Free Orgasms Volume 1

Very Dirty Stories:

Free Orgasms

- Volume 1 -

written by Max D

brought to you by Cherish Desire

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Table of Contents

Cherish Desire Introductions

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"Intersection (An Anime Girl Story)"

"Unintended Gifts (An Angel Story)"

"Untold Stories Of Natalya 7 (A Natalya Story)"

"Angel’s Mind: Pools Of Wetness (An Angel Story)"

"Winter’s Lioness (A Heather Story)"

"Stories Of Moon 2 (A Moon Story)"

"Object Confessions 4: Chardonnay Pleasure"

"Object Confessions 16: Sexy Smurfette"

"Training Days (A Marie Story)"

"Pony Up (An Anime Girl Story)"

"Restrained (A Natalya Story)"

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Cherish Desire Creators

Cherish Desire Erotica

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Published on Smashwords by Cherish Desire

Very Dirty Stories: Free Orgasms Volume 1

Written by Max D

Smashwords ISBN: 9781301496631

(Revision FE - Smashwords Edition)

A Cherish Desire Publication

https://www.CherishDesire.com

First electronically published in 2013.

Revised 2022.

©Cherish Desire 2011, 2012, 2013, 2014, 2015, 2016, 2017, 2018, 2020, 2021, 2022. All rights reserved.

ASIN: B00JIX0PLO

KIN: 1230005562695

eISBN: 9781301496631

Stories originally published separately in Very Dirty Stories #1, #4, #11, #16, #19, #28, #66, #92, #101, Cherish Desire Singles: Angel’s Mind (The Complete Twelve Part Series), Cherish Desire Singles: Untold Stories Of Natalya (The Complete Nine Part Series), Cherish Desire Singles: Object Confessions Collection 1, Cherish Desire Singles: Object Confessions Collection 2, and Cherish Desire Divinations: The Lioness (The Complete Four Part Series) featuring Heather.

Smashwords Edition, License Notes

This ebook is licensed for your personal enjoyment only. This ebook may not be re-sold or given away to other people. If you would like to share this book with another person, please purchase an additional copy for each recipient. If you’re reading this book and did not purchase it, or it was not purchased for your use only, then please return to your favorite ebook retailer and purchase your own copy. Thank you for respecting the hard work of this author.

No part of this publication may be reproduced, stored in a retrieval system, or transmitted in any form or by any means, electronic, mechanical, photocopying, recording or otherwise, without the prior permission of the publishers.

This is a work of fiction. All the characters and events portrayed in this book are fictional, and any resemblance to real people or incidents is purely coincidental.

All product and company names are trademarks™ or registered® trademarks of their respective holders. Use of them does not imply any affiliation with or endorsement by them.

All characters depicted in this work of fiction are 18 years of age or older.

For more information visit Cherish Desire on the internet at https://wulf.fun/CherishDesireErotica

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"Intersection (An Anime Girl Story)" themes: MF, Phone Sex, Female Masturbation, Anal Penetration, Dildo Play & Wearing, Implied Stretching

"Unintended Gifts (An Angel Story)" themes: MF, Cheating, Vaginal & Anal Sex, Vaginal & Anal Penetration, Fingering, Implied Canine

"Untold Stories Of Natalya 7 (A Natalya Story)" themes: MF, Cheating & Cuckold, Female Masturbation, Fingering & Implied Fisting, Dildo Play & Wearing, Vaginal & Anal Penetration, Implied Stretching, Implied Canine, Implied D/s

"Angel’s Mind: Pools Of Wetness (An Angel Story)" themes: Hypnosis, Female Masturbation, Vaginal & Anal Penetration, Biting, Fingering & Fisting, Implied Dildo Play, Double Penetration, Implied MF

"Winter’s Lioness (A Heather Story)" themes: MF, Vaginal & Oral & Anal Sex, Fingering, Vaginal & Anal Penetration, Female Masturbation, Needle Play, Rough Sex, Blood Play, Implied Shapeshifter

"Stories Of Moon 2 (A Moon Story)" themes: MF, Vaginal & Anal Sex, Fingering & Implied Fisting, Stretching, Dildo Play & Wearing, Vaginal Penetration, Implied Anal Penetration, Implied Double Penetration, Implied D/s

"Object Confessions 4: Chardonnay Pleasure" themes: Female Masturbation, Object Insertion (Wine Bottle), Vaginal Penetration, Implied Anal Penetration, Stretching, Exhibitionism (Photo), Implied MF, Implied Anal Sex

