Tales of the Pussy Pleaser
Copyright© 2003 by Pussy Pleaser
Chapter 4: The Rest Of The Cast
Incest Sex Story: Chapter 4: The Rest Of The Cast - This is the first part of a series about a boy Called Jimmy. From his first sexual experience with his sister.
Caution: This Incest Sex Story contains strong sexual content, including mt/ft mt/Fa Teenagers Consensual Fiction Incest Mother Son Brother Sister Cousins Aunt Spanking Light Bond First
Jimmy arrived at the shop right on time. Pushing through the double glass doors he saw Jane with a customer and a stack of shoeboxes. There was an older woman also serving a customer, and a girl about Jane's age doing the same, and there off to one side stood Claire watching for someone who might need assistance. Her eyes fell on Jimmy and she smiled and waved him over.
Jimmy's lips quirked into a smile he had no control over as he went over to Claire. "Hi Claire".
"Hey, Squirt. How's you"?
Claire could call him Squirt all she wanted. He didn't care. Besides, she was six foot two without the heels she always wore, which kind of made him a squirt compared to her. She was also his favourite of his sister's friends. He was quite deeply in lust with Claire.
"Great thanks". Then, "Is Mr Jennings around"?
"He's in the stockroom, I'll take you through. But we better get you cleaned up first", Claire grinned.
The grin only got broader at the blank look on Jimmy's face.
Claire spun him around to look in the full-length mirror on the wall. She put an arm around him from behind hugging him against her breasts. Looking at him in the mirror more or less over the top of his head she asked still grinning, "Who's the lucky girl"?
Jimmy stared in utter dismay into the mirror, and at the two perfect sets of red lipstick prints his deceitful mother had left on his face. He felt the heat rise on his face as it flushed, and he started scrabbling at his pockets for a tissue.
"Its ok Squirt, I got it", said Claire producing a tissue in her other hand and wiping at his face.
Jimmy relaxed against Claire beginning to enjoy her attentions and her breasts pressed against his back. He realised his cock was starting to swell yet again at the thought of the breasts at his back. It was beginning to feel like he was always hard these days.
"That was my mother", he complained when Claire finished and let him go just as Jane came over.
"Well it was mean of her to let you go out like that".
Jane gave him a puzzled look, which he waved away. "I'll add it to the list of things I'm going to have to tell you later. Lets not keep Mr Jennings waiting".
"He's probably too busy to have noticed whether you're on time or not", said Jane leading Jimmy to the back of he shop and through a door into a brightly lit store room that was bigger than the shop its self.
There were rows of floor to ceiling shelves, each with a ladder on tracks that could be slid along for easy access to the upper shelves. To the left was a table stacked with shoeboxes.
A harassed looking man of around fifty appeared from between two rows of shelves and headed back towards the table and them. He smiled then; it was warm and friendly.
"Mr Jennings, this Jimmy".
"Thank you Jane", he said in dismissal. "Hello, Jimmy. I'm Peter Jennings, and I hope we can help each other out". He extended a hand to Jimmy.
Jimmy shook the proffered hand, liking the man immediately. Peter Jennings explained the job to Jimmy. It was a large scale filing job really, using boxes instead of cards or files.
Together they were soon clearing the table by way of demonstration training. Jimmy found that the job would be easy enough and quicker once he got used to what was in each row of shelves. After a few minutes a beautiful five foot six brunette about thirty-five came in to the storeroom wearing the shop's uniform carrying shoeboxes to be put back on the shelves. She was absolutely stacked. Her breasts were just as big as his mother's.
"Jimmy, this is my wife Mary", said Mr Jennings taking the boxes.
"Hello, Jimmy. It's nice to meet you at last. Your sister talks about you all the time".
"Thank you, its nice to meet you too", said Jimmy extending a hand to Mary Jennings. He shook hers too hard, but once he noticed how her chest jiggled and swayed he continued the handshake longer than he should, he just couldn't help it.
Mary blushed prettily under his stare, and disengaged from his handshake to go back into the shop.
The rest of the day passed in a blur of shoeboxes and wobbling breasts as Mrs Jennings, Claire, Jane and Jodi hurried in and out. Jimmy got only a brief introduction to Jodi, but he couldn't help noticing she was another pretty girl with large breasts. The last hour of the day Jimmy was left to run the storeroom on his own while Mr Jennings took care of some paper work. Mr Jennings paid well Jimmy was pleased to find out as he prepared to leave for the day. He gladly accepted when Claire suggested he put his bike in the boot of her little hatchback and she drove him and Jane home. Claire even got out of the car to hug him goodbye. Damn it, he was hard again after that.
