.

Nancy pushed her glasses up her nose, "What about the rest of the weekend? I thought there would be..."

Jenny cut her off "Saturday is still in negotiation. With all the mom's wanting to go to the art show there are dads begging off to stay home and get with us. There's currently more demand for Saturday afternoon than there are 'us'. I'm trying to get some hook-ups shifted to other times so that we don't have to say no to anybody. I'll let you know."

The girls fidgeted in their seats. It was never good if a trick had to be turned down flat. Always friendlier to reschedule.

"Sunday," Jenny continued "is looking pretty sparse. Nancy at the church, of course, but I've only got two other customers confirmed. If anybody wants to bow out for the day let me know."

Again there was a bit of a discussion among the group. Jenny let it simmer for a bit this time.

"Okay, the next thing is we need to talk about recruitment." Jenny resumed control "Steph, Ronnie and I are graduating after next year. Personally I plan to keep hooking, I'm pretty good at it, but staying in a babysitting club would just be... weird."

There was some murmuring at that. It was the same every year, the senior girls would have to go. It was a bit different this time as Jenny was the leader so a new boss would have to be chosen as well as new recruits.

"Anybody got any suggestions for new girls?" Jenny asked.

"Ana?" asked Megan. "She's always wearing those tight tops with no bra. She definitely likes the boys looking at her little tittys."

"She's definitely got the goods. Do you think she'd go all the way? Being a tease is a long way from whoring." Jenny inquired. "Have you heard any boys talking about doing her?"

"No, but that could just be good discretion on her part. I'll see about talking to her." Megan replied.

"Okay, who else?" Jenny waited. "No one!? C'mon, we need three or four new girls! Let's get busy finding some recruits..."

"Well, what about that new girl?" asked Aiko.

"What? The transfer student? Sharon, I think her name is?" Jenny said

"Yeah, she was asking that glam bitch Paris about 'extra spending money'. She backed off before Paris caught on but I'm pretty sure she was talking about our kind of thing." Aiko explained.

"Wow, that's pretty much our recruiting pitch right there. Talk to her, see if she's got a real idea about it or is just a wannabe." Jenny instructed the young girl

"Will do." Aiko said. "I'll sit with her at lunch tomorrow."

"Okay, everybody keep your eyes open for new blood, we need to get some new girls running before summer or there's going to be a lot more work for the rest of us..."

--------------------

Sharon was lonely. She'd turned eighteen two months ago and then suddenly been ripped away from all her friends and had to change schools. (It totally wasn't her fault) She was nervous and feeling shy as she didn't know how to fit in with any of the cliques here.

She was pretty enough, short light brown hair, big doe eyes. She thought her butt was a bit big but everyone at her other school said it was really sexy. And she was out of training bras, (not that she wore bras much) she had big 'B' cup titties. Some girls had tried to tease her when her boobs had come in before anybody else but Sharon was really pleased with them. And liked to show them off. As long as they didn't get any bigger...

Aiko put down her tray and sat, uninvited, across from Sharon. She was surprised. Aiko had variously been pointed out as one of the cool kids, running the school, and a bad girl to be avoided. She had no idea if suddenly being approached this way was a good thing or the worst thing to happen since she had to leave her old school.

"Hey, bitch!" The little Japanese girl said. "I'm Aiko, what's your story?"

"Huh?" Sharon was unsure how to react. "Hello..."

"Oooh, not too quick, eh? I said; 'I'm Aiko.' Now you say your name." Aiko teased.

"Um, I'm Sharon." She then got quieter. "Why are you sitting here?"

"Well... I heard you were looking for a way to get some money." Aiko pulled a roll of twenties out of her bag, then quickly shoved it back in. "And I thought you could use a friend."

Sharon's eyes went wide. "Where did you get all that? Was that even real?"

"Real as it gets, baby-girl." Aiko laughed. "I got it through our babysitting club."

"You got all that babysitting!?" Sharon was rightly skeptical.

"HA HA!" several heads turned at Aiko's outburst. She lowered her voice. "I didn't say that. I said I got the money through the club. We're Babysitters Anonymous." She said it like it should mean something.

"I don't get it. How does a babysitting club get you money without babysitting?" Sharon frowned. "Is it... drugs?"