"Object Confessions 16: Sexy Smurfette" themes: Female Masturbation, Vaginal Penetration, Dildo Play & Wearing, Stretching, Implied Bad Dragon, Implied Vaginal Sex

"Training Days (A Marie Story)" themes: MF, Phone Sex, Female Masturbation, Vaginal Penetration, Implied Anal Penetration, Dildo Play & Wearing, Stretching, Implied Fisting, Implied Piercing, Implied Speculum Play

"Pony Up (An Anime Girl Story)" themes: MF, D/s, Pony Girl Play, Vaginal & Anal Penetration, Vaginal Sex, Dildo Play & Wearing, Implied Canine, Implied Equine, Piercing, Bondage & Restraints, Double Penetration, Breeding Play, Implied Stretching, Implied Fisting, Implied Female Masturbation

"Restrained (A Natalya Story)" themes: D/s, Rubber & Latex & Fetish Wear, Bondage & Restraints, Dildo Play & Wearing, Anal Penetration, Sex Machine, Exhibitionism (Public Play), Implied Stretching, Implied MFF

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This book is dedicated to my Wulf Daughters and Lelith.

Within the darkness is the sound of every star’s heartbeat.

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For more information on this digital edition and audiobook editions, and other Cherish Desire digital and print releases, please visit our catalog and your favorite retailers.

Audio erotica performances of select titles are available on Bandcamp for streaming and download.

Includes selections from the Cherish Desire Catalog with Commentary

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Cherish Desire Introductions

Return to Table of Contents

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The Ladies Of Cherish Desire

Each Cherish Desire title features ladies who expose themselves and embrace their fears and desires as well as the men and women that inspire them to sexual peaks while living out wild sexual fantasies. Enjoy the stories in this erotica title and seek out the sexy accomplishments of these desirable women.

Angel - Angel fuels Tom’s passions and his rage. If there is a single opiate Tom cannot set aside - it is Angel. Their recurring encounters, along with the epic lengths he goes to shape Angel to be a source of strength for him to rely upon, define the width of her pelvis and determine modifications of her flesh. Even when Angel is apart from Tom, even when she hides from his enraged alter ego Ronin, her sex is what they have shaped together. Angel is Tom’s muse, his success, and his failures. She is the youthful petite graceful dancer with her shuffling two step, and the older and wiser woman who rails at her sexual nature while giving in to her lusty needs for a price. Her role reaches backward and forward within Tom’s existence, and his frustration comes from not knowing why.

Anime Girl - Blue has always loved her comics and play acting both the heroine and the villain. In her heart, she wants a hero who will always tell her what to do, how to do it, and leave her quivering in a wet spot. She melts when Tom whispers in her ear, but that’s nothing compared to her first orgasm when he pounces her and gives her a spanking in her own apartment! And Blue’s fetish fantasies - lusting for enormous breasts, intense sexual submission, extreme pierced and tattoo’d labia, pony girl pleasures, and the strength to service and embody Tom’s powerful desires - send her over the edge.

Heather, the Lioness - A long way from her nature reserve outside of Durban, Heather pursues a new life in London where everything about her is cloaked in supposition and the romantic longings of young urban men and women. Only Erik seems to catch on immediately to how different she really is from the local islanders, and he’s fast to show how well he understands her need for extreme intensity to achieve pleasure. His interest exposes the hints of her shapeshifter nature, and Heather rejoices in drawing his blood while Erik tortures her to orgasmic heights. But she still must answer to her homeland, and Erik is just the chance encounter of a lost bear seeking comfort in a lioness’ embrace. Somehow, she neglects to mention the wulf who watches over her while toying with her bear lover.

Marie - An amazon in a corset that shapes her well-formed breasts into a shelf of delightful flesh, Marie enjoys laughing while beckoning for a sexy man to come hither. A horseback rider, she is tan and fit from hours on the trail and working her land, so playing hard is in her nature. She’s known Ronin on and off for a long time, and they share a personal connection made stronger by all the sexual play she’s enjoyed while pushing him to shatter her limits. From enormous dildos to double fisting to tight restraints, Marie is big on overachieving for pleasure!

Moon - Moon is a lusty redhead discovering how much more she can enjoy sex once she has a rock steady partner who encourages her to explore everything that feels good. Her only limits are pleasuring herself, pleasuring her partners, and occasionally enjoying a good bit of corruption. And she gets a kick out of Ian pushing her personal limits, playing with him and other women, and breaking in straight girls. It beats talking politics and work!

