[25M18F] Shy and Nervous Beginner Wanted to Try CNC, But the Initial Plan Fails. {Reddit Success} [Slow Burn] [Detailed] [Nonfiction] [CNC] [Blackmail] [Face/Throat Fucking] [Throatpie] [Age-play] [Road Head]

(Permission was given to post this story from the girl after showing it to her, she also gave me her side to help)

After a bad experience with a hookup on tinder (she ignored the safeword when I let her dom), I realized that getting into the BDSM scene is sketchy and people have genuinely strong fantasies for scenes they’ve never done, but have no idea how to go about acting upon them with someone. So I decided, since I’m dom with few limits, experience, and a lot of patience, I could be a trainer. I went onto tinder and got matches who wanted to try kinks and I tried training them. I quickly realized that I loved training beginners. And learned to see if they were happy or were discovering a limit they didn’t expect.

Office Furniture [Dubcon] [Mind Control] [Femdom] [Bondage] [FFM]

Hello everyone! Thanks for reading my story! If you enjoy it, and want to see more of my stuff, then feel free to check out my subreddit at [r/LibraryOfCaine](https://www.reddit.com/r/LibraryOfCaine/) or my [blog](https://libraryofcaine.blogspot.com/). You can also find my entire library of work here on [Smashwords](https://www.smashwords.com/profile/view/EbonCaine)!

And if you *really* enjoy my stuff, I just launched a [Patreon](https://www.patreon.com/user?u=75544910) you can check out as well!

This was a story I originally meant to write for Day 2 of Kinktober. I read the wrong prompt, though, and did day 15 instead. I don’t care. This story is awesome and hot and gave me the chance to write more Rosa. Enjoy!

***

The elevator hummed softly as the floors dinged by. Rosa adjusted the shoulder strap on her backpack, weighed down as it was with the computer equipment required for her latest task. She glanced up at the display above the elevator door.

Fifteen. Thirty to go.

With a sigh, Rosa pulled out her slender phone. She tapped out a code to bring up the custom OS she wrote for it and dialed out through the encrypted line.

“Yo,” she spoke into the receiver, her voice lightly accented with her native Spanish tongue. “It’s me. I’m almost there. How thing’s looking?”

My Boss Won’t Take No For An Answer Pt. 4 [Cuckolding] [Boss Bull] [Cruel] [Blackmail]

This is part 4 of a series.  
In my last post, I just told my husband that I have a new
bull, but not who  the new man was. I let him reclaim me, and fell asleep
without telling him  anything else. 
I woke up before my husband, and discovered I had work email  notifications. My boss had moved our lunch meeting up to just before the start of my first class.  If I start right away, I can almost do my routine and still be there on time.
Almost. I have no time to spare, and husband wakes up and comes into the bathroom. He obviously needs attention. Most cuckolds get a lot  of angst when their partner finds someone that they have strong new relationship energy with. Mine was no exception, and he was pouting that I would not share more information with him. I am usually gentle with him, and if  I did not have a surprise meeting, I would entertain his fantasies. 
Part of my mind considers whether my boss is doing this as a power trip, and I think I already know the answer. I tune back into husband telling me how I need to pay attention to him, while I’m
trying to do my makeup.

[NSFW] Provost Dean [boss, Dom 50sM] cuckolds my[30f] husband[26m][Mf] [college] [Maledom] [blackmail] [consensual] [older male]

My husband and I met in college. I always did well in school, and ended up in academia. He was my student, and invited me out for a drink after he graduated. One thing led to another, and it turns out he is much younger, we have great chemistry. He has always looked up to me as the older, professional in our relationship, and I do enjoy steering what happens in our relationship.

I mention this because I want it to be clear that I cuck my husband because I love him, it is our shared fetish, and I have his consent. Mostly.

It’s the mostly that gets me in trouble.

Part of our play includes him encouraging me to ‘make mistakes’ or get so turned on that I somehow lose my faculties to specific men in our lives. The reality is, I talk a great game with my husband, give him some sloppy head and make him cum. Most guys don’t capture my interest like that, so most of the time it is just a fantasy.

My Best Friend’s Sister part 7 [MF]

I’ve been seeing my best friend’s sister for about 6 months without him knowing about it.

She had always been my friends little sister until she came back from college a stone cold fox and we’d been flirting for a year before a drunken night gave way to a threesome with her and my friends’ ex.

After that we started fucking on the regular and her kinky side came on like coffee – hot and strong!

We were getting busy everywhere when her Roomate, Marie, found out which turned out great because Marie started joining in and we became kind of a throuple. My best friends sister, Stephanie, only had one rule, that I didn’t have sex with Marue when she wasn’t there.

This wasn’t an issue until Steph went out of state to visit her sister and Marie seduced me and we had a sex fueled weekend.

But Marie took a photo of us in the act without me realizing.

