Jester

 My head rotates back and forth as I attempt to shake off my initial morning slumber. Getting up is particularly hard to do since my plush pillow makes drifting back into sleep a tempting option. I feel very light-headed because the drinks I had last night are still in my system. I can taste cranberry juice on my tongue and gin on my breath at this very moment. The tartness of the fruit juice blends in very well with that slight, invigorating burn of the distilled alcohol.

Opening my eyes, I realize that my vision is restricted by a silky, satin fabric. I move my hand to remove my blindfold and realize that both of my hands are bound behind my back by handcuffs. I kick my bare feet against the bed that I am lying on, but it’s no use – my feet are bound, too. In addition, I come to the realization that I am stark naked as the cold climate in the room becomes apparent. My body is positioned face up, presumably for a reason.

Panic starts to set in as I discover that I am trapped. I don’t know how it happened, I don’t know when it happened – hell, I can’t even remember my last sober moment. All I do know is that I am completely powerless right now and there is nothing I can do. My body starts to shiver in fear from the chilly atmosphere surrounding me. I try to jerk my hands and feet as hard as I can in hopes of breaking through whatever my restraints are secured to. Nonetheless, it is no use since the chains are secured by metal columns, hence the sound of the two metals scraping against one another. I can hear that as well as my heightened breathing and the flow of air coming from an overhead vent.

I lay on the bed wondering how I could have gotten into such a predicament. What the hell did I do to deserve this? I’m bound to a bed in a room probably in the middle of nowhere. There’s no telling what substances could be circulating through my body right now. However, given the fact that I have been stripped of any potential resource, my captor(s) has/have at least somewhat considered my comfort. The satin fabric covering my eyes is silky smooth as well as the sheets under my body. The pillow cushioning my head also makes for a pleasant accommodation.

Worrying so much about my dilemma, I barely hear footsteps start to approach the room. They become louder and louder as it appears that they are getting closer and closer. I can tell by the sound of the footsteps that two people are advancing towards the room. The light tapping of heels tell me that one of them is a woman. The other footsteps are heavier and almost like a stomp, indicating a man. Suddenly, the footsteps cease. I start to hear the man and woman converse, but I cannot make out the words they are saying.

Slowly, the door opens and I hear the hinges squeak. The man and woman walk towards my bedside and stand still once they are next to me. Silence fills the room again. My two visitors are standing so close that I can actually feel the warmth of their body heat against the contours of my bare torso. I can sense more body heat and heavier breathing coming from my left, once again indicating the man. In addition, his body heat seems to be intensely humid, so I can tell he is well built, probably from bench pressing hundreds of pounds regularly. On the other hand, the woman on my right seems pretty minute in stature. I can hardly hear her breathing and, from the sound of her footsteps, I’m guessing she has a thin frame.

A couple more moments pass and the silence starts to pick away at any courage I might be able to muster. My body lies completely still, paralyzed from fear, as questions plague my mind – What are they gonna do to me? Will I ever escape? What exactly am I up against right now? The woman finally breaks the stagnant nature of the room by running her finger tips along my chin. I instantly whimper and pull my face away from her warm, delicate hand.

My heart pounds in anxiety. By now my throat is completely dry. I manage to take a gulp and moisten my throat with some saliva so I can speak. I ask, “What the hell’s going on? What do you want with me?” The woman answers, “Damon, you’ve been sent here to be taught a lesson. And, trust me, it’s gonna be a lot easier if you don’t fight back.” She has a heavy Russian accent, but speaks English exceptionally well.

I beg, “How do you know my name? You must have me confused with someone else. I haven’t done anything to deserve this. Please, let me go!”
“Damon, this is no mistake. You have been sent here to get a taste of your own medicine.”
“What are you talking about? I haven’t done anything!” She yells, “Silence!” She grabs a hold of my jaw bone and I start kicking my feet, trying to make as much noise as possible. I scream, “Help! Somebody help me!! Get me out of here!!!” She laughs monstrously and replies, “Go ahead. Kick as hard as you can, scream at the top of your lungs, beg for your freedom. You’re not leaving until you have learned your lesson.”

I continue, “Somebody! Please!!” As I resume my resistance, all I can hear is the sounds of my efforts ricocheting off the walls and echoing around the room. A brief moment passes and my female captor gets fed up with my disobedience. She tightens her grip on my jaw considerably, given her small size, and brings her face right next to mine. I can smell her breath against my face and continue to kick harder. She sharply demands, “Look! You’ve got two choices: either take it like a man or my assistant right here will shut you up himself.” I stop moving upon hearing the man crack his knuckles and clearing his throat with a deep grunt.

Immediately, I stop my resistance and lay completely still again. My female captor loosens her grip on my jaw and says, “Good. Now that that’s over with, we can begin.”
“… Begin with what? I told you – you’ve got the wrong guy. I haven’t done anything!”

“Damon, no more talking. Just listen and do as I say. The sooner you learn your lesson, the sooner you will be released.” Another moment of silence passes and I helplessly wait for what happens next. My immediate fate is completely in the hands of my captors. She lets go of my jaw entirely and continues, “Now, Damon, you have been brought here because of the way you treat others. You are one of the top athletes at your school and are used to everybody wanting to please you and gain your favor.”