Natalya - Max had a rocky start with Natalya, but they grew on each other. He introduced her to latex and fetish fun, and Natalya entertains his love for hardcore toy play with personal pervy twists that tempt his desires. Where it all goes from there ranges from intense to extreme with almost no middle ground. Especially when Max and Natalya get serious and go way out of bounds and into sexual fetishes most men and women avoid. Even more so when Max leverages Natalya’s natural sadism in his other relationships, and she happily proves that his submissives are fair game to dominate as she pleases.

Object Confessions - Pleasure and perversion take on many forms. Sometimes the dirty confessions of special needs and desires shouldn’t be associated with a specific name. The Ladies of Object Confessions open up and share their guilty pleasures - breaking all the rules and spelling out what really gets them off. When it comes to sex there may not be anything new under the sun, but there’s still plenty of shocking dirty secrets. And when it comes to orgasms, women know a lot more than they are admitting in public!

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Intersection (An Anime Girl Story)

written by Max D

Featuring Anime Girl, Her Engineer, and Tom

"Intersection (An Anime Girl Story)" themes: MF, Phone Sex, Female Masturbation, Anal Penetration, Dildo Play & Wearing, Implied Stretching

Featured in Very Dirty Stories #19.

Audio erotica performance available for Streaming & Download.

Return to Table of Contents

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She mewed into the phone while she listened to his voice. She allowed him to coax her into talking about her vision - telling him about how she pictured his lips, his expression, his eyes - as he slipped his cock into her. She could do nothing but feel his words while he told her how he pictured her as well - just watching her sleep beside him as well as the curve of her body when she left the bed to make her way to the bathroom, fuzzy in the dim light and just fading away.

There was an interruption. When he called back, she was caught. She couldn’t deny what she wanted; she had been in the act of it herself.

And she wanted more but held back. He finally took control; his blood was pounding in his head and his cock. He let her know he was going to do it - giving her an opportunity to both anticipate and accept his desires. Then he told her to reach down and pinch her labia between her fingers. She enjoyed it, squeezing and rubbing her smooth labia was something that she did on her own, and he knew... he knew she liked that without being told. There was a pause when he caught his breath. She was so delicate in his hand, and he wanted her to blossom and grow. Then he told her what he wanted next.

At his request, she pushed her fingertip into her bottom. She made a plaintive sound, and he asked if she was alright. It was her fingernails - he couldn’t know about their length and how they cut at the sensitive membranes. He asked her to explore her tight pucker with her finger and picture how he would have her be: her ass open and wet enough for his cock to probe inside with its head; her ass open enough that he could slip two of his fingers inside whenever he pleased; her ass open enough and ready enough that, when they showered together, she would push out into his palm while he ran his fingers down her back and penetrated her. She was breathless. He could hear the experience, but she was holding back. He reminded her that she had not thanked him. So she did, and her soft Thank you made his heart leap.

Then she began apologising. She hadn’t done what he asked as he asked it. She had thrust two fingers into her ass. She had forced them in instead of being gentle. He took a deep breath, and spoke, I will reward you later then. How could she know him so well already? How could she know to always take his request and do more? How could she know that he, too, was holding back and then satisfy him so completely with such a simple thing?

She moaned, her phone dying with chirps and static. He let her go then. She knew enough to bring herself to orgasm if she could. She knew how much he wished it had been his fingers followed by his cock stretching her tiny ass open. She knew how he would have wanted to lay beside her and hold her tight in his arms as his cock pulsed within her bottom. She was beginning to be able to picture and feel it now, and maybe, in the evenings to come, they could explore this more. Mixed in with conversations about work and computer support, chit chats about people they knew and tangents of life history, meandering down the paths of two different lives, this would be something they would share in quiet whispers and gasps.