Steph came back nine the wiser, but Marie
has been using the photo to blackmail me.

Unless I keep sleeping with her on the side of our throuple, she’s going to tell Stephanie and her brother about everything.

Role Play 1. (M/M, CNC.)

“How about CNC role play?” I asked. “You are a ruthless boss. I’m your personal assistant slash slave. I did something wrong and you decide to blackmail me for sex or something like that.”

“You have a sinful mind, darling.” He said and I flushed. “Your safe word is phoenix. If you are stuffed or gagged, tap two times on any object and I will stop. Do you understand?”

“Yes, I do.” Without further reply, he took my hands and guided me to our play room. I already wore suspenders because I knew I could convince him for this. He went inside and shut the door. I looked at it for a moment and then knocked on it before schooling my features.

“Come in.” I heard his muffled voice say.

“You called me, sir.” I entered the room and closed the door. He sat in the beige leather chair, reading a file. He looked up at me, his expression blank.

“Did you swap the files to be sent to the EBA and EAB companies?” He asked, his voice dangerously low, and my dick jumped.

A Femdom Life: Volume One, Chapter One

**Part 1:**
The television played a boring, inconsequential program. Evening commercial programming had never given me any interest, but it was background noise that filled the air until the sport came
on. But I wasn’t there for boring TV or sport, I was visiting my friend for the evening for dinner.
She came walking out of the kitchen in a huff.
“I forgot something important, so I’m going back to the shops.” She said.
“Alright.” I shrugged.
“My sister will entertain you while I’m gone.” Then she was gone, out the door to search for this important missing ingredient.
I didn’t think much of it. Rather, my mind was looking forward to the meal. Pasta, made in exchange for me helping her with a gardening project.
The sister, Evelyn, walks into the room. She was still in her office work clothes. A white blouse tucked into a black mid-thigh skirt. But it was her nylon pantyhose I noticed first.
“Eyes up here, little Alistair.”She smiled.
“Apparently you’re here to entertain me.” I made a joke about my friend’s choice of words.
“Yep,” Eve said. “I’ve got a game to play.”
“A game?” I didn’t know Evelyn was much into video games.
“Put this on over your eyes” She threw me a strip of cloth.
Bored and curious, I entertained her request and covered my eyes with the dark piece of cloth.
Now blinded, I leaned back in the lounge.
She sat down next to me.
Even blindfolded, I could imagine her figure. Evelyn had long pitch-black hair. She was tall and thick to boot.
“It’s been such a long day,” Eve complained. “I’ve been on my legs all day and it’s been so warm in the
office.”
She flopped her feet into my lap.
“Get your hands on them.” She laughed.
**Part 2:**
“What?” I wasn’t sure what she was asking.
“Start massaging.” Evelyn laughed again.
I felt compelled to get on with her instruction. I grabbed a foot in my hand, and I began to rub it up and down gently pushing my fingers in.
Meanwhile, she rubbed the other foot against the crotch of my jeans, and soon enough, I was erect.
I pushed my thumbs into her arches. If this is what she wanted, I was going to do it properly.
“How did someone so young end up in an office anyway?” I asked, looking to make conversation, and I was curious. Evelyn wasn’t much older than me.
“Shut up and keep massaging my feet.” She said cutting off my attempts at conversation.
My fingers moved down to caress her heel. She seemed to be enjoying my firm yet caring efforts. Well, she wasn’t telling me off, so I guessed I was doing okay at the request.
I spent the next few minutes massaging.
“Swap feet,” Evelyn said.
I repeated the same routine on the next foot. Meanwhile, the other foot kept rubbing against my cock over my jeans.
If my friend walked back in now it was found to be a shocking sight. Never had I considered myself a foot guy, but Evelyn was awakening something in me. Because of her gentle rubbing, I felt closer to coming than I would have liked. Blowing a load in my trousers from her feet would be embarrassing.
“How long will it take to get back from the shops?” I asked, wondering how long the privacy would last.
“Don’t speak,” Evelyn said. “I’ve got an entrée for you to start with.”
Again, I was baffled. But then she pushed both of her feet against my face.
They sure smelt like she had been walking around all day. If I wasn’t blindfolded I imagined all the lint and dust would be clinging to her tights.
“Take a deep sniff,” Evelyn instructed.
I did, and she laughed. “Now get to licking.”
I leaned towards her and grabbed a foot in both hands, and brought it up to my mouth, starting by kissing her heel. Then I moved my mouth up to her toes and repeated on the other foot.
The next move was to go for short licks. Again, from heel to toe, tasting as much of her pantyhose as I could get.
It… felt wonderful. I was finding the act of giving her what she asked for fulfilling.
Obviously, my dick felt the same way, as it was straining against my pants.
I started making out with each of her toes individually, making each of my kisses and sucks as slobbery as possible.
“Bet you love how they taste,” Evelyn said.
I nodded, too focused on my task to talk.
Opening my mouth wide, I put all her toes in my mouth, making sure to swirl my tongue over every toe and into any crevice I could find.
I pushed her foot further into my mouth, basically deepthroating it. When I pulled it out my lips grabbed the reinforced toe and pulled on it lightly, letting the shine from my spit show on the material.
“That will do,” Eve said, letting her feet rest back on the lounge.
I pulled the blindfold off to see what was going on. Evelyn was sitting there with her knees up to her chest, and in her hand was a phone.
**Part 3:**
 “Were you…” I started to ask.
“Recording?” She finished. “I was.”
“Oh.”
“Do what I ask you to, and I won’t publish it anywhere, okay.” She said with a mischievous smile.
