Learning the Ropes

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Tied up on the Trail - A Cowboy Story

You are a cowboy. You used to work for a small outfit, but they were bought out and all of you're let go. You have your horse, a rifle, a pistol, and enough supplies to get you to the next town, so you make your way westward. You thought that you'd make it into town before it got dark, but the sun is setting and the shadows from the mountains and trees cover you.

You make camp for the night, building a small fire, tethering your horse, and eating some dried beef and fruit. Resting your head on your saddle, you look up at the starry night sky, and drift off to sleep.

When you wake, you find that your hands and feet are tied. You try to move your wrists, but they are tightly bound. The leather lariat is tight against your skin. You try to flex your wrists, but they are secure. Your ankles are tied tightly too. If you had slept with your boots on, you might be able to slide out, but you took them off and your ankles are secured with another lariat.

You realize that you were caught by another cowboy or rancher. The lariat is made from dried and stretched rawhide like yours.

“Oh, you’re awake” you hear a deep voice say. You look over to where the voice came from. You see a shape that is backlit as the sun rises behind him.  “How long did you think that you could escape justice?” the voice asks.

"What do you mean?" you answer. "I am just an out-of-work cowboy looking to get hired on somewhere. What do you think I’ve done?"

“I have a wanted poster that matches your description. Can you convince me that you aren’t the man on this poster?” he asks.

"What does it say about distinguishing marks?" you ask.

“It mentions that there is a scar on your backside.”

"Pull down my pants and check out my ass. I don’t have any scars or marks on my ass." You say in a defiant tone.

The bounty hunter walks closer, and you feel his strong hands undo your belt, and unbutton your fly. He flips you over onto your stomach, and pulls down your jeans. You feel the texture of the denim as it's pulled down over your smooth bare ass.

His calloused  hands caress your ass. “Mmmm you are right I don’t see any scars. Your behind is smooth and clean.” You feel his fingers probing up and down your ass crack.

"What are you doing?" you ask nervously.

“I am checking you for anything hidden.” His finger works in and out of your tight ass. As it does, your cock starts to harden.

“Mmmmm that is really tight. You aren’t hiding anything in there.” He flips you over. He sees your hardening pecker. “Well look at that. Maybe I need to check that too.” He pulls your pants down further and he starts stroking your shaft.

 The texture of his hands feel so different, and it gets you harder. He grips you firmly and strokes you faster. "What are you doing?" You ask. You've only had one of your bunk mates do this to you before. 

“Be quiet or I will fill your mouth. You know what, I’ll do that regardless.”  He lets go of your dick. He unbuttons his fly and pulls out his thick cock. It isn’t fully hard yet, but you can tell it is getting there. You try to move back but he grabs your tied wrists.  “Now you stay there, so I don’t hurt you.” He pulls back the foreskin and rubs the tip of his cock against your lips.  It feels strange, sort of smooth and spongy. “Open your mouth.” He says in a low voice. You enjoy sucking another man, but you prefer have your hands free. 

As you open your mouth, he thrusts into you. It feels big, like you are going to gag. It is like taking a thick sausage, except you feel the foreskin on our lips. He's thicker than your last partner.

You try to pull your hands free, but the rope keeps you tightly bound. You feel his hand on your head as he works his member in and out of your mouth. It’s getting harder. “Your mouth feels so good. I like how your lips feel.” he says as he moves your head up and down on his shaft. You taste tangy and salty flavors as he works your mouth on him. “I might finish in your mouth.” He says, breathing harder. You try to get free.

He pulls from your mouth, and then his face is right next to your ear. “No. I am going to fuck your tight, sweet ass and fill you up.”

He moves behind you, grabbing your hips, and you feel his hard slick cock rubbing back and forth, along the crack of your ass.

You try to move your ankles, but they are tied as tightly as your wrists. You are on your elbows with your ass in the air as you hear him spit. You feel him rub spit into your asshole. His finger works in and out again, stretching you wider. Then you feel his hands on your ass cheeks, spreading them, as you feel a pressure against your asshole.

The tip presses in. "Oh God, it feels so big." you say. 

“Damn you are so tight” he swears and you feel him go in a bit more. He goes in and out. Thrusting a little deeper each time. You are surprised that you are still hard.

As his cock goes deeper in and out, your own cock is starting to twitch. "I am going to cum" you think. 

As he goes deeper, he leans all the way all the way over you. His mouth is by your ear. “You like how this feels.” he whispers, as he reaches and grabs your hard dick. You moan in pleasure. He fucks your ass slowly and deeply. As he does so, he strokes your prick in tempo.

His hand is moving more easily on your shaft as your pre-cum lubricates it. “Yea, you’re going to finish as I finish in you.” 

"Not in me. You can on me, but not in me." you say breathing hard too. 

“Ok.” You feel him pull you of your ass. One hand is still on your cock as you hear him behind you.

He is breathing and grunting. You feel him splash on your bare ass cheeks, as your shaft throbs and spurts in his hand.

He moves from behind you, takes the neckerchief from around his neck and wipes off his cock and hands. He drops it next to you as he unties your hands and feet. You take it and wipe yourself clean too.

You go to hand it back to him. “You can keep it.” he says with a smile. “You need to be careful being by yourself. If you continue down this road for another day or so, you will hit a small town. I have some friends there. You might find some work cowboying. Show them my kerchief, and they should hire you. I need to see if I can find the man who really is on this poster.”

He then saddles his horse and rides off in the opposite direction from where he pointed. You clean up your camp, get on your horse and head the direction he pointed. The kerchief, you keep in your saddle bags.

(This is the first of my "Gay Cowboy" stories. It was written as a suggestion by a reader a couple of years ago. I hope you enjoyed it. Look for the follow up story.)

Returning to the Dungeon

It’s been a couple of weeks since you went to the Dungeon. When you get home from work, you check the Dungeon’s schedule on your computer. You don’t want to take time off, like you did the first time, and Mistress Alanis’s offer of a “lunch time special” is tempting but you don’t want to go back to the office, smelling of sex or walking funny. You would rather be able to go straight home. That limits your options, if you want to stay with Mistress Alanis. There are other Mistresses and Masters who have that afternoon time spot open, but you don’t want to try someone else, not just yet. She seemed to understand what you were looking for.