"Heh, well, yeah we can get you some stuff if that's what you're into, but no; we're not, like, distributors or anything. We do other stuff."

"Other stuff?" Sharon leaned in. "What 'other stuff'?"

"Baby doll, you know what 'other stuff'. Just give it a second." Aiko briefly cupped one of her tiny boobs and licked her top lip.

Dawn broke in Sharon's mind. "Ohh, you mean you date guys. Like a sugar daddy type thing."

"Sort of. Would you be interested in getting some money of your own?" Aiko looked around conspiratorially.

Sharon contemplated the Asian girl, biting her lip. She was at a crossroads. She really wanted that money but maybe this was some kind of elaborate trap to humiliate her. She had been told that Aiko and her bunch were bad girls and didn't want to change schools again...

"Okay." She decided to go in a bit more. "Tell me what you mean, like details, and then I'll tell you if I'm interested."

"No." said Aiko flatly. "This is the moment of truth for you. If you say the right word or whatever, we can go have a real talk. Or... I could just go back over to my regular table and you'll never talk to me again."

Sharon's head felt like it was a balloon or something. Her skin flushed and she heard her blood rushing in her ears. She was scared, no doubt. But she wanted that money! She put her hands below the table and squeezed them into a ball to stop shaking. She got really low to the table and pushed in close to Aiko across from her.

Aiko leaned in to catch the merest whisper the other girl breathed. "Sex."

"Hmm, interesting theory." Aiko leaned back and returned to her normal voice. "Is that something you're interested in?" She needed to keep up deniability in case Sharon got scared and tried to tell somebody.

"Okay, I get it. 'You don't talk about Fight Club.' Sharon also returned to what she hoped was a normal volume. She felt herself relaxing. The roaring in her ears was fading but she still felt light headed. "But I want that money! I think we both know what we're talking about here and, if you're for real, I want in."

"Okay, here's the thing. I'm not saying your theory is right but I think you might want to talk to Jenny, she's the president of Babysitters Anonymous."

----------------------

Aiko led Sharon into the dimly lit classroom, as her eyes adjusted she could make out two other people. A beautiful older girl sat at the teacher's desk and a much older man sat in a chair against the wall behind her. They had been talking when the two young girls came into the room but now were quiet.

"Oh, good. You've made it." Said the girl at the desk.

Aiko said "This is Jenny. She's in charge of the club. And that's Mr. Albert. He's our faculty advisor at the college." Sharon was suddenly unsure, thinking that this might still be an elaborate trap to get her in trouble. "Sit here next to me." Aiko took a seat in one of the desks in the front row.

Nobody else moved or spoke. Sharon finally steeled herself and strode to the desk next to the little Japanese girl. Sitting rather more heavily than she intended Sharon faced Jenny and stared from under her bangs. She could play the silent game as long as they could... couldn't she?

Eventually Jenny broke the silence. "Thanks for meeting with me Sharon. Aiko says you might be interested in joining our club." Jenny opened a notebook and wrote something down. "Why don't you tell me what you know about our club and why you want to join." She looked back at Mr. Albert, she was smiling when she turned back to Sharon "You can be completely candid here, Charles is fully aware of what the club is about."

Sharon looked nervously at the others in turn, each of them was smiling and seemed interested in what she would say. "Well, I gather that there's a lot of, well, money and that the girls are more going on, well, dates than babysitting?" Sharon felt flushed again. "Um, well, I guess I want to join because I want that, well, money!"

Jenny wrote in her book. "Yes, all good. But I said I want you to be candid about what you think. I mean you to be specific."

"Oh, um, Okay." Sharon took a deep breath, she looked at Aiko who was smiling and nodded in encouragement. "I guess you want me to say, well, 'sex'." the volume of the blood rushing in Sharon's ears muffled everything else, even her own voice. "You're, well, hookers and you fuck guys for, well, money and I think there might be, well, drugs too." Sharon thought she was getting too loud so she decided to shut up.

"I guess that's good enough." Jenny wrote a bit more in her notebook then stood up and came around the desk. "Are you willing to do that? If you were out on a date and getting paid for it, what would you NOT do? What would be too far?" Jenny stared down at the younger girl and folded her arms across her chest.

