Posted in My Writing

Madi and Her Boss – Chapter 8

This is my writing so please do not copy or take it for your use. Thank you.

Updated 8/9/2020


Madison – 3 months ago

Madi woke up the next morning wondering if last night was a dream or was it real. Did her boss really make her have an orgasm? Did he really lick her pussy? Did she have his cock in her mouth? And then this talk of submissive and dominant people. Oh, what did she get into? She laid in bed trying to see if any of it made sense. She finally concluded that it didn’t.

Having her morning coffee after her shower, Madi decided she didn’t want to go into work today. She was kind of apprehensive to see Mr. Stewart. So, she called in sick and made sure someone would take his calls for her.

Madi laid on her couch staring at the ceiling. She started to replay last night’s events in her head. She wanted to remember everything he said, everything he did. Thinking about it all just made her excited again, so that had to stop. She wanted a clear head to think about this dominant and submissive proposal he made to her.

She took her phone out and started googling the terms he used last night. All kinds of things popped up on her screen. People tied up with ropes, people on some kind of cross, people wearing collars, people crawling behind another person, people using whips and people gagged and blind folded. She gasped and put her phone down. What the heck was he thinking? She couldn’t do this, be tied to a cross and crawl on the floor behind him?

“I can’t do this, who does he think I am?” She certainly didn’t want to face him right now.

Madi decided to go for a walk in the park. She put her clothes on, sneakers too and grabbed her headphones and phone. Maybe this would help her clear her head.

Entering Central Park, she knew exactly where she wanted to go. There was a beautiful, peaceful lake and once she got to the lake she wanted to go sit on the big rock that jutted out over the lake’s edge. If she sat up there she could look out at the lake. With her music on, listening to Lindsey Sterling, she started her walk to the lake.

When Madi got to the rock she went out as far she could go and sat down. She criss- crossed her legs, put her hands on her knees and closed her eyes to relax. She turned her phone to silent, wanting to just relax and hear the birds and feel the warmth of the sun. Deep breaths helped her to focus and relax. She listened to her breathing in and out. Slowly. Deep breaths.

Madi’s thoughts went to her mother first. What would she think of Madi right now? Madi was raised to be a good church-going girl, praise Jesus and avoid sin. This was far, far from how she was raised. Her parents kept her very sheltered in their small town until her father left them. Then her sister left. Madi moved soon after her mom passed away. There was nothing keeping her there but memories.

But then Madi remembered her mom used to say, “Madison, you have to be happy in life, no matter what you choose to do.” So now Madi was listening to her mom but felt the guilt of trying to explore something new and different. A new career, a new place to live, a new hobby, her mom would have encouraged that, but this? A sexual relationship with a man who would be her dominant? What exactly did that mean? Part of her was curious and turned on by the thought of doing things for him and that scared her, but part of her thought her boss was so hot she WANTED to have sex with the man, more than what she had already done. She wanted him to bring her to orgasm again. Touch her, kiss her, run his hands all over her. But this time with his cock inside her. He’d be her first meaningful relationship, but would he see it that way?

Sitting on the rock for a while, Madi just enjoyed the warmth of the sun. Listening to the world around her. Then a thought hit her. Madi wondered what would happen if she wasn’t good enough for Mr. Stewart? What if she didn’t give him what he expected? What if he learned she was too inexperienced? She would have to find a new job, and maybe move away. She couldn’t work for him if he didn’t want her as a sub any more. How could she be good enough? She was young and inexperienced, and he obviously knew what he was doing and what he wanted. It couldn’t be her.

Madi started to cry. Maybe she just needed to look for a new job now. Her emotions were all mixed up and seeing Mr. Stewart every day wouldn’t make this easier. Madi got up, decided to go back to her apartment to start looking for another job, even a temp one, the sooner she got out the better. If she didn’t see him, she would soon forget this whole thing.

She grabbed her phone to turn her music back on for the walk home when she noticed the many missed calls and text messages. What the heck was going on? Her apartment building had called her? Missed texts from a number she didn’t know. She started to listen to the voice mail messages.

“Hello Ms. Ryan, this is Fred, the doorman at your apartment. We have a gentleman here trying to get up to see you, a Mr. Stewart, but he isn’t on your list and you are not answering your phone, so we are not letting him up the elevator. He is very upset so please be advised when you return. Call us if you need anything.”

Madi stopped dead in her tracks, leaned over and put her hands on her knees. She wanted to be sick. He was at her apartment. Damn it. Now what would she do? She thought about sneaking up the stairs and avoiding the lobby, in case he was waiting. Oh wait, the text messages… she opened them up. They were from the same number that messaged her last night.

Unknown: Madison this is Jonathan. Where are you? Why did you call in sick today?

Unknown: Madison, I want an answer – where are you?

Unknown: Madison you need to tell me you are okay? Let’s talk about last night.