Checking the schedule, you see that on Thursday this week, she has an hour open in her schedule in the afternoon. You take a moment and think about when you leave the office, travel time, possible traffic delays, and leave enough time to play. You click on the box and just reserve the bottom half of the hour. In the notes area, you type “I want to explore receiving anal, like we discussed. Some paddling, and use of a gag if you think it works for the “sex toy prisoner” fantasy. I will remember to wear old clothing for you to cut off. See you Thursday Afternoon.” You send it and your payment for the session in advance. That night you masturbate, imagining being tied up, your butt spanked, and a lubed finger working in and out of your helpless ass.

Thursday morning, after you dress for work, you pack a gym bag. In it you put a pair of old sweat pants, a stained t-shirt, a pair of drawers with holes in them, and a towel. If anyone asks, you can tell them that you are going to the gym and this is your workout bag.

As you get to the last half hour of the work day, you log off and tell your boss that you need to go and change for the gym. He looks up from his monitor, “Going to the gym? Good to hear. Workouts are good for your physical and mental health. If you need a workout buddy, tell me. My wife keeps asking me to start working out.”

A worried feeling comes over you for a moment. “A workout buddy? Ummm. I don’t know. I have a personal trainer I just started using.”

“Ok. Good for you. If your trainer has an opening for more clients tell me. What’s his name?”

“Her name is Alanis.” You say confidently.

“Oh, a female trainer. My wife wouldn’t agree to that.” He pauses for a moment “Is she good looking?”

You smile broadly “She is the kind of woman that men spend money to get extra time from her.” Then you wink and make an hourglass motion with your hands, like you have seen guys do in old movies.

Your boss lets out a slow whistle and shakes his head. “Nope. I’d rather be fat and married than have my wife leave me for that. Go enjoy your workout. Remember that the company health plan authorizes discounts on gym memberships. Ask your trainer if she takes our health insurance.”

You nod as you smile and leave his doorway. You chuckle to yourself as you head for the Men’s room to change. “I doubt Mistress Alanis would give me a discount because of our insurance plan. Worse, how would I tell the insurance company that I require weekly sessions with a professional Dominatrix for my mental and physical health?” You think to yourself as you undress, roll up your work clothes, and pull on your “workout” clothes. Checking your watch, you see you have about an hour to get over there.

Pulling into the parking lot, you check your watch again, you have plenty of time to enter. So, you grab your gym bag and walk up. The heavy wooden door still looks so imposing and dark as you approach. The dark weathered stone and the oak door with black iron hardware looks so scary, that even though you know what’s behind it, you feel a tingle of fear, which heightens your feeling of arousal too.

Stepping inside, the office decor, still strikes you as odd, but not unpleasant. The receptionist greets you, as she motions for you to sit on one of the chair lining the wall. “Sir, you are a bit early, so please wait. But before you sit down, may I please inspect your bag? It is just for the safety of the staff.”

You nod and step up to the desk, open the gym bag, and let her look inside. She asks you to unroll your clothing to ensure that there is nothing dangerous hidden. You do as she asks and joke “Wouldn’t a metal detector or x-ray machine be easier?”

She frowns, “Sir, how would that look if I had more security here than an airport?”

You think about it as you re-roll your clothing and put it back in the bag. “I understand. What should I do next time?” you ask, genuinely curious.

“Sir, many of our clients who choose to bring items into the rooms, use a bag that is clear and see-through. If you ask your Mistress, she might be able to suggest something, unless you wish to rent one of our storage lockers?”

“Storage lockers? Like at a gym?” You ask.

She nods and points to an unmarked door off to the right. “We offer rental lockers for our regular clients.”

You nod and sit down in one of the chairs along the wall. “That makes sense. Some people might have items that they don’t want to carry back and forth, or have in a see-through bag.”

“Yes, sir. Oh. There is a note on your account. Your Mistress, wants to verify that you came ready and don’t need prep time prior to your session.” She says pointing to her screen.

You tap your gym bag, “I’m ready. That’s why I have clothes to change into afterwards.”

She returns back to her screen. “Very good Sir. Please wait, and when it is your time, her assistant will come for you.”

You pull out your cell phone and play a game to help pass the time. You just now realized how this reception area reminds you of the waiting room of a doctor’s or dentist’s office. Including that faint smell of disinfectant and the hum of the air conditioner.

You completed a couple more levels on your flower-matching game when you feel a hand on your shoulder. You look up and see the man in the gimp outfit from last time. Silently he nods and motions for you to follow him. Grabbing your bag, you turn off your phone and follow. You go down the same hall as last time, but stop at a different door. He holds it open and motions for you to enter. This room is similar to the other one, in that you see the candles, iron sconces, and chains attached to the wall. In the center of the room is a massage table with padded cuffs at the corners and extended bars on two of the corners. You aren’t sure what they are for, but you don’t want to ask any questions. The Gimp motions for you to set your bag by the sink area and then lie face up on the table.

He secures your wrists and ankles, then puts a ball gag in your mouth. The whole time never saying a word. You feel the strength in his hands as he secures you, and are aroused as he makes you helpless. Then he leaves silently. This time you aren’t blindfolded so you look around.

The shadows caused by the candles, move against the walls. You realize just how dark it is and how deep the shadows really are. They could hide anything or anyone. You notice a couple of small tables with some items on them but you aren’t sure what they are because they are in the shadows.

The door opens and you hear the click of high heels on the stone floor. “So we have captured you again. Or maybe you want to be my prisoner…..used as my personal sex toy?”

She is wearing tall, black stiletto boots that go up to her thighs, along with black PVC corset and very short PVC skirt. She has a paddle in her hand and smacks her palm with it. As she stands there, silhouetted by the candle light, she is everything you have dreamed of. You feel your erection grow in your sweatpants.

She sets down the paddle and picks up a pair of scissors from a table. The silver glints and reflects the candlelight as she opens and closes them. Snip-Snip.

She gets really close to you, and slowly caresses your cheek with the blade of the closed scissors. “You have on entirely too much clothing. My toys should be naked and ready for me to use.” She says in a sultry tone.