"I guess whatever he, well, paid for. I don't know how your thing works." Sharon felt her skin getting hotter. Not just from the stress and embarrassment of the conversation but she was starting to get turned on thinking about selling herself. She'd never really explored that as a fantasy but now it seemed to really be heating her up. She could hardly sit still.

"Okay, Sharon." Jenny turned and gathered her notebook from the desk. "Take your clothes off."

"What!? Right now? In front of..." Sharon bolted upright, her back rigid, in the desk and looked at Mr. Albert who was still casually observing her, then at Aiko who seemed concerned and was gesturing for her to stand up.

"You're going to balk at the first thing?" Jenny turned back and just stared at Sharon. "Some whore you are."

"O-Okay, I just thought there'd be more, well, interview." Sharon quickly stood up and pulled her blouse up out of the waist of her school skirt. She rapidly began unbuttoning the garment, glancing at Mr. Albert who was now leaning forward with interest as the teen steadily disrobed in front of him.

Jenny stood waiting while Sharon moved on to the removal of her skirt. "No, the interview is over. Time for practical exercises. We're going to find out how far you are actually willing to go. You will either do everything asked of you and join the club or you will wimp out and say 'stop'. Then you will leave and that will be it."

Sharon finally stood in her bra and panties still with her socks and white trainers on for good measure. "I didn't know if I should do it all myself or if one of you..." She waved at Mr. Albert, then at herself.

Jenny took Sharon by the arm. "Good instinct, find out if the customer has any kink or fetish you can fulfill." She moved the young girl over to the desk then sat in the seat next to Aiko with Sharon's clothes piled on top of it. "Mr. Albert?"

Mr. Albert stood up and moved toward the girl, she was suddenly nervous again. He produced a black leather wallet and took several bills from it. "Two hundred dollars" He said, placing four crisp new fifty dollar bills flat on the desk, one next to another. Sharon shot a look over her shoulder at Jenny and Aiko.

"That's a special rate for our beloved faculty advisor, your cut of a full date will be much more." Jenny consoled the shivering girl.

Sharon looked up into the teacher's eyes. Mr. Albert looked down at the nearly naked teenager. His hand came up and cupped the side of Sharon's head at her left ear. "Let's start with a blowjob, then I'll fuck you."

The hand cupping her head suddenly pressed down forcing her to her knees. As her eyes came level with the man's crotch Sharon almost looked around at the other girls again but decided it would be best to simply do the thing. A moment later she was unzipping the fly of a stranger who was at least as old as her father and fishing his engorged cock out from his pants.

Sharon had only seen one other dick in her life and that little adventure had brought her to this new school where she was about to become a prostitute, life was funny.

She smiled and aimed the flesh tube at her mouth. Opening wide she unceremoniously shoved the cock into her mouth and down her throat.

Having virtually no experience at sucking a dick Sharon nearly choked but eventually found a way to relax and take the shaft into her virgin throat. She didn't know what to do with her hands. She put them down by her sides but after bobbing back and forth a couple of times she found them up and wrapped around the man's dick.

She tried to concentrate on giving what she imagined was a good blowjob but kept getting distracted by her hands unconsciously moving around. On his dick. On his legs. On his hips. At her sides... She was having a terrible time and kept thinking if she didn't get her act together they'd throw her out and she'd be sucking this dick for nothing.

Finally Mr. Albert took her by the wrists and put her hands on his butt. He held them there for a moment while she absently tried to move them again.

"Just grab onto my back pockets." He said. "Then concentrate on bobbing your head."

She stopped and looked up at him, his cock still fully within her mouth. Deliberately she twisted her hands and put her fingers into his pockets. She nodded and resumed sucking on his prick.

She felt she was just starting to get into a nice rhythm, back and forth, sucking smoothly as her head bobbed and twisted. Suddenly he grabbed her hair and pulled her away. His penis bounced in front of her face, a small string of her saliva whipped across her nose.

"Unh? Did... Did I do something wrong?" Sharon sputtered. She pulled her hands free of his pants and fell back on her heels.

He grabbed his cock and slapped it across her cheek. "No, we're just ready to move on. Have you ever been fucked?"