“I understand,” I said, unsure of what was in store for me. But I must have been still thinking with an erection because I found the idea of being blackmailed by Evelyn exciting, not scary.
That said, I didn’t want that video public.
Evelyn got up and walked away, giving me a short amount of time to calm down until the door opened and my friend Vi returned.
Not long after, the pasta was ready and Evelyn hadn’t been seen.
Her absence made me nervous. I was thinking she was planning something, but when the bowl of spaghetti was on the table the older sister returned in the same clothes as before.
I snuck a look at her feet to see if any remnants from our activities were visible.
It wasn’t.
“Why’d it take so long to come back?” I asked Vi.
“The first place I went to didn’t have the ingredient. So I had to drive all the way to that 24-hour place.” Vi recounted her ingredient-hunting tale.
The meal continued uneventfully until Vi got up to visit the loo, which is when Evelyn struck.
A spoonful of spaghetti plopped onto the floor, not by accident.
All Evelyn had to do was to look down and I knew what I had to do.
Leaving my chair I dropped down on my hands and knees.
I had to do it quickly before Vi returned.
Without using my hands I scooped up mouthfuls of saucy pasta off the cold wooden floorboards. I hoped the floor was clean, but given my earlier ‘meal’, it was probably fine.
With the spaghetti and meat gone, all that was left to clean up was the sauce,
Then I heard the toilet flush.
Startled, I quickly jumped up and got back in my chair. Evelyn showed no reaction.
Vi returned, oblivious to what was going on.
This time I was eating the pasta normally, out of a bowl. The only thing reminding me of my new servitude was Evelyn sitting across the table from me.
Underneath the table, thankfully hidden from view by the tablecloth, Evelyn pushed a foot against my crotch again, and like before I was starting to get hard from the attention.
“Do you like your dinner?” Evelyn asked with a smile.
“It’s great,” I looked at Vi. “Good job.”
“Thanks!” She chirped.
“The sauce has a nice texture in the mouth, doesn’t it Alistair,” Evelyn said, not looking at me.
I nodded.
Once I was fully erect, Evelyn removed her foot leaving me feeling awkward.
I ate slowly, to let my erection subside, but when it was gone, I got up to help with the washing up and Evelyn retreated to her room again.
Once the washing up was done, it was time for me to go home.
I said my goodbyes to Vi, only to get cornered by the front door.
“I’m your boss now,” Evelyn said.
“And our game doesn’t stop here. I will text you tasks to complete for me,
okay?”
“Okay.”
I noticed she was holding a pair of panties in her hand. It looked like a small black thong. She reached up and pushed it into my mouth.
“You get to keep these for a while. They’ll come in useful tomorrow.” She winked at me.
With her panties in my mouth, I departed, wondering what tomorrow would bring.
**Part 4:**
I was home when my phone beeped. I had no doubt who was messaging me.
All the possible requests raced through my head. The lengths Evelyn would go were unknown to me. Hopefully, she was gentle, but I was willing to follow along with anything.
Not wanting to risk her wrath I opened the message right away.
Put on those panties and take some nice photos for me. Wherever you are, do it now.
I read it twice to make sure there weren’t any hidden meanings, there didn’t seem to be.
So, with the privacy of living alone, I stripped off my clothes and put on Evelyn’s panties.
The first thing I noticed was that they were far too small for me, which was likely on purpose. My dick and balls were bulging out of the sides of the fabric comically.
At least it didn’t look too bad on me, I thought. I wasn’t fat nor skinny. Being physically active left me in that middle ground, even though I didn’t have the same sort of muscle definition or leanness of the fit blokes you see in the media.
The first picture I took was a mirror selfie in a couple of different poses, including one of my rear.
I sent the pictures, and a minute later I received a message back:
*More*
I tried to get creative with the pictures by contorting myself into poses I’d see girls use on the internet.
What made it even trickier was my semi-erect cock pushing out of the tiny panties. Again, that was probably what Evelyn wanted.
I thought the pictures looked good, but I was glad that nobody was watching me take them. The sight of the panties would earn me endless mockery normally.
I sent the best pictures on to Evelyn and awaited her judgment. To pass the time I changed back into my normal clothes. I didn’t want the panties on any more than necessary.
Five minutes later I got another message:
*Thanks for the piccies. Remember when you failed to lick ALL the pasta sauce off the floor? I do! Film yourself coming in the panties then let them dry.*
That was more extreme of a request than I was expecting.
Evelyn had blackmail over me, even more now, so I had to go along with her request. There was little doubt in my mind that she would use the video to humiliate me. A fact that had been turning me on more than I liked.
They were only just put on, but I had to take my clothes off again.
For a few minutes, I jerked my cock with no success. Probably due to the filming, I was unable to get it up, frustratingly.
I imagined Evelyn wearing the thong. Thinking about her round ass got me going before I knew it. In my mind, Evelyn was giving me a lapdance. She was peeling her tights down and grinding on my lap.
With that imagery, I was exploding before I knew it. I aimed my cock at the panties to make sure every drop of cum landed in the gusset.
And the was a lot of cum. The events of last night left me with a decent amount built up.
With my cum coating the black material I stopped filming and sent that to Evelyn.
I lay back on my bed, waiting for a response. It felt like forever, waiting for that message.
Eventually as the cum was starting to dry, my phone beeped.
*Good. Do not clean them. Tomorrow night you will present yourself at my front door wearing them, a pink collar, and nothing else.*
*I caved and told 3 friends about the video.*
*DW they know how to keep a secret.*
*As long as you be our party slave.*