You feel her pull the neck of your t-shirt away from your body as she opens the scissors and cuts right down the center of your shirt in a single motion. She places her hand on your chest. “Mmmmm Look at those nipples of yours. So hard. So excited. Maybe I should suck on them before I move down?”

You try to say something but the gag prevents you from making any other noises aside from grunts. She slowly licks around your left nipple and then you feel her suck it firmly. You’ve never had a woman do that to you before. It feels so different and exciting.

“I’ll save the other one for later.” She says as she picks the shears up again. Moving down to your sweatpants, she grabs the waist band and then cuts all the way down to your left ankle.

“Awww, you have on underwear. And look at that tent.” She says in a playful tone. She steps away and puts on a pair of surgical gloves. She returns with a bottle of lube. Pulling your cock through the fly, she drips lube on it and strokes it up and down. “Look how nice and hard you are. A perfect toy for me to use.” She strokes you slowly at first and then does a twisting-grip motion around the tip. You grunt in pleasure.

“This looks so tasty. But I think I want to see your ass first.” She says. She unclips the chains at your ankles and connects then to the upright bars at the corners, raising your legs up and forcing your ass to the edge of the table.

You feel the scissors slowly cut your underwear along the crack of your ass, leaving you open and exposed. “Mmmmm that is a sexy ass. Do you know what I do to sexy asses, Prisoner?”

You try to say “No Mistress, what?” but you make a muffled grunt.

You feel cold lube drip down the crack of your ass, and then a gloved hand rubbing it all around. “I need to check to make sure you aren’t hiding anything. An asshole is very pliant and stretchable. A prisoner could hide all sorts of things there.”

You feel the tip of her finger rub around your crinkled ring, and then open it. She slowly works it back and forth, going a little deeper each time. “Mmmmmm your asshole is so tight.”

As she goes deeper, your cock feels so hard against your bare stomach. “My-my, look how excited you are. I wonder what happens if I stroke you with one hand and finger you with the other?”

You feel a gloved grip your shaft as the finger of her other hand thrusts in and out of your lubed ass. She goes slowly, letting you feel texture of her gloved finger as it works your ass. Her other hand moves up and down your slick shaft in tempo.

This feels so good. You pull against the restraints so you can help, but the cuffs hold you firmly. “You are enjoying this, aren’t you. Should I just stroke my captive toy until you cum, or should I pleasure myself first?”

You try to say “Whatever you want, Mistress” but you just grunt and drool down your chin.

She has her finger all the way in your ass and starts to finger-fuck you faster. She keeps the same tempo stroking your hard cock.

“You are so slick, now. You won’t last long.” You hear her say in a seductive tone. You close your eyes and wish any of your previous girlfriends would have been this adventurous with you. Their faces flash before you, Heather, Traci, Jacki, and Jennifer, all of which thought that anal play was “dirty” or “gay”. You try to close your mouth around the ball gag, as you feel pleasure move though you, and you shoot cum on your stomach and chest.

She withdraws her finger and releases your shaft as cum continues to spurt and drip from the tip on to you. You hear her pull off the gloves and throw them away. She walks up to your head and removes the gag. “Mmmmm My little prisoner. You really enjoyed that.”

You stretch your mouth for a moment, as you realize how tight the muscles in your jaw got from you biting on the gag. “Yes, Mistress. That was amazing. Do you need me to lick your pussy, or do you want to ride me?” You ask.

She raises her skirt and shows you that she isn’t wearing panties. “That sounds so tempting but, we are out of time.”

She wipes her finger along her damp pussy lips and then rubs her wet finger along your lips. “Here is a taste of what you missed this time. Next time book the full hour.” She says with a wink.

You lick your lips and taste a hint of her flavor, reminding you of last time. “I will Mistress.”

She uncuffs you and then heads to the sink to wash up. You pull off the remnants of your clothes and walk over to your gym bag.

As she dries her hands, she says. “If you really want to get into anal play, do a little research and prep. Professionals modify their diets, take enemas prior to getting on camera, and make sure that they are clean inside. I know this was your first time, and I was gloved. But you might want to more thoroughly clean your ass if you want more than just a gloved finger in there.”

As you wipe the lube off your ass with your towel, you see a streak on it. “Oh. I’m sorry Mistress. I didn’t know. I’ll do better next time.”

She walks closer to you and kisses your cheek. “I know you will my little prisoner. Remember to be nice and clean and to schedule enough time for everything you want.” She pulls a thick cotton robe off the hanger on the wall and wraps it around her, hiding the sexy PVC outfit.

“I am learning so much from you. Thank you.” You say as you pull on your work clothes.

She smiles “It’s what you pay me for. See you next time.” And then she walks out of the room leaving the door open.

As you pull on your shoes, you think “Yes, I will see you next time.”

(If you enjoyed this story, leave me a comment. If you enjoy my writings, subscribe and share them. I will have a new story next week. See you then….)

Visiting "The Dungeon"

 

As you sit in the company breakroom, slowly eating your lunch, you miss your girlfriend, Heather. Normally the two of you would just sit and talk during lunch, but that was a week ago. You work in different offices so after breaking up, you don’t really run into each other. But you also really don’t have any close friends here, so you sit alone at a table.

Three guys sit down at a table near you.  They are guys who work in a different department from you but you have seen them around.

You are almost done eating, when you hear. “You wouldn’t believe the place. They did anything I paid them to do.”

You sit there and try to listen in.

“Man, There ain’t no places like that for real.” One says.

“I’ve heard about those places in New York and Frisco, but I didn’t know we had one here.” The other responds.

“Keep your voices down. We don’t want someone to file an HR complaint.” The guy telling the story says.

You sit back and sip the last of your soda, trying to look like you aren’t listening.

They lower their voices so you can’t really get all of what they are talking about but you hear. “The Dungeon”, “Leather”, “Latex”, and “whips”.

“This can’t be real.” You think to yourself. The whole reason your girlfriend broke up with you was because you wanted to try something that she thought was “kinky”. You didn’t really think it was kinky, you just wanted her to wear tall leather boots and a latex bustier, and control you in bed. But it weirded her out and she refused to answer your calls.

