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Rich Man's New Acventure

Bret is tired of the same old routine of getting his, and wants to try something new.

Bret was one guy who never had trouble finding a piece of ass when he needed to get busy, needed some satisfaction, and needed to bust a nut, so to speak.   He was rich, drove a great car, good looking and the loneliest guy in town.   Sure he could always go down to the local pub and find some sweet young pair of lips to suck his cock dry, or some tight little snatch to stroke until he unloaded his cream for her, but he was getting tired of all that crap, he needed more, just wasn’t sure what that meant, he had always been satisfied getting his and not worrying about whether she got off or not, though they invariably did, he was really pretty good at fuckin’ and eatin’ a smoothie, so what more could he be needing?   Really.

 

It was Friday night and he was bored out his ever loving skull, not looking forward to yet another night of meaningless sex with someone he didn’t care about.   He decided to try a different tactic to see if he could muster enough interest to get it up, so he got out his laptop and logged on to the net.   Yeah, it wasn’t going to be his normal thing, he’d search for someone to take control of him this time.   He found a site that seemed to specialize in Domination and created a fake identity, using some lame pseudonym for a screen name and an even more lame excuse for a profile.   “29 year old male looking for a dominant female to rule his existence” was his intro line.   He searched for a couple of minutes and saw a bunch of really hot looking pictures of women declaring themselves as ‘dominant’ or ‘mistress so-and-so’, almost all dressed in black leather and holding a riding crop.   He chuckled at the absurdity of it, but continued on.  

 

As he searched on he ran across a profile that caught his eye, the woman had the most alluring eyes he had ever seen, no dark makeup, just a sparkle of lust that emanated from them through his screen bade him to stare in wonder of this woman.   He clicked the link and soon found her profile complete before his eyes. In part it read Female, 25 Years young, straight only, no bi or les please, into role play, can be dominant, prefer silk scarves to ropes.   He looked at the photos again, she was really a bit average looking, but those eyes were just to die for, he had to try to meet this woman.   He clicked on the IM icon and typed a note; “Hi, how may I serve you Mistress Allie?”   He waited to see if she would respond.   In about a minute he saw a reply come into the text box; “you may serve me by going to my messenger site and talking to me about who you really are, and what you are really after, my site user name is msallie4u.

 

He read and then reread her brief message, logged onto the messenger site on his real life account, thinking it may be a mistake, but her message seemed commandingly urgent and changed the screen name as he made the request for her to add him, using the same lame name he had chosen for his fake identity.   Within a minute the window opened and he saw the same pair of alluring eyes staring at him from the screen, his dick twitched as it started to swell with the anticipation of what could happen, not that he believed that it would on that fateful night.   The following is a rough quote from the ensuing text messages.

 

BashfulBoy:   Hello, how R U tonight

 

Msallie4u:   It is of no consequence, who are you

 

BashfulBoy:   Just a horny guy looking for some new fun

 

Msallie4u:   have you ever been a submissive

 

BashfulBoy :   No, I would like to try it though

 

Msallie4u:   Tell me why…..honestly

 

BashfulBoy:   It is hard to explain, I’m tired of meaningless sex

 

Msallie4u:   Will being bound make it meaningful for you

 

BashfulBoy:   I don’t know

 

Msallie4u:   Are you willing to find out sub, you will need to be trained

 

BashfulBoy:   I think so, I can learn

 

Msallie4u:   do you have a cam sub

 

BashfulBoy:   yes

 

Msallie4u:   Turn it on and stand before it so that I may see you

 

BashfulBoy:   yes mistress

 

He turns on the web cam on his laptop and places it to where the view will show his entire physique.   It arouses him even more than before and his erection grows some.

 

Msallie4u:   Strip naked sub and turn so that I may see all of you, do not touch yourself

                   though

 

BashfulBoy:   yes mistress

 

He turns around and removes his shirt, pants and footwear, leaving him with only his briefs and socks.   The briefs have a tent forming over his hardening dick.

 

Msallie4u:   The rest boy, now, or I will leave you

 

BashfulBoy:   yes mistress

 

Facing the camera he removes his socks and then his briefs.   His erect dick springs forth revealing his excited ten inch tool; it slopes gently in a curve upward as he stands in front of the lens.

 

Msallie4u:   What would you have me do with you now sub

 

Bashfulboy:   Whatever you will do mistress

 

Msallie4u:   Leave your computer on, get your wallet and car keys and return

 

BashfulBoy:   yes mistress

 

Bret is getting really into this; at this point it is a fun romp, nothing lost, nothing really given.   He goes and gets the car keys from the front hall table and his wallet from the pants he had just removed and returns to stand in front of the camera with one in each hand.

 

Msallie4u:   Well done sub.   Go outside, get in your car