Unknown: I am going to find you. We need to talk.

That did it. She sat down right there on the walkway. She laid her forehead in her palms. She started to cry. This was all too much for her.

After a few minutes, she got up, pulled herself together and walked home. She needed to get home and start looking for another job, maybe move, she didn’t know where, but she needed to avoid all of this.

Madi let herself in the stairwell with her tenant key, walked up the four flights to her apartment. When she opened the stairwell door to her floor everything was clear. She walked down the hallway and turned the corner and then her heart stopped, and she froze up. There he was pacing the hallway outside her door, on the phone to someone talking about finding her. Damn it. Madi instantly turned around hoping he didn’t notice her. But he did.

He heard her walking and looked up. “Madison.” He said it very firmly and with anger.

Madi stopped in her tracks and turned around so she wasn’t looking at him. “I don’t want to see you right now.”

“That’s obvious,” he said, “but that is not what is going to happen. Turn around and come back.” His commands made her do it without thinking. Damn him.

Madi turned around and walked to her door, her head looking down at the floor the entire time. She couldn’t look him in the eye right now. When she stopped to take her key out, he took his hand under her chin and lifted her face to his.

“Madison, you cannot avoid me. We have unfinished business to deal with. We need to talk. Now let’s go take care of what’s on your mind.” As a tear rolled down her cheek, he took her key, opened her door and held the it open for her to go into her apartment.

Posted in My Writing

Master Cowboy

I prepare myself for my master, walking into the dungeon, with only my underwear on, hair in a ponytail.

After closing the door, I walk over to the cabinet. Take out the handcuffs and lay them on the table. Master lets me pick out the flogger of my choosing and any other toys I want to use during our scene.

I lay my favorite flogger next to the cuffs, and pick out a plug as well. The one with the pink jewel. Master knows that’s my favorite one.

Quickly returning to my spot by the door, I kneel down, sit on my feet. Lay my hands on my leg, palms up. Head bowed and wait for my Master.

As I have been instructed, I close my eyes and concentrate on my breathing. Slow. Steady.

Calming my anxiety, although no matter how many times we play, I still feel this way. Slow breaths. Slow and steady. Breathe in and out.

After what seems like forever, I hear the door open. I keep breathing. Slowly.

I hear your footsteps as you walk in the room. I dare not move without your instruction.

You go turn on the classical music you love to listen to, selecting the track that suits your mood. Then you walk over to me, your footsteps stop in front of me.

You look beautiful my Petal,” you say as you look me over. I don’t have to see you do it to know what you’re doing.

Rise to your knees please.” Your first instructions.

I do as you say, my head is still bowed.

Get me ready for our playtime, Petal,” you instruct and knowing what that means, I do as you say.

I lift my head, looking straight ahead at your thighs. My hands reach out for your pants, unbutton your jeans, and lower them a little.

“May I sir,” I ask for your permission.

You reply, “you may, Petal.”

So I continue. I take your cock out of your pants, hold it in my hand. Gently, I kiss your tip before putting my mouth around your cock.

I go at a slow pace. Back and forth. Hand on your shaft and mouth around your hard cock.

Hands on my head, you’re moving in and out of my mouth, controlling the speed and getting harder and harder. My eyes stay focused on your cock or your legs, as I’ve been trained.

You pull out of my mouth. “Enough Petal. Thank you. Remove your clothing, leave it on the bench then go bend over the table, please.”

Standing up, off my knees, I walk over to the table and assume the position. You see me rub my knees, I can never slip anything by you.

So you ask, “Petal, are your knees bothering you?”

Your question makes me smile, “yes sir, I’ll be fine though.”

I get close to the table, thighs pressed tight. I bend forward and lay down. Place my arms out wide and spread my legs a little too. I am anticipating what you will do, trying to make you proud.

You notice my efforts. “beautiful Petal, just beautiful.”

I smile, as I know I please you.

Petal, I’m going to use a spreader bar today. I will place it on your legs. We’ve used one before.”

Feeling the cold metal go around my lower legs I know you’re getting ready for our play. Each cuff clicks into place. You spread my legs a little further as the bar clicks into place now too.

Beautiful, Petal. This will help with what you’ve picked out for us.

You move around to the front of the table and with the hand cuffs in hand, you attach each of my hands to each corner of the table.

Your hands run over my arms and down my back, calming me with your touch. You place a kiss to my upper back.

Breathe petal. Don’t forget your breathing.

I hear you walk over to the cabinet. The drawer opens and then closes. I have no idea what you have taken out. The familiar sound of the lube container opens and my mind starts to wonder what’s next.

You know my mind is all over the place, as you remind me to relax.

Breathe petal…”

You know me so well, it makes me smile.