"Claire's been very friendly today", Jimmy remarked.
"She, likes you", Jane shrugged.
"I like her too".
"Like I hadn't noticed", teased Jane.
Jimmy blushed.
Jane put an arm around Jimmy's shoulders as they went in to the house. "If you didn't fancy Claire I'd be worried about you. Not about your sexuality, you proved just how heterosexual you are last night. But it's because of last night. We can't be boy friend and girlfriend. Neither of us can stop going out with other people. It would notice fairly soon, and I want to continue what we started last night, and hope you do too"
Jimmy caught her in an embrace grinding him self against her and kissing her as well as he knew how. "Does that answer your question"? He asked grinning and still grinding his erection against her.
"Are you always hard"?
"I've spent almost all of the last five hours up a ladder. And it seems that every time I looked down there was acres of cleavage just standing there for me to admire. If I wasn't hard right now I would be gay". He slid a hand up over her silk covered breast and squeezed gently.
"And you didn't meet Sarah today". Jane's brows creased in thought for a moment. "In fact there's not a girl or woman who works in that shop that has smaller tits than me"!
"And you sell mostly guys shoes".
"I'd never thought of that before. I bet Jennings chooses his staff by different criteria than most employers".
"Well these are quite an asset", said Jimmy burying his face between Jane's breasts.
I think we better stop before mum walks in on us, she's got to be around somewhere", said Jane pulling Jimmy's head out of her cleavage.
"There's a note on the table". Jimmy pointed with his chin to what he'd already noticed, still fondling his sister's breast.
Jane managed to get Jimmy to let go for a minute. He noticed proudly that he'd gotten her nipples hard.
"This says she's gone shopping and is bringing home a take away. She could be here any minute", said Jane.
Jimmy sighed, "Well I guess I'll get a shower since you don't want to ummmm", he waved a hand suddenly shy of using the wrong words.
"Oh, I want to. I want to fuck you right here and right now on the kitchen floor. The way you play with my tits just makes my pussy drip. But firstly, a quickie on the kitchen floor just won't satisfy the fire you've built in me, and secondly we can not get caught, so we'll just have to wait for tonight", said Jane with passion glowing in her eyes.
Jimmy put his arms around her and hugged her close. "Love you, Sis", he whispered to her.
"Love you too Jimmy".
There was, to Jimmy's, ear a slight catch in her voice, a voice full of emotion. For a moment his chest tightened and he found it hard to breathe. "I think I'll go take that shower".
"That sounds like a good idea, just don't use all the hot water, I gotta have one too. Girls night out tonight", Jane smiled.
"Oh"? Asked Jimmy his eyebrows going up.
"Yeah, Claire and her house mates. She's picking me up at seven".
"Ok, well I won't be in the shower too long".
"Well get going". Then "Shoo", she laughed motioning with her hands when he didn't move right away.
Jimmy had been in the shower for about ten minutes when the bathroom door opened and Jane walked in wearing her terry cloth robe. He had a fist around his cock hoping that a satisfying wank would be enough until Jane got home.
Jane tapped on the glass of the cubicle and beckoned for him to come out. "Why don't you let me take care of that for you"? She smiled as she shrugged out of her robe revealing her delicious curves and planes. Her nipples immediately crinkled and swelled to attention. She moved and knelt with her back against the wall. "Come here", she said urgently. She dribbled some saliva into her cleavage and with a breast in each hand rubbed them together lubricating the channel between. "I'm gonna get you off and eat your cum". There was a wicked gleam in her eye.
Jimmy approached eagerly, Jane adjusted her position slightly, and as Jimmy lent against the wall his cock lodged between his sister's breasts.
Jane took hold of her breasts so she could tweak her nipples and squeeze her breasts around her brother's penis. "You may begin", she giggled.
"I guess this doesn't count as a quickie then"? Jimmy asked as he began thrusting, sawing back and forth in his sister's cleavage. It was a warm smooth slick channel that he loved.
"No, I just wanna feel your cum on my body again. Now, cum for me Jimmy. Cum for me, cum for me, cum for me", Jane began to chant softly.
Jimmy groaned and speeded up his thrusts.
"Paint you sister with your cum", Jane encouraged. "I wanna feel your big cock lurch in my cleavage and spurt your scalding cum so it splashes on my tits and my face". Then she was chanting her impassioned plea again, "cum for me, cum for me, cum for me...".
"Oh, Jane. Cummmmmiiiiiiiiinnnnnnggggggggggggg", Jimmy squeezed out from between tightly clenched jaws.