He looked forward to all of it while he considered a reward for her.

~~~

Left in the darkness of her apartment, candles flickering on her coffee table, Blue lowered her hand and caught her breath while sitting in front of her computer. Her black cat wandered over and brushed her whiskers back and forth, enjoying Blue’s hand while using nudges to remind her owner of petting and food. Of course, as soon as Blue flexed her fingers and attempted to pet her cat - the black shadow raced into the piles of life stacked along paths around the living room floor.

On her own, in the quiet of her apartment, she opened an IRC client and connected to her usual chat room. Roars of hellos and fanfare played out in her head while others sent her soundless greetings and teased her for being late. This was how she spent many evenings - safely tucked away in her hidey hole but with so many others just keystrokes away. They joked, laughed, linked silly images and news articles, and carried on. A few of the men were bolder, and their private messages were more direct than the sexual innuendo laced public banter. One of them, exploring his opportunities with Blue, asked what she had been doing that kept her away.

Biting her lip and blushing, Blue typed to him. Fingering my ass. You? She always tried to be truthful because Blue hated liars.

There was a long pause, and she was about to close the window and run to her room - embarrassed and feeling rejected by the smart electrical engineer - but then he replied. Needed privacy. Did you enjoy it?

Maybe.

He was faster with his response, and Blue imagined him sitting in his workshop near MIT. He had curly brown hair and a mustache... but only sometimes because he’d sent three photos and one didn’t have any facial hair. She pictured his lips moving while she read, Would you do that for me?

Play with your ass? I don’t think so. She was deliberately teasing him while sucking on her lower lip.

No. Yours.

You want to put things in me. O.o

She imagined him sighing and being adorable while he adjusted his glasses. Yes.

It had been bothering Blue, maybe it just felt wrong, and she knew the answer before she asked the question. What if I did it all the time? She understood what the voice on the phone wanted. Would her engineer crush really agree?

If Blue wanted reassurance, then it came quickly. All the time... sounds good. Deal. Her handsome engineer didn’t have any doubts.

But I would be really easy. That would be bad. Right?

Put big things in you. ;)

Her cat returned and headbutted Blue’s shin before wrapping around and squeezing between her calves. Blue hesitated, fingers poised over her keyboard, and then fled. I should go. She didn’t want to be rude, but it seemed decided.

It’s ok if you don’t want to. I don’t want to push you to do anything.

Biting her lip and running her fingers over the keys before pressing them, Blue squirmed in her seat. She could feel the moisture between her buttocks, her own saliva lingering after she had wet her fingers before pushing them into her bottom. It was a very encouraging feeling. Maybe having two men tell her it was ok... I like it. I should do it some more.

Ok. Type one-handed when you come back so I know you mean it.

She laughed and disconnected from IRC. She had a small purple plug, only two fingers wide and maybe the length of her pointing finger. It would have to do. She got up and wiggled her bum all the way to her bedroom closet. From a shoe box under her boots, Blue retrieved the purple silicon toy and some vaseline. It didn’t take much, just a bit to smear over the smooth rounded tip, and then Blue was able to stand in her closet with her pajama bottoms around her knees and push the toy right into her ass.

She didn’t know if he would be happy with a return phone call, and calling long distance was expensive, but Blue risked it anyway. He answered with a yawn, and Blue rushed to tell him her decision. So it came out upside down and backward to front.

He sighed and smiled. Ok, ok. Run that by me again. Slowly. I’m not going anywhere. He was patient and calm, soothing Blue with his steady voice.

Blue took a deep breath and counted to ten to slow her racing heart. She was still standing with her pajamas around her knees, and that made her feel ridiculous. So she bent forward and tugged them up to her waist while saying, I’m wearing my small purple plug, and I’m going to keep it in as long as I can.

The sound of his grin nibbled her ear through the phone when he replied, I was thinking of a reward... maybe a slightly bigger plug. Only when you’re ready for it. He left the suggestion open ended.

Shivering from anticipation, Blue sat down at her computer. The silicon plug pushed into her bottom and stroked deeper into the tender passage between her cheeks. With a soft gasp, she launched a web browser and asked, How big? She’d need to see it, picture it, imagine it - all while feeling her petite plug moving as she clenched and relaxed intentionally to feel it move within her ass.

He heard her clicking her mouse and typing, so his answer guided her destination. The really big stuff... is at Big Sex Toy Store dot com. He paused to consider the pace Blue could manage. But you’d-

Oooo... so big. So very very big. There was more clicking of the mouse, and Blue’s voice quivered while she spoke. I... I don’t want to let you down.

Some of those are very big. You’d need to work up to them, Blue. He was both reassuring and cautious.