You get lost in a moment fantasizing about what your ex-girlfriend, Heather, would have looked like wearing the boots and bustier that you bought her. You felt the leather of the boots against your skin when you bought them. They would have looked so sexy on her.

You see the guys all get up from their table. “Are you going back?” the one guy asks.

“I might. I had an amazing time, I just need to make sure I don’t max out my credit card.”

“Just don’t use the corporate card.” The other jokes.

“Yeah, only executives can do something like that.” The first one jokes.

You head back to your desk and do a quick search online for “The Dungeon”.

There were a few different responses, most of which were related to video games or RPG. You redefine your search including the name of your city. The first couple replies are still related to gaming, but farther down you see something that says “This is a 18+ site”.

You click on it and you read “Welcome to The Dungeon. A place where you can explore your private fantasies. Sexual, Non-sexual, Role Playing, and BDSM services available.”

You know that Corporate IT monitors website activity, so you copy the website address and email it to yourself, so you can check out the site at home.

Once you are home, after you make yourself a quick dinner, you power up your laptop, and open up the link. 

You create a username and password. It asks for age verification. It gives you two options, 1: Upload your ID and a Selfie or 2: Use a valid Credit Card. You think about it for a moment. If you upload your ID and a selfie, and they are doing something nefarious with it, you have set yourself up for identity theft. If you use a credit card, they could steal and misuse it. Reaching into your wallet, you pick a credit card that is almost maxed out. If it is a scam, they can’t do much with it.

After you plug in your information, the screen changes. “Welcome, you have been verified. Do you wish to enter?” You click on “Yes”.

The screen is filled with various images.  The faces are blurred but the body parts are visible. You see women and men dressed in various types of fetish gear. You see beds, couches, pommel horses, and tables in a variety of rooms.

“If you like what you see, please contact us for an in-person visit.” You continue scrolling down, intrigued by what you see. The idea of being tied, and controlled has you hard.

“Rules for In-person visits.

1. Complete the questionnaire.

2. Schedule an appointment with a Master or Mistress.

3. Payment is up front and non-refundable.

4. No illegal acts.

Be honest about your fantasy and we will do our best make it come true.”

You reach down and rub your crotch. Your cock is so hard just thinking about the sexy Mistress they show.

You click on the questionnaire. “Please check ‘Yes’ for all items you wish to do and ‘No’ for all that you do not agree to. If you wish to experiment with something,

please check the ‘Needs Discussion/Comments’ box.”

You have seen loan applications that were less detailed.

It starts off with “Sexual Activity” “Giving/Performing”. It quickly goes down the list Kissing; Cunnilingus (pussy licking/eating); Blow Job; Face Fucking /Rough Blow Job; and continues down for 3 pages. It asks similar questions for “Receiving/Bottoming”, “Fluid Exchange”, “Bondage/Restraint”, and the last deals with “Safe Word”.

You think long and hard as you fill it out. You want to be restrained; slapping (face); slapping (body); Give cunnilingus; Give Vaginal Sex; Use Condoms; and Receive Oral Sex.  You have never done any anal play. Your previous girlfriends all thought it was gross or dirty. You click ‘Needs Discussion’ on Anal Sex Fingering, and then No on the rest of it. You look it over and then add ‘Needs Discussion’ to Giving Anal Sex.

You submit the questionnaire. A schedule pops up on the screen. A number of Mistresses and their dates and times available appear. A note at the top reads “For your first time, the Master or Mistress will spend time interviewing you. This will not be charged to you. If either party does not think that the appointment will be a good match, a different Master or Mistress may be chosen, if available. If you violate any of the house rules, you will be expelled and barred from the establishment.”

You read that a couple of times to make sure you understand. You would hate to go through all of this prep work, just to be turned away.

You notice that they seem to be busy on the weekend, but during the week, there are more spots available during the day. You haven’t used sick days in a while. So you email your boss and tell him you are feeling sick and will go to the doctor tomorrow. You then pick a Mistress with a mid-day opening and hit send.

A confirmation email hits your inbox.

You confirm and double-check the address. It is in the old part of Downtown. You feel nervous but excited. You go to bed and jerk off to a porn video with a woman wearing lots of leather and latex and spanking the man before she forces him to lick her to an orgasm. You stroke yourself so hard and cum quickly, then wipe yourself clean and go to sleep.

 

When you wake up, you call into work to make sure your boss got the email about being sick. He hopes you feel better and will see you tomorrow.

After you shower and clean up, you look at your closet and pick something to wear. You want to look nice, but you don’t really want to wear your “work clothes” to a place called “The Dungeon”.

You put on a pair of khaki slacks and a red polo shirt. When you look in the mirror, you think “Great, I look like ‘Jake from State Farm’.” You are about to change and then stop. You normally don’t dress like this, so you might not be recognized so quickly if someone from the office sees you.

Just to make it look good, you drive from your place to your doctor’s office. You pull into the parking lot and wait for a bit. Then you drive from there to downtown.

As you drive through the part of the city that was Old Downtown, you see a lot of brownstone buildings. Things that used to be stores, newspaper offices, office buildings, and are now just apartments or set for demolition as part of the Mayor’s revitalization effort.  Down a side street you see an old gothic style church. But what catches your eye is that there are no crosses on it. The original sign is gone, replaced by a small one that reads “By Appointment Only”.

You park in the parking lot, and walk past the iron fence that surrounds the property. It all looks a bit eerie even though it is mid-day with full sunshine.

The front door is old oak with black iron hardware, and a large knocker on it.

You grab the metal ring and bang it. The door opens and the hinges squeak loudly. You almost expect to see cobwebs and torchlight, but inside looks pleasant. There are a row of upholstered chairs along a wall, and a desk with a professional looking receptionist. She looks up from her computer screen. “Hello, and welcome to the Dungeon. And you are?”

You walk forward and tell her your name. She checks her screen and nods, then she stands up. “Please follow me.” She leads you to a down a hall that probably was at one time classrooms or offices. The doors are all closed and look to be the same old oak design as the front door. She stops and uses the knocker. The door opens and you see a beautiful woman wearing a thick bathrobe. “Mistress, your next appointment is here.”