Jane's fingers clamped down on her nipples as Jimmy's first eruption splashed up her throat and under chin and her own orgasm exploded between her thighs dripping her juices onto the floor as her vagina spasmed. Jimmy was trapped between her breasts for the next spurt and his cum bubbled from between her shaking breasts like a geyser, then a free spurt that Jane wore all over her face as she now tried to get her mouth on the end of his lurching monster. Jimmy fucked her face as her body bucked with her own orgasm for four more spurts, which Jane swallowed gratefully, and it was over, Jimmy's knees buckled and he collapsed to kneel before his sister who was thoroughly frosted with cum and gasping for breath just as much as he was.
"You're a mess", smiled Jimmy wiping cum off her faces and bringing his finger to her lips.
Jane sucked it in hungrily, "I never came without someone touching my cunt before", she said wonderingly.
"You were sensational", said Jimmy leaning forward and taking her in his arms, their bodies sliding sensuously together lubricated by his cum. He nibbled at her ear for a moment till she started to giggle and squirm, then he was kissing her cheek and licking his semen from her face. Tenderly they kissed again. "Shower time", he said scooping her up in his arms and carrying her to the small cubicle.
They showered together for a while. A warm and intimate experience, and not just because the cubicle was small. All too soon Jane chased him out lest they get caught. Jimmy kissed both nipples and her mouth and left her alone in the steamy atmosphere.
About an hour later Jimmy lay on his bed reading a car magazine, when the doorbell chimed.
"Jimmy? That'll be Claire, would you mind letting her in please? I'll be down in just a minute". Jane called down the hall.
"Sure Sis", he called back. He bounced off his bed and went down to the front door almost running. This was Claire after all.
Jimmy opened the door and sure enough it was Claire. "Hi Claire, won't you come in?" he invited.
Before she stepped through the door she turned and called into the darkness, "Come on slow-poke".
Jimmy took this opportunity to take a good look at her, something he always enjoyed doing. Tonight she wore white strappy heels, a white leather mini skirt that she wasn't going to be able to sit down in or bend over in without exposing her self. A bare midriff and a white halter-top that barely controlled her breasts and through which he could quite plainly see her nipples.
Claire stepped over the threshold and grabbed Jimmy in a quick embrace burying his face in her cleavage for a moment, and then she kissed him soundly on the forehead and stepped back before he had time to respond. "Hi Squirt", she grinned.
There was a clatter of heels and another girl appeared in the doorway long blonde hair flailing. She was Jimmy's height and sparkling emerald eyes served to complement the rest of her perfect features. Jimmy thought she might just be the most beautiful girl he'd ever seen. Her breasts, another pair as large as Jane's, quivered and settled in her low cut and close fitting, spangled black top. She wore matching trousers that fitted so close they looked painted on, and black shoes.
"Jimmy, this is Sarah. Sarah this is Jimmy". Claire the M.C.
"Hi Sarah", Jimmy managed before he was being clutched in a tight embrace and kissed noisily on the cheek. But Sarah too stepped back before he got a hug of his own in.
"Hi Squirt", she grinned.
Just then a third girl appeared, She couldn't have been more than five feet tall if it hadn't been for the tall shoes she wore. She had dark curly hair settling around bare shoulders. Big pale blue eyes dominated a face of skin so white she looked like a living marble statue, which made the shiny red lips all the more startling. She wore a blue corset, which produced incredible cleavage from another girl with big tits, and tight blue jeans completed the outfit.
"Jimmy this is Lizzie. Lizzie this is Jimmy".
"Hi Lizzie", he said as she sauntered toward him.
Lizzie didn't hug Jimmy; she simply pressed her self against him, which did amazing things to her cleavage. Reaching up she took a handful of his hair and pulled him down to firmly kiss his cheek. "Hi Squirt", she breathed and stepped away from him.
A fourth bouncing beauty appeared in the doorway as if by magic. Jimmy vaguely recognised Jodi from that afternoon. But the short dark hair that she combed back in a style more like a boy's was now primary red, sparkling with glitter, and spiky. She was wearing an electric blue wet-look bikini top, and although it was fairly substantial for a bikini top the cool night air had her nipples at attention leaving very little to the imagination. A pair of men's braces came over her shoulders and did a little to push her large breasts together before they disappeared into red hot pants and reappear to clip on to red fish net stockings. She had red patent platform shoes that meant she was actually taller than Jimmy.
"This is Jodi who you've met already of course. You just have to get used to her looking different every time you see her", said Claire smiling at his expression.