After putting the lube on your fingers, you run them down my backside. It’s so cold. You rim my ass and then find my lips. You’re generous with your touch, playing with my lips and finding my clit. Something is pushing into me, I have a feeling I know what it is. Your fingers and the egg are inserted inside. Your fingers leave but the toy starts to vibrate.

Thank you sir.”

Your fingers find my clit and rub while your other hand rims my ass again.

I start to moan as this all brings me pleasure. The vibrator stops and a hard sting is felt on my cheek.

There will be no sounds from you, Petal. This is for me, not you.

I must remember that, but it’s so hard since you make me feel so good.

Yes Sir, this is for your pleasure, not mine.”

The vibrator continues as your fingers continue again. More lube is placed on my ass as your fingers enter and start to move in and out. I can’t hold back the moans. This just feels so good. I don’t think before I make another sound.

Another sting, and another.

I can make it more painful if you need, Petal?”

Certainly a trick question, one I will answer very carefully though.

No sir, I will try my best to stop.”

The vibrator continues and so do your fingers. Two enter and start to stretch me. I am breathing as you’ve taught me, trying to block out the feeling, but this is so hard. Your fingers feel so good.

A cold metal plug is placed at the tip of my ass. You gently place it in and your other fingers find my clit and massage my clit while the plug is pushed in, slowly. The pleasure from your fingers on my clit make the pain of the plug bearable.

Once it’s in place, you reach for the flogger and begin to flog my ass cheeks.

You’re very good to make sure you flog my cheeks evenly, paying attention to each one as you bring pain. You rub the cheek then flog some more not forgetting to take a break to rub my lips and massage my clit. You seem pleased as a small groan comes from within as you place a kiss on my back.

You’re a beautiful site, Petal. You please your master very much today.”

You return to flogging, the vibrator turned on more powerful, a few more smacks to each cheek. Then the vibrator stops and you remove it. I hear you put the flogger away then you return to where I am spread before you. Your pants are dropped to the floor as you step out of them. You kiss each of my warm cheeks as you gently rub them.

“Sweet red cheeks, Petal. They are very soft and warm.”

You take your hard cock in your hand, find my entrance and push in. I can’t help but let out a moan. When you enter me with your huge, gorgeous cock, I can’t help but react to it. I realize it came out after though, too late. Damn it.

“Master, I’m so sorry. I did not mean to do that,”

Your reaction is your warning, “brace yourself Petal, I’m going to go hard on you.

I grab for the sides of the table, push my legs against the table to brace myself, and wait. I know what’s coming.

You pull out and thrust back in. Hard.

Again. Pull out and thrust in.

Harder and harder. Flesh smacking flesh.

Not only your movements but your cock as well. It’s so hard.

Your body presses into me and into the table. Your hands on my hips as you thrust. Squeezing hard.

I’m cumming Petal.”

In your raspy voice you’re warning me that this is for you, not me. I am not to cum.

I squeeze the sides of the table hard. I need to concentrate on doing as I’m told. Your thrusting is hard, flesh to flesh. Concentrate. Yet I’m so turned on.

And finally … you hold my hips tighter and release. Warmth spreads inside. I breathe through it. Trying to temper my own need for release.

A few more pushes and you’ve finished. You pull out and go clean yourself up.

Returning to me, with a warm wash cloth, you place it on my lips and clean me up. You walk around to the front of the table and undo my hands, rub my arms. You remove the spreader bar and ask me to go lay on the table on my back.

Yes master,” I can barely speak. I need a release but will never ask you for it, as my body is yours.

Laying down, arms to the side and knees bent and legs spread I wait for you.

You bring a vibrator and place it on my clit, while your fingers go inside my pussy. I reach for the side of the table again. The vibrator hums over my clit while your fingers dance around inside, reaching as deep as you can. You’re bringing me to great pleasure as I feel the warmth spreading all over my body.

I can’t hold back. I can’t stop it.

It’s coming. I want to cum.

Sir, may I cum?”

Not yet Petal. Patience. Enjoy the feeling.”

I grab hold of the table. My fingers are going numb. The vibrator. The fingers inside. The plug. It all has me feeling ready to explode.

Sir, may I please cum? I’m almost in tears as the build up is too great.

Yes Petal, you may cum.”

My body lifts off the table, I let it all release. The great pleasure explodes, I scream in ecstasy, my body is twitching and releasing, your hands are covered in my juices of pleasure.

My heart is racing, my body is numb.

You carefully remove the plug, and vibrator. You go and gather some warm wash cloths to clean me up. After I’m clean, you pick me up in your arms and take me to the bed. There you give me some water to drink. You place a nice warm blanket over us and we lay together in the bed until I fall asleep by your side.

As I fall asleep I hear you whisper, “very good Petal. You did really good today.”

HEAVY LONG THUDDY BLACK GRAIN Leather Flogger 36 Tails - Rugged Horse Trainer