She opens the door wider and invites you in. The room is more like what you were expecting. A lot of grey stone and iron candlesticks and sconces.  You see another soft chair and sit in it. She picks up her tablet and clicks on the screen. “Ok, according to your questionnaire, you want to be tied down, slapped and controlled.” She says in a very matter of fact way.

You are a little shocked by it, but then you realize that it is her profession, so you should have expected it. “Yes.” You stammer a little nervously. “I asked my girlfriend, I mean ex-girlfriend to dress up and tie me down.”

She taps her screen again, “Dress up how?”

You describe the bustier and boots, and how you really wanted her to control you and use you for sex.

She slowly nods and taps on the screen of her tablet. “It says here that you “Need to Discuss” Anal, and only have ‘fingering’ marked off.”

You feel nervous again. “I have wanted…to try…but my girlfriends said it was gross, dirty, or gay.”

She sets down her tablet and looks directly in your eyes. “What do you think about anal play?”

You feel a little embarrassed. “When I watch anal sex in porn, it turns me on.”

She nods. “So why did you list ‘Fingering’?”

“I want to see how it feels. Especially when I am restrained or tied down.” You explain.

She moves closer. “You want to feel helpless, as your exposed ass is penetrated and entered?” she says in a soft, seductive voice.

Just thinking about it has you starting to get hard, and swallow nervously. “Yes.”

She leans back and picks up the tablet and jots down some notes. “Is there anything else you want me to add?”

“I like women wearing tall boots, and form fitting leather or latex.”

She nods. “Do you want to schedule 20 minutes, 30 minutes, 45 minutes, or a full hour?”

You think about it.  “If I pick a shorter time, can I extend the session if we need?”

“You can but you will be charged for it.” She says with a pleasant smile.

You pull your wallet out and pick the card you used for ID purposes. “Let’s just do 20 minutes.”

“Oh, one more thing, so I fully understand what you want. You didn’t mention hair or skin color of the Mistress. Do you have a preference?”

You look at her, with her hair pulled in a pony tail and the thick bathrobe covering what she is wearing underneath, and immediately picture her in tall boots and latex. “I like how you look. I don’t really have a preference but I think you are very sexy.”

She smiles and winks at you. “I think you are cute too. Ok. I will need to change. While I am doing that, I will have one of my assistants secure you. Do you want the flat bed or the movable table?”

“Can I look closer at each?” you ask.

She stands up and guides you deeper into the room. The bed is an old style brass frame bed with padded restraints attached to each corner. The cover on the mattress is new and hadn’t been used. You then walk to what she called the ‘movable table’. It looks like something from a horror movie. It has straps and restraints, can be flat, standing up, or any angle in between. Also there are sections where the table can be opened to expose chest, pussy, or penis, if you are laying on your front, or your ass if you are lying on your back. Your mind comes up with a myriad of fantasies and positions using the table. But you shake your head. “Lets use the bed this time.”

She nods. Clicks on her tablet. “I forgot to ask. You want to be restrained but not humiliated. Is that correct?”

You nod. “I like the idea of being someone prisoner who is being used for sexual purposes. But I really don’t need to be told that ‘I’m weak or pathetic’.”

She makes another note on the tablet. “Ok. You are my prisoner.  Did you bring clothing to change into?”

You give her a confused look. “Why?”

“If I treat you like a prisoner, then I could rip or cut your clothing off of you.”

“Damn, I didn’t think of that. I should have brought something to change into afterwards, or clothing that already had rips and tears.”

She holds up her hand. “If you enjoy yourself this time, then next time we can rip and cut your clothing off of you. Just get naked and sit on the bed.”

You nod. “Is there anything else?”

She shakes her head and holds up her tablet. “I just need to hit ‘purchase’ and process your card.” You take the card from your wallet and she taps it against her tablet.

She takes her cell phone and texts. There is a knock at the door. She opens it and a large man wearing a gimp mask silently walks in. She points over to you. “Slave. Secure the prisoner to the bed. I will return shortly.”

As you lie on the bed, you feel the padded cuffs put on your wrists and ankles. A blindfold is put on your eyes. The “slave” never said a word, and you heard the door open and close.

You hear boots walking on the stone floor. A crack echoes in the room. You think it might be a whip being cracked in the air. The sound excites you as you picture the Mistress wearing tall boots and tight latex in your mind. As she walks closer, you get so hard.

“So, my latest prisoner is excited to be in my presence.” You hear her voice say.

You try to think of dialogue from porn movies, but you only think of bad action and adventure movies. “You’ll never break me. I might be your prisoner but I’m free where it counts.”

You feel her breath on your ear.  “I don’t need to break you. I’m just going to use you until I’m tired of you. You are going to be my personal ‘fuck toy’.” She says in a soft seductive tone. “Mmmmm  Look at that. You seem excited by that thought.”

You hear the sound of her pulling on surgical gloves, then you hear the cap open on a bottle. Cold liquid drips along your hard shaft, then you feel her gloved hand firmly grip you and slowly stroke you. Up and down. The lube makes her hand feel so slick.

‘”Oh God that feels good.” You say as you try to reach down but you only move your wrists a little.

“Yes, you are my little ‘Fuck Toy’. Kept on the bed so I can use you any way I want.” She says in a louder tone

You feel so excited. You don’t know how long you are going to last.

She stops stroking you. Your hard cock thumps against your stomach.

You hear a zipper, then feel the bed move. Pleather clad knees are on both sides of your head and you smell the scent of wet cunt.

“You have been pretty vocal. Let’s see if we can put your mouth to a better use.” She says above you.

Damp, warm pussy lips are pressed against your mouth.  Hungrily you stick out your tongue to lick and taste her. “Yes. Look at that tongue. You are going to be my “Fuck Toy’. I’m going to use your mouth and your prick, and maybe even your ass.” She says in a commanding voice.

You try to reach for her thighs but pull against the restraints. She holds her pussy right above your mouth, rubbing her lips and clit against you.

You try to suck her clit.  You feel a playful slap across your face. “No. I control what you suck and what you lick.” She then pulls your hair. You feel the lube in your hair as she pulls firmly.  “If I want you to suck my clit, I will fuck your mouth with it. Do you understand?”

“Yes Mistress!” you say loudly.