Jodi came over and wrapped her arms around Jimmy's waist, then one hand slid lower and begun squeezing rhythmically at an ass cheek. She looked over her shoulder and then turning back to Jimmy she asked, "Do we all look hot tonight"?
"Oh, yes", Jimmy agreed fervently.
Jodi lent in and kissed Jimmy's face. "That must account for how hard you are", she whispered to him, pinching his ass so that he thrust his hips and swollen cock against her. She kissed his other cheek and released him, "Hi Squirter", she grinned.
Confronted by four, gorgeous, large breasted girls Jimmy knew he was flushed and grinning like a fool but he didn't care. After a moment he collected him self. He got the girls settled in the living room and went off to see what was keeping Jane.
Jimmy got as far as the bottom of the stairs only to find Jane on her way down. Tonight she wore a short blue skirt that was just long enough to stop him seeing her panties from where stood, and a boob tube. Every step she descended was an adventure in jiggling breasts for Jimmy. Her nipples were hardening under his stare as she reached him.
Jane stopped a stair above him and smiled. "Claire brought Lizzie and Sarah in with her?"
"And Jodi", grinned Jimmy, making Jane's smile even broader.
They moved off the stairs and Jane called out, "Lets go ladies".
The four girls came down the hall led by Lizzie, with Claire bringing up the rear.
Lizzie came up to him and pressed her self against him again. When her hand reached for his head Jimmy obediently let her guide his head down and his eyes dropped into her cleavage as she kissed his cheek. "Goodbye Squirt", she said.
"Nice to have met you", said Jimmy.
Sarah took hold of Jimmy and pulled his head down to kiss his forehead, allowing him a good look at her creamy cleavage. Releasing him she said, "Until we meet again", and pressed a fingertip to her lips and then to his.
"I look forward to that time", said Jimmy, not knowing where he got the words.
It was Jodi next. She put her hands on his shoulders and leapt at him wrapping her legs around his waist and trusting that he would catch her.
Which he did of course, grabbing an ass cheek in each hand.
Jodi kissed him soundly around the face a few times and pulled his head down into her warm and pliant valley while she ground her crotch against him for a moment. And then she was letting him go and sauntering out the door. "Bye, Squirter", she called over her shoulder.
The next moment Claire was in front of Jimmy. One hand went to his waist, and the other snaked up to tangle in his hair and tilted his head back. Claire pressed her self against him and surveyed his face quite seriously for a minute. "I can't imagine how you got all that lipstick on your face", she grinned.
"Just so long as there's room for yours, I don't care about the rest", said Jimmy in hope and expectation.
"Sometimes you say the sweetest things". Slowly Claire lowered her head toward him, staring intently into his eyes. As their lips met Jimmy's hands went to what he thought would be Claire's waist, but he was too low and as he slid his arms around her he realised he had a leather clad ass cheek in each hand. Claire's eyes widened as she thrust her tongue into his mouth and her hand free hand rubbed across his crotch finding his erection and squeezing briefly.
"Whoa, no sex in the hallway guys", laughed Jane.
A moment later Claire pulled away. She was flushed and her nipples were hard Jimmy noted wishing he could suck on them.
"Goodbye sweet Jimmy", said Claire still looking into his eyes and caressing his cheek.
"Bye, bye Claire. See you soon... hopefully", he said.
"You can count on it", said Claire seriously.
And then she was sweeping out the door.
Jane crossed to him and put her arms around his neck, his hands went naturally to her waist in response.
As Jane leaned in to kiss Jimmy his hands slid up to cup her breasts, his thumbs idly rubbing across her hardening nipples as they kissed.
"I don't want you to, but if you don't stop that I'm gonna end up fucking you right here on the floor. Now, make me a promise"?
"Anything, you know that".
There was a wicked glint in Jane's eye as she said, "no jerking off, pulling your pud, beating your meat, or chokin' the chicken while I'm out".
"But, Sis..."
With a sigh she took his hands off her breasts and kissed him lightly once more. "You promised. Now you better get all that lipstick off before mum gets home".
Jane's laugh faded as the door closed behind her.
They were gone. Jimmy was hard again. And, covered in lipstick. He went up to the bathroom to take a look in the mirror and savour the memory before he washed it off. Claire had obviously orchestrated the whole thing, getting the idea from the way his mum had let him go out that morning, the others probably just thought it would be fun to torment a young boy he decided. Claire's was the strawberry flavour that he could still taste on his lips, he couldn't bear to wipe it all off, but didn't think it really noticed.
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