Sharon couldn't help but look back at the other two girls at the question. Jenny was writing in her book. Aiko was staring intently as Sharon was violated in front of her. "Um, no." Sharon looked up at the man as she answered. "Sorry."

Mr. Albert and Jenny both let out a laugh at that. "Sorry, the bitch says!" Mr. Albert grabbed her hair once more and pulled her up to stand before him again.

He reached out and groped her boobs. Fondling the round mounds of flesh still confined in her bra. Then he slid his hands down her flanks to her hips. He pulled her against him, his prick pressed into the flesh of her belly as he squeezed her ass.

"Ah, Oh, N-" She almost said 'no' as he slid his fingers between her butt cheeks but caught herself in time. She put her hands on his shoulders and rested her head against his chest as he continued to molest her.

He slid his hands into the waistband of her panties and began to slowly slide them down. He pushed them to her mid-thigh and then separated her from him once more. Again he put his hands on her tits and looked down at her crotch. She had a light dusting of hair sprouting between her legs.

Jenny came up beside the pair and, cupping Sharon's vulva in her hand, said "We all shave down there, for hygiene." She went back to the student desk and continued writing in her notebook. "And boys like it too."

Mr. Albert put his hand between her legs now. He slowly crooked his middle finger upward. Pressing into her vagina. Sharon closed her eyes and tried not to think about what was happening. On the rare occasions she had considered how she would lose her hymen it had been considerably more romantic than this.

There was surprisingly little pain and no blood at all, at least that Sharon could see. There was an unfamiliar roughness as the stranger's finger pushed deeper into her vagina. It felt as though he were pushing sandpaper into her. She braced against his chest and spread her legs a bit more to try to accommodate the discomfiting intruder.

Quicker than she had imagined when this ordeal began her body began to respond, easing into what was happening to her. The sandpaper faded away and she felt a strange slickness as his finger wiggled inside her.

Her muscles relaxed and the lubrication flowed and suddenly she found herself enjoying the feeling of penetration.

"Ahhh..." She slumped ever so slightly and a smile spread across her face.

"There it is." Said Mr. Albert. "She's into it now."

Sharon began to grind her hips in sync with the man's finger swirling within her. His palm pressed against her clit as she built toward her very first orgasm.

Mr. Albert's finger unceremoniously vanished. Cold shock washed over Sharon and her eyes snapped open.

Aiko was kneeling down sucking on Mr. Albert' cock while she opened a condom wrapper. She quickly rolled the rubber down his engorged dick as he stood up. He was still completely dressed with his dick sticking out of his pants like a flagpole.

"Get on the desk and spread your legs." Jenny said from behind her. "We don't ordinarily use condoms, we'll get you some proper birth control if you end up joining the club." Mr. Albert stood expectantly, waiting for her. Aiko went back to her desk.

Sharon slid over to the teachers desk and hopped up onto it sitting at the edge. She contemplated her panties, still down to her mid-thigh. Quickly she pulled one leg free and let the garment hang from one ankle. She lay back onto the desk and did her best to open her legs. She found balancing in this way difficult.

Luckily Mr. Albert grabbed her ankles and steadied her. He pulled her legs high and wide and forced her back onto her elbows on the desk.

He aimed his cock toward her newly opened cunt and pressed into her. Having been well on her way to orgasm seconds ago there was no trouble entering the young girl, his dick practically fell into her pussy.

He stood there, balls deep in the teen, for a long moment. Then began to thrust. Only his hips moved as he fucked her. Waves of pleasure flowed from between her legs, heat upon heat washing over the small girl as she was raped by the teacher. Her hands had no trouble finding their place now as she fondled her own tits.

"OH, oh, sir!" Sharon cried out. "Yes! Do it! Do it to me!"

Begging her attacker to continue his violation Sharon eventually came. Every muscle in her body tensed and stabs of intensely painful joy ripped into her twat! She'd never felt this good before and the intensity made her cry.

Tears streamed down her face as she sobbed out her orgasm. But Mr. Albert was relentless, fucking her long after her hyper-sensitive body was past all endurance. Sharon became light headed and then suddenly fell back onto the desk as she passed out!

"Wha- What hap- Where am I?" Sharon confusedly regained her senses. Mr. Albert's cock was still inside her.