“You are such a good little toy. I want to feel you inside of me.” She says in a more seductive tone. You feel her raise up off of you.

A moment later you feel paper towels wiping the lube off of your hard shaft. The rough texture is something you didn’t expect. A moment later, you feel her stand your cock up, and you feel a condom slowly roll down along it.

“Yes. You are perfect for riding now. And you can’t do a thing about it.”

You feel her sit on the bed.  It sounds like she is removing her boots. You nod and think that makes sense. Riding cowgirl or reverse cowgirl will be easier without the boots and will prevent from tearing the bed cover with the heels.

You feel the bed move as she is probably standing on it, and slowly lowering herself. She grabs your rubber-clad dick and slowly rubs her pussy lips along the shaft. Then you feel as she takes you deeper into her. Her pussy is so warm and wet. Even through the condom, you can feel the heat. She goes up and down multiple time until you are fully inside of her. “Oh GOD this feels so damn good.” You say as you start breathing harder. She rocks her pelvis back and forth, grinding her clit against you.

“Is my little Fuck Toy going to cum? I’m going to ride you until done with you.” She says leaning over you. You feel her pleather covered chest rubbing against yours.

“Damn it Heather, this is all I wanted. Why couldn’t you do this.” You say out of anger and sadness. You feel pleasure moving through you. You try to hump up against her but your ankle and wrist cuffs prevent you from doing it. You feel her breathing harder too as she rides you. Her pussy is pulsing around your cock. You explode and fill the condom.

Then you feel her climb off of you. You feel her unlock the restraints. You sit up and remove the blindfold. She has her thick bathrobe on again, but you see the tall boots on the floor.

“You have a few minutes left. Do you want me to probe your ass?” She asks very professionally.

You stand up and slowly get dressed.  “Not this time Mistress. That was amazing. That was everything I wanted.”

You see her walk over and move a curtain which reveals a sink attached to the wall and wash her hands. “You might want to come over here and wash yourself off before you leave.”

She points to a stack of wash clothes and small towels, right next to a hamper. You follow her, soap up a cloth and wash your soft dick so that it is nice and clean. She gives you another wet washcloth and says. “Here, you might want to use it in your hair. Sorry I got a little carried away.”

“No apologies. It was perfect.” You say as you wash the lube out of your hair.

The timer on her tablet goes off. She taps it to silence it.

“Heather really doesn’t know what she missed out on. But her loss is the Dungeon’s gain.” She says. “Would you like to schedule a follow-up for next week?”

You are a little shocked when she says Heather’s name, but you realize that you must have said it aloud when she was riding you. “You’re right, her loss is your gain. I will have to see my work schedule and see when I can take off.”

“We have a ‘lunch time special’. A 30-minute session for the price of a 20-minute. But that is only available Monday through Friday, from 11 o’clock to 1 o’clock. We can even work in a group rate, if you have friends that need fantasies fulfilled.”

You realize that you must be blushing when she mentioned the group rate, because she follows it up with “or if you just need time alone from the office, we are a great place to relax.”

“I will think about it, Mistress. Thank you for an amazing session. Is there a way to pay a tip directly to you?”

She smiles and shows you her Cash App number on her tablet.

You pull out your phone and make a quick transfer. In the notes you type. “Special clinic for emotional health”.

“It has been a pleasure to help fulfil your fantasy.” She says as she escorts you to the door.

“It is a pleasure to be here, Mistress.” You say and then leave.

As you drive home think about when you want to return. At a stop light you quickly email yourself a note, “Check work schedule for ‘lunch special’ next week.”

“No Heather doesn’t know what she missed out on.” You say as the light turns green.

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Return to the Barn

 

The Barn (The Previous Story)

We have been caring for our friend’s small farm for the week. Yesterday, we played in the barn, where I showed you how to use the ropes and pulleys. You enjoyed when I secured you and pleasured you. You enjoyed that feeling of loss of control as I used you and gave you an orgasm.

This morning, after we finished our chores, you called me into the barn again. As I enter, I see you uncoiling ropes and setting up the pulleys.

“Babe, Would you like to see if I remember what you showed me?” you ask.

I smile, walk up, and kiss you. “Do you think you can do it?” I respond.

“The weather is nice, our chores are done, and we have another day until they return. I think if I don’t try, I won’t have another chance.”

I nod and smile as I quickly look over the ropes you have laid out. “Okay. What is the first thing you want to do to me?” I ask in a tone like an instructor.

You think for a second.

“Take off all of your clothing. I don’t want to have to cut anything off.”

I look at the open barn door and stall window. “Are you sure you want to leave them open?” I ask, still smiling.

You look around. “Yeah, the wind is light and we aren’t expecting anyone, so let’s do this with natural light.”

I nod and get undressed. “Sounds good to me.”

Once I am naked, you walk over with a bunch of bandanas in your hand. “We place these against your skin to keep you from getting rope burns.” You say as if reciting steps to a task.

I nod and hold out my wrists. You wrap the cotton bandanas around each wrist and each ankle. “Now what?” I ask.

You move me to the center of the stall and start with the overhead lines. Connecting the right one first and then the left. “Now I need to pull with a steady motion and secure the line.” You say as you do the left rope, secure it, and then do the right. “A steady and smooth motion.” You say pulling the right.

“Good. Now what?” I ask.

You walk over, and tie around each ankle. You look up at my hardening dick. “So you like the idea of being tied up, and exposed, where anyone can see?” you comment.

“Maybe I am just an exhibitionist at heart?”

Before you respond, you pull the right rope, “Smooth and steady.” Secure it, and then the left one. You walk up behind me and whisper in my ear. “How does it feel? Do you trust me?”

“I always trust you my love.” I say.

“Good.” Then you cover my eyes with a bandana.

“I want you to stay like that for a moment. Hanging there. So anyone can see and anyone could do what they want to you.” You whisper then kiss my cheek.

I remember how I teased you and think “Fair is fair”.

You remembered the box of ‘toys’ you found in the barn. I hear the sound of the plastic tub being opened. Inside is a riding crop, a paddle, and a small whip. You lay each item on the lid and use it like a tray to carry them over. Setting it down on the floor behind me, you look up at my ass. You wonder how sexy it would be to use a dildo on me as I am helpless.