Thoughts run through my mind – Who has a score to settle with me? Who in the world could even arrange this – for me?! My Russian captor continues, “You continually prey on those with low self-esteem who will do anything to satisfy you. The numerous girls you fuck are the exact ones you falsely pledge your affection to. The truth is that your only interest is feeding your insatiable appetite for eroticism. Your ego gets bigger and bigger with each successful conquest. And let’s not forget the many fellow “brothers” you have used for your own social gain. The truth, though, is that you’re just as insecure as those that you dupe into blindly trusting you.”

“I’m sorry. I really am. I’ll never do it a-“
“Shut up! It’s too late to apologize. Now, you will be the jester who is forced to live for other people’s amusement. Little leniency will be given to you, so brace yourself.”

With that, my female captor climbs on top of my chest. I feel her warm, wet pussy rub against my skin. My anxiety actually starts to subside as her body heat starts to warm my chest. My cock is beginning to rise and expanding across my belly button. She inches towards my face leaving a trail of her pussy juice starting from my sternum. I can smell her pussy as it gets closer to my face.

Putting all of the weight on her knees, she positions her lips just above mine. I can almost taste her by now. My cock is rock hard right now and starting to pulse from the anticipation. She lets her knees slide apart from one another and her pussy lips press onto mine. I obey immediately and open my mouth to taste her cunt nectar. Swirling my tongue around her folds, I collect every drop of secretion she releases. She moans, “Mmmm… you’re being such a good boy, Damon.” I even start to move my tongue in a counterclockwise motion to stimulate the periphery of her vagina.

Once the perimeter is taken care of, I stick my tongue in as far as it will go. The depths of her crevice are even warmer and sweeter. She grinds her hips and practically fucks my face. Each gush of juice that touches my tongue makes it water. Streams of pussy juice and saliva start to flow down my face. I do my best to funnel every drop of fluid into my mouth but to no avail. This dominatrix is in complete control.

After a few moments of her pelvis bumping and grinding into my face, she pulls her pussy away from my face. “Oh, Damon, you’re doing so well… now for the next part of your lesson.” The sticky mess on my face is starting to dry and I can smell the aroma as it wafts towards my nose.
She says, “Oh assistant, can you come give our jester a treat for being good?”

“Oh, shit,” I thought as I had completely forgotten there was another man with us. I was hoping, under any circumstance, HE wouldn’t get involved. His strong, warm hand grabs my hard dick and shakes it around. I object, “Please don’t do this. I don’t do guys, just girls. It’s just not my thing.” She chuckles and replies, “Oh but you will. You’re the jester now and we are the royalty in these chambers. You WILL do what you are told.” She shoves her pussy into my face again to muffle any more of my objections.

The assistant then starts to swirl his tongue around my head. I try to pull away at first, but it’s no use since I am bound down. I wiggle my torso around in an attempt to pull my dick away from his face. He answers my opposition by pinning my stomach down with his forearms. I lose my breath for a moment and stop resisting. While I catch a second wind, the lady in black says, “Damon, you don’t want to make my assistant angry. He is not one you want to see in a bad mood. Besides, you’ve been a good boy up to this point… don’t stop now.”

I let up the tension in my lower body and the assistant gets back to working on my cock. He grabs my cock again and slowly runs his fist over the length of it. Swirling his tongue around the surface of my cock, I can feel the rough texture of his taste buds. In a way his tongue feels like sandpaper being applied to a piece of wood. At first, my meat is dry, but he turns it into an object that is favorable to work with. He continues to polish my pulsing cock with only his tongue. As his saliva starts to flow over my engorged balls, the lady takes her original position sitting on my face.

What I try to do from this point is ignore the man going down on me and focus on this warm, wet pussy in my mouth. She starts to do a rotating motion, back and forth. I am loving every second of this – the juices start to flow in my mouth again and I can barely let it linger on my tongue for a few moments without it spilling over onto my face. Contrary to other times, a woman is now in control. I am used to going down on a girl and savoring her juices, sucking all I can out of her. Now, it’s the opposite – I am the prey now and I must submit to the predator.

Just when I get the hang of her pussy mashing into my face, her assistant pushes his mouth further onto my cock. My head is pressing at the back of his throat. One thing I observe is that his mouth is a lot bigger than the girls that usually give me head. More of my manhood comfortably fits inside, and without a gag reflex too. He starts to bob up and down on my shaft with ease because of the slippery wet slope. My body starts to give in to his oral stimulation – my balls start to tighten, my knees start to buckle, and my breathing picks up.
I am starting to like this when I realize that everything I have stood for in the past has told me not to. Somehow, a pleasured grunt escapes my mouth and is muffled by the cunt in my face. My Russian captor asks, “You like that, Damon, don’t you?”

“…” I am too embarrassed to respond. I feel I might be losing the stubborn masculinity I have been holding onto for so long. If I actually like this, what does this say about my sexuality?
She continues, “It’s okay to like it, Damon. That’s part of your lesson – opening your mind, broadening your horizons. Don’t be afraid to embrace something new.”