Whispering between pursed lips, she asked, How big would make you happy? Blue was looking at an entire page of sex toys after navigating Anal Toys, Butt Plugs, Extra Large. The list went on and on. There were different shapes and sizes and colors; although the selection included some things Blue might see at Good Vibrations where she bought her silicon plug, there were so many new things. And some were very large new things!

Throwing caution to the wind, he shrugged and asked, How big would you enjoy? There was no reason to set an artificial goal. He was still learning about Blue’s interests.

So big... so very big... came Blue’s murmured response. My purple plug is only about two fingers wide. I’d want something so much bigger.

Would you like some big toys to experiment with as your reward, Blue?

Wiggling on her seat and then practicing pushing out with her muscles and then squeezing her buttocks together, Blue felt the purple plug slip in and out of her bottom. The vaseline made things greasy, but the bump of the cone shaped toys base felt nice gliding in and out of her sphincter. She forgot for a moment that he was on the phone and tested spreading her buttocks by sitting down harder. Now Blue could enjoy the base of the plug gripping the seat and a rocking motion made the plug slip forward and back within her ass.

Blue? he asked politely.

Oh, ummm, sorry. She had to stop playing with herself in order to focus on him. I like how my little plug feels in my ass. I can move and push it in and out without using my hands. It seemed inadequate but Blue couldn’t explain the sensation well. If you sent me big toys then... then I’d have to use them.

You should try to use them. They might not fit.

No, Blue said stubbornly, I’d have to use them. Over and over. Or you’d have to punish me. Even if they were really big. Even if they hurt at first.

He listened to the undertones within Blue’s voice, considered her frame of mind carefully, and gave her what she wanted. They will be big, Blue. They may even hurt at first. You need something bigger to train your bottom and to wear for as long as you can. Or I will have to punish you. And then you will have to use the big plugs anyway. He soft-pedaled a bit toward the end, keeping the level of command in his voice to a minimum, while listening close for Blue’s reaction.

And not just may bottom, she whispered. I’d have to make myself ready for your big cock, too. Every day I could. On my knees... Her voice wandered off while Blue pictured herself riding the big toys on the screen in front of her. Lost in her own daydream, Blue rocked back and forth in her chair while enjoying how her small plug pulled on her opening and pressed into her bottom. Her pussy clenched and grew hot and wet, and her heart began racing while she struggled to breathe deep enough to fill her lungs. It happened so fast, and the sudden hot flash exhausted her. When Blue came back, she was tired and mellow. I need to pee, Blue said softly, and then I need to play with my ass for you.

Ok, Blue. Be careful and don’t strain yourself. He smiled while saying his goodbyes. It was definitely an evening full of pleasant surprises.

Blue had her chat client up and connected to the IRC chat room in stealth mode. Only fellow admins could see her. Then she private messaged her Boston crush. Since it’s ok, I’m going to stuff my butt as often as I can. She remembered to say goodbye to the phone and hung up while waiting for his reply.

That sounds like fun. Want me to help? ;)

No. You do yours, I’ll do mine. o.o

How about we both do yours instead?

I’m not sending you pics.

I just want to know when you do it.

Blue bit her lip and moaned. She needed to pee so badly. So she had to go. Right now. Bye! She disconnected in a rush and then hurried to the bathroom.

Luckily her first test went well. Blue found out she could both pee and squeeze tight enough with her buttocks to keep the plug from coming out.

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Blue continues to explore her pleasure with Tom in

Late Night Talks (An Anime Girl Story) - Very Dirty Stories #5 -

and features in additional stories in current and future titles.

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Unintended Gifts (An Angel Story)

written by Max D

Featuring Angel, Tara, and Tom

"Unintended Gifts (An Angel Story)" themes: MF, Cheating, Vaginal & Anal Sex, Vaginal & Anal Penetration, Fingering, Implied Canine

Featured in Very Dirty Stories #92.

Audio erotica performance available for Streaming & Download.

Return to Table of Contents

*****

No way in hell, Tom growled. His shoulders were set and his hands flexed with menace. You want to set the dogs on me... you think a few jackasses wrapped around your finger can walk up to me and threaten me... get the hell out of my way and don’t come back until you have a plan for making amends for this fuck up of yours.

Any other man would be shaking with rage or shouting a string of obscenities, but Angel knew how seriously pissed off Tom was by the extreme control in his voice. There was no way to make up for Greg and Alan coming out to talk with Tom. No way to cover up the fact that they did so because Angel had complained to them about how Tom didn’t respect her. No way to cover up a few too many drinks on top of not being ready to leave on time because Angel wanted to avoid wearing anything penetrating her out to the club. Yet Angel still felt it was completely unfair for him to blow up at her about it.

Before she could respond to his rage, Tom ended the discussion. He took out his wallet, pulled a couple of twenties out, and threw them at Angel as he turned and got into his SUV. No further words. Nothing more to say. He drove off without even looking back to see Angel’s tears.

~~~

Standing on his front step, Tara could see past Tom. Behind him, the warm orange glow of a fire