“Stay right there. I will be back.” You whisper in my ear.

“What? Really? I was just joking. You can let me go now.” I respond with a sense of nervousness in my voice.

“I wouldn’t yell if I was you. You might attract someone’s attention, and you look so sexy like that. All vulnerable and ready to be used.” You say in a seductive tone. Even though I have a nervous sound in my voice, you notice that my cock is fully hard.

You go inside the house, go upstairs and grab a bottle of lube, a towel, and one of your dildos. A smaller one but one that is very lifelike. It is smaller than me, and perfect for using in your ass when you want to every hole filled, so the perfect thing to tease and fuck my ass.

When you return to the barn, you see me still there. Not quite as hard as I was but still unable to do anything but wait. You walk up behind me again. “Do you trust me?” you whisper in a seductive purr.

“What?” the nervous tone still in my voice.

“Do You Trust Me?” You ask again, a little louder and stressing each word.

“Of course, why wouldn’t I?” I respond with a bit of a quiver in my voice still.

You take the riding crop and slowly rub up and down my ass. “I don’t think you do.” You say in a sing song tone. You walk to my front, still rubbing the firm crop against my skin. “I think I should punish you for lying to me.” You say in an almost childish voice.

“I’m not lying. You have all the power. I trust you fully.” I say a little more confidently.

“I do have all the power.” You say with a wicked smile. “Have I ever told you how sexy I find your body? Your manly muscles, hard cock, and tight ass?”

“Not really.” I say.

“And you have a talented mouth too. I want you to use it.”

“How?” I ask

You smack my ass with the riding crop. “You said I have the power. No questions. You only answer when I ask you a question.” You smack my ass again. “Do you understand?”

“Yes my love.” I say. With my eyes blindfolded I don’t really know what you are preparing to do.

You hold the tip of dildo to my lips. “I want you to show me how well you use your mouth. Open it and suck this.”

“What?” I ask in a surprised tone.

You use the crop on my ass again. “I didn’t ask you a question. Do as I command.”

Placing the tip into my mouth you, work it in and out. We hadn’t played like this before so you are careful not to push it in too deep.

You watch as my mouth sucks and licks your faux prick. Not as good as you do, but not too bad for a straight man. As I suck and lick, you see that my cock is hard again. “I’m surprised to see that you are enjoying that more than I thought. Good Boy.”

With is still in my mouth, you set down the crop and take the bottle of lube, dripping some in my ass crack.

“Wha?” I try to ask with the dildo still in my mouth.

You smack my ass cheek with your bare hand. “No speaking.” Slowly you rub the lube over my cheeks, the bright pink hand-print standing out from the smaller marks from the riding crop. You like the feeling of the firm muscles of my ass.

The feel of my glutes has you tingling too. The week of farm work has done good for both of us as far as exercise.

After slowly rubbing the lube across my cheeks, you add more and move up and down along my crack. I softly moan around the dildo in my mouth. That sound turns you on a bit.

“You like that do you?” then you rub some lube on my hard cock. Lightly stroking the lube along my hard shaft, you whisper in my ear, “You really are enjoying this. You are so hard. Are you ready to cum for me?”

I nod. You pull the dildo from my mouth and add lube to it. “Mmmmm now this is good and slick. Just like I like it.” Your own pussy is damp.

You slowly move it up and down my ass crack, and almost wish you were using on yourself. You continue very lightly stroking my wet cock as my balls are tight and I twitch in anticipation.

“Tell me how much you want to cum.” You whisper in your sexiest tone.

The fear has left my voice. It has been replaced with desire and need. “I want to cum for you. My jizz is all yours.” I say.

“Yes it is.” You say and work the head of your dildo into my tight hole. “Be a good boy and relax. Don’t cum too quickly for me or I might have to paddle you.”

I exhale and try to relax. It is difficult with my arms and ankles secured, but I take some shallow breaths as you slowly twist and thrust your toy into me.

My cock is so hard in your other hand. 
 “I always heard that a guy will shoot harder and farther when he gets fucked in the ass. Or is that just a fairy tale told by gay guys to straight women to make us jealous?” You say in a playful tone as you continue working your dildo in and out, going deeper each thrust.

“Oh, God…., I want to…… cum inside you…… so badly.” I say panting a bit.

Your other hand more forcefully grips my cock and you stroke it faster. It is slick with pre-cum and lube. You lick your lips seductively, wanting it for yourself. “Mmmmm It is tempting to take you in my mouth,” you purr, “but I want to see how you far you shoot.”

With that you push the dildo all the way in as you stroke my cock faster. I pulse in your hand and I clench my ass.

“Oh God!” I say more loudly than you expect. My semen shoots out and onto the barn floor. Thick, long, ropes of it.

“Damn, my love. I think you came harder than you planned.” You comment as you wipe your hand on my chest, and pull the dildo from my ass, setting it down on the tray lid.

You then untie my wrists and ankles, and hand me the towel. “I thought you might need that to clean up, afterwards.”

“Thanks. I’m glad you didn’t use one of your larger toys on me. I don’t think my ass is ready for it.” I comment as I get dressed.

“Is that a challenge, my love? I am happy to tie you up and do more of this later on.” You say, putting the items back in the box, and wrapping the dildo in the towel, so you can wash it in the house.

Now that I am dressed, I coil the ropes and put them away. “No challenge. Just an observation, Dear. Maybe if you want to play with my ass more, we do it in our bedroom, first.”

You walk over and kiss me. “Deal. The thought of doing this again has me wet. Let’s go inside and you can see how much I enjoyed this too.”

“Okay. Give me a second to wipe up my splooge. I would hate to have to explain that stain on the floor when they return.”

“Good idea, see you inside.” You say walking away.

“Though I wonder if they have used it like we have? Who and how often?” you ask yourself with a sly grin.

(If you enjoy my stories, leave a comment.  If you really enjoy my writings, follow and subscribe. See you next week.)

The Barn

 

You and I are staying at a friend’s farm for the week while he and his wife take a much-needed vacation. We have full run of the house and farm.