Her assistant pulls off of my cock abruptly and completely. The first thing I predict he will do after handling my cock with so much finesse is kiss it. But he spits on it numerous times and licks up his saliva each time. He also licks my balls, sliding his tongue around in a circular motion. My body starts to wiggle again but this time in a good way. I can’t help but enjoy this. It is getting harder each second to hold on to my load.

He goes back to working on my cock, sucking even harder now. His mouth dives deeper and deeper to the point that I can feel his nose press into the top of my pelvis. As my balls tighten up again, he slightly slows down his pace. Perhaps he is stalling my orgasm so that he can savor the long-awaited release of cum. Or is it witnessing my twisting and turning that he is enjoying, despite my efforts to mask my arousal?

When I can’t hold it any longer, I release my load into his mouth one spurt after another. I yell a loud grunt, once again muffled by my captor’s pussy. She says, “There you go, Damon” as she rides my face even harder. Her assistant starts to suck as hard as he can, siphoning all of my semen like an expert and not letting one drop escape from his mouth. He grabs a hold of my shaft and starts to crank it, straining every last drop of cum.

A torrent of pussy juice starts to flood my mouth. Gulp after gulp quenches my thirst perfectly. Streams of pussy juice travel down my face. When my cock is completely dried of sperm, the assistant pulls off of my body completely and steps away from me. I think that my lesson is over until my captor speaks up.

“Now for the final part of your first lesson, you will finish entertaining my assistant.” She gets off of my chest and takes a few steps from the bed. I feel her assistant climb on top of me with his massive body. I immediately object, “Wait, I told you I just do girls, no guys, just hear me out.”
“But, Damon, you liked what my assistant did for you before. Besides, the jester does not call the shots around here.”
“Come on. Don’t do this to m-“

“Assistant, go ahead and continue with the lesson. Do whatever it takes.” He slaps me in the face with his meat, which feels as long as mine but much fatter. In an attempt to keep his dick out of my mouth I turn my head to the left as far as it will go. “Tsk, tsk, tsk, Damon. You were doing so well, but now you’re going to have to do this the hard way.”

With that statement her assistant takes his hand and grabs my forehead. He forcefully positions my head straight up and pushes down on my forehead so I can’t move my head at all. I am paralyzed with fear as he presses his dick onto my lips. The pre-cum wets my lips and makes it even harder to keep it from entering. Feeling trapped and left with no other choice, I part my lips and let him inside. His fat cock ransacks the insides of my mouth.

I give up fighting it and let his dick rub against the surface of my tongue. I expect him to shove the full length of his cock down my throat. However, he only puts about half of it in. He must be savoring this moment too. When he knows that he has my full cooperation, he releases his hand. I lay completely still as his dick penetrates my mouth. Tasting his pre-cum feels awkward, but also provocative towards my curiosity. The bitter taste turns me off slightly but the fact that it rolls over my tongue and slides down my throat very easily makes me want it a little more.

The assistant’s cock sliding in and out of my mouth makes me think of all those times I had fucked a girl’s face. I could feel his shaft becoming thicker with each moment. I tighten my mouth’s grip on his dick and suck harder. As I suck harder and harder, he shoved more and more of his cock inside. As the head approaches the edge of my throat I start to gag. When he realizes this, he slows down and paces himself.

Suddenly he pulls his cock out of my mouth and lets his dick land right on my nose. His balls are in my mouth now and I swirl my tongue all over his hairy testicles. They start to tighten so I know he is about to cum. A few more seconds of my tongue moistening his dangling grapes pass. Then he pulls off of me and slaps me in the face with his rock hard slab of meat again. After my face is numb from the beating from his organ, I can hear his fist pumping his cock for cum.

I instinctively close my mouth as to not let any get inside. My captor immediately reprimands me, “Open, Damon!” I obey and open my mouth willingly but reluctantly. Within seconds warm spurts of cum shoot out onto my face with every other one landing in my mouth. The assistant bellows at the top of his lungs, the first vocal sound I have heard him make. “Uhhhhh!!” I relate his husky voice to the indication of satisfaction that I am used to feeling. His load tastes sweet compared to his pre-cum and a lot thicker. Scared as hell to spit it out, I hesitate, letting it sit on my tongue until I finally swallow it. I swallow his load in three sizeable gulps. He inserts just the head of his dick into my mouth. I immediately understand what I am supposed to do and use the tip of my tongue to clean any remaining semen from his piss slit.
After I am done cleaning him up, he gets off of me and I hear him walk out of the room. Only my female captor and I remain. “Now, Damon, if I relieve you of your restraints, will you promise to keep being a good boy?”

“Yes.”

“Well, then…” She undoes the chain links around my feet and the handcuffs. I feel a great relief as my limbs get move freely now. The first thing I do is take off my blindfold and see my captor face to face for the first time. As I suspected, she is apparently of Russian descent and has a thin figure. She walks over to a sink on the other end of the room and grabs a washcloth. She wets it with warm water and tosses it to me, saying, “Now get yourself cleaned up. You have much more to learn. This is just the beginning, Damon…”