"Right where you were about three seconds ago." Mr. Albert smiled down on her as he filled the condom within her with his seed. "Nothing like the first time, eh?"

The man pulled his dick out of the trembling girl. Aiko whipped the full condom off of his still hard dick and emptied its contents into her mouth, sucking the fluid from the elastic bag.

"Oh, oh, my God. That was too intense! I- did I pass out?" Sharon virtually flowed off the desk to kneel between it and Mr. Albert. As he stood there breathing heavily from his own orgasm his dripping cock brushed against her innocent face.

"Yeah, pretty good stuff." Mr. Albert pushed his almost fully erect cock at her mouth. She eventually took the hint and opened her mouth to suck on the tip of his prick. "Careful. We're not done."

"Not done? What do you mean? Am I in the club?" Sharon put the tip of his dick back in her mouth when she was done speaking.

Jenny stood up and put her notebook into her bag. "Well there's a couple more things. You haven't let him come on your face yet."

Sharon looked up at the man. "Oh. That's no problem. After what we've just done I feel like I could take that easily."

Jenny continued. "Yeah, that will probably be pretty easy, but there's something else first."

Mr. Albert, once again, grabbed the girl by her hair. He spun her around and bent her over the desk. Once she was in position he grabbed her butt cheeks and pulled them apart.

"I'm going to sodomize you." He said coldly.

"What!? You can't..." Sharon cried out. "NO! I didn't mean that!" she began to cry, thinking she'd messed up and it was all over. "I mean... please... oh, god, please, sir... please, fuck... fuck my ass? Oh, god!"

"Good girl," said Mr. Albert, patting the girl's butt cheek.

Sharon looked back over her shoulder. Mr. Albert was still standing there splaying her ass open, Jenny was behind him, they both were smiling broadly.

Aiko had a tube of something, she squelched a bit out onto her fingers and quickly rubbed it up Sharon's ass. A warm feeling spread from her sphincter as Aiko's fingers penetrated her virgin butt smearing the lubricating gel liberally.

Then Mr. Albert slowly placed the head of his cock against her anus, no condom this time. "One more time, bitch."

"Please, sir. Please fuck my ass..." Sharon did her best to relax as he pressed forward.

Sharon thought she could almost hear the 'pop' as his cockhead burst past her sphincter. It hurt like hell and she involuntarily cried out. Then she gritted her teeth as he slowly added more weight and pushed further up into her bowels.

A long moment later, his hands still holding her butt open he was finally balls deep inside her ass.

Sharon began to hyperventilate, her breath hissing out of her clenched jaw.

"Easy." Jenny said her arm around Mr. Albert and her head resting on his shoulder. "You don't want to pass out again."

Then he began to fuck her in earnest. Suddenly the fierce pressure of his cock in her ass was compounded by the friction of his thrusting. He was shafting the poor girl mercilessly. He nearly withdrew his cock entirely with each stroke, then pushed all the way back into her.

As she got used to the relentless abuse, finding that she could tolerate the pain a little better, she was able to open her eyes and look around. Mr. Albert was pounding away at her, Jenny was draped off of her abuser in a casual, friendly manner, and Aiko was back in her seat, masturbating.

Sharon tried to relax and thought about the fact that both of these girls, as well as many others in the club, had probably been done hard by this pervert themselves. They'd probably all been raped several times over, maybe privately, maybe in public like this. All for the privilege of having other men rape them. And the money. Don't forget the money.

Without warning Mr. Albert ripped his dick out of her gaping asshole and pulled her down in front of him. Sharon's eyes shot open in surprise just in time to catch his first splash of come. The semen stung painfully as it struck her eye. Then the next stream hit her in the forehead, running down her face. She took a shot in her hair then he shoved his dick into her mouth and finished the last several streams down her throat. She was obliged to swallow as best she could lest she choke.

Jenny calmly took her phone out and took a picture of the girl's ruined face. "Welcome to the Babysitters Club, the next meeting is on Thursday at the college. I'll have you in the rotation by then. The picture is just in case you get cold feet."

After Jenny and Mr. Albert left, Aiko helped Sharon clean up and get herself dressed again.

There were still two more classes before school let out.