Every morning, we get up early, feed the animals, refill the water troughs, sweep out the barn, lay fresh hay, gather eggs, and other chores that they showed us to do. Because it is early summer, we don’t have to worry about shearing his alpacas or anything. We just have to ensure that things go smoothly and are there in case of any emergencies.

One afternoon, as we are in the barn, you point to a stall that contains ropes and pulleys. I explain that it is the shearing pen. I have helped out in the early spring with the shearing. They use ropes and a team of hands to get the alpacas down so the shearer can cut off the winter coat.

You point to hooks in the rafters, and ask about them. I tell you that there are times when they have to pull up an animal for various reasons, and the stall is separate for times when they need to secure an animal.
 “Secure with ropes?” you smile at me with a devilish grin.
 You reach up and pull down one that is attached overhead. “Have you really used these? On animals?”

Walking closer, I slowly take a loop and put it around your wrist.

“You have to snug it tight, but not too tight. You don’t want to hurt the animal or make it afraid of the ropes.” I say as I reach for another overhead rope.

“We need to prevent friction burns on the skin.” Taking a bandana from my pocket I wrap it around your wrist and then tighten the knot. I go to the other wrist and wrap it too. “Then we pull them up in a steady motion.”

You watch as I walk to the end of one rope, slowly pull it, to remove the slack.

The pulley squeaks as the rope moves the wheel.

Your arm is up over your head. I do the same with the other arm.

They are secured and the only give is the flex of natural fibers of the ropes. “What do you do then?” you ask in a seductive voice.

Moving behind you, you feel my hand caress your ass through your jeans. “Once the animal is secured, you then can do what you want to them.”

I reach around and unbutton your jeans. “Why don’t you tie my legs first?” you ask.

“Let’s remove your jeans, or I’d have to cut them off of you. This way it easier, and you won’t have to walk out of the barn naked, when we finish.” I say and kiss you.

You feel the soft cotton of your jeans against your skin as I slide them down your legs and then have you step out of them. I set them on a stool in corner of the room.

Then from behind you, you hear the squeak of a pulley wheel as I thread the rope through it. You feel the cotton cloth of the bandanas that I wrap around each of your ankles, and then the rope loops tied over them. I slowly pull the right one first, and you spread your leg, then I slowly pull the other rope and you stretch out the other one. You hear me tying the ropes and securing then behind you.

Now that you are fully spread eagle, I walk in front of you.

I kiss you again, and slowly unbutton your work shirt.

You feel my fingers slowly slide up under your bra, the rough texture of my fingers slowly caresses your right breast. You try to pull your arms down to hug me, but they are not going anywhere.

In a low and dark tone, I ask, “You can’t move, can you?”

“No. I am tied tight.”

“So, I can do anything I want to you and you can’t stop me.” I say in a wicked tone. My other hand slowly slides into your panties as I kiss you again. You feel my fingers softly rub your pussy as my tongue goes into your mouth. My fingers feel the dampness of your pussy lips, and I slide them into you.

You slightly moan. “Mmmm, so you like how that feels.” I say as I withdraw my fingers, and then unclasp your bra. I caress both your breasts and then lick around each nipple.

My mouth feels warm on your skin, and then the saliva feels cool, as the air of the barn chills you a bit. I drop to my knees, and pull your panties down as far as I can. “Mmmm your sweet cunt looks so ready to be filled and used.”

My face is right before it, and I playfully lick you with just the tip of my tongue.

You shiver and sigh a bit. “Are you going to fuck me, eat me, or just continue to tease me?” you ask with a slight tone of impatience.

“I can tease you, walk away, leaving you hanging, or maybe just fuck you first and then just leave you.” I say in a playful tone.

I stand up, unbutton my jeans, and pull out my hardening cock. You feel me rub it along your bare pussy lips. It feels good. I slide it into you as I rub my chest against yours. The texture of my cotton work shirt feels rough on your nipples.

You feel me thrust into you. Grabbing the ropes connected to your wrists, you brace yourself as best as you can as my hard cock goes deeper into you with each thrust.

This feels different than just having sex standing up, so you try your best to balance.

You are breathing harder with pleasure as I slowly withdraw.

I walk behind you and whisper in your ear. “You are really enjoying this aren’t you?”

You nod. Then you feel my hard wet cock slowly rubbing between your ass cheeks. “I could fuck your ass and you couldn’t do anything to stop me.” I whisper again, my breath feeling warm on your ear.

“Please don’t right now.” You say with a pleading tone.

“If I had some lube handy, I would use your ass however I want.” I say in a dark tone, “But I would rather just fuck your sweet cunt.” You feel as I thrust into your wet pussy from behind. You grip the ropes tighter as I grab your hips and thrust deeper.

It feels so different. I reach around and rub your clit as I fuck you harder.

That feels better. You concentrate on the feeling of my cock in your pussy and my fingers on your clit, as the pleasure builds. You moan louder, trying to pull your legs closer together but they don’t move, as you feel the wave of pleasure move though you.

I thrust deeply and hold it. You feel my cock throbbing inside of your wet pulsing pussy.

My skin pressing against your skin is damp with sweat, as I slowly pull my cock from you and you feel my cum drip onto the barn floor.

I walk in front of you and kiss your lips. I am sweaty even though the air in the barn is cool.

“How was that?” I ask, still breathing a little hard.
 
“It was different. Are we done? My wrists and ankles are getting a little sore.” I nod and untie your wrists first. As I remove the bandanas around each one, you see light marks on your skin from where they put pressure. I softly kiss each wrist; then help you button up your shirt. Next, I release the ropes from your ankles, then get your jeans off of the stool as you pull up your panties. “I don’t want marks on you that everyone can see.” I explain.

“I agree” you say as you finish getting dressed.

“Do you want to try it again another day, before they come back from their trip?” I ask as I coil the ropes and put away the pulleys. Inside of one of the storage boxes, you see a paddle, a riding crop, and a small whip. You pick up the crop and hit your hand with it.

“I would love to do it again, but next time, I tie you up.” You say as you put the crop back into the box and close it. We kiss again, interlacing our fingers as we go into the house.

(If you enjoyed this story, give me a comment. If you want a follow up story of when “you” return to the barn, and tie “me” up, tell me. If you enjoy my stories, follow me and subscribe.)