That Time I Got Sat On And My Face Rode By My Boss [Non-Consensual] [Femdom] [Facesitting]

[Features: Facesitting, tied up, molestation, femdom, slow burn, light sexual content.]

The mall. I fucking hated the mall. It was full of loud people and people who were just a bit too well off, a bit too naive, for me to ever really like. It’s not easy to tell if someone *was* poor. Not really. It’s not like it physically affects you or anything. No, that comes out in certain actions. But it’s really, *really* easy to see if someone was *never* poor. Never had to worry about a paycheck or about their next meal. I’m probably just projecting but still, that’s all I can think about every day, seeing hundreds of people come in here, dither about, and then spend $500 on a shitty ring.

Part of it’s my own fault, I’ll admit. Working in a jewelry store, you get the rich and the naively rich. The people who earned it and didn’t earn it. It’s the latter I take an issue with. The teens handed all of their money by mommy and daddy, the people who lucked into it and are blowing it all on useless junk, the people that think a $1000 necklace is absolutely *necessary* instead of doing literally anything else with it.

Jessica’s birthday sleepover ends with her covered in cum- PART 2 [MMMf] [Noncon] [Cum] [Blackmail] [Cuck] [Gangbang]

It took Jessica a moment to realize that she was naked; it took her another few moments to realize that she was sticky. She woke underneath a pillow, assuming that she or Scott had squirmed in the night and rearranged things. The room was still dark, her friends all fast asleep around her. She stretched to get more comfortable, intending to roll over and snuggle up to Scott and fall back asleep- that’s when she clued in that her pyjama top was open.

Confusion turned into cold panic as she realized that her shirt wasn’t the only thing askew. Her shorts were nowhere to be found; how did she end up naked?! She sat up quickly, moving her arms to cover her exposed breasts. There was a sticky substance on her breasts, and now on her arms that had crossed in front of her. She took stock of her body, realizing that the sticky substance was also all over her feet, and some in her hair as well. She began to think that there had been a slumber party prank during her 18th birthday celebrations.

The OnlyFans Girl, Part 1 (BG, Slow Burn, Lots of Teasing, Long Ongoing Story)

*When a law office intern discovers that a fellow intern is one of his favourite new OnlyFans performers, a ball begins rolling that will bring a boring summer of paperwork and coffee-fetching into an avalanche of sexual adventure. This story was originally written in small chapter, of which 1-5 are presented here.*

*The OnlyFans Girl is a variant timeline of a story originally started by Aurelian14, whose first few short chapters are presented below in italics as an introduction. The [original timeline](https://chyoa.com/chapter/You-take-advantage-%28Blackmail-Route%29.969384) is much rougher and heavily includes blackmail. This ‘Friendly Route’ was a reader favourite variation, and will include a slow burn to FWB, Romance, possible polyamory/polygamy, and exhibitionism/voyeurism.*

———–

***Prologue***
*By Aurelian14*

*Its hot today. Summer feels like it has officially begun and it has to be over one hundred degrees outside. Add to that the humidity and it is definitely a stay inside day. You recently moved into your first apartment as you spend the summer after your freshman year of college interning with a prestigious law firm. Yes, you’re not the hardest worker and may have had a lucky connection that helped you land this highly sought-after internship after only a single year of college education, but that’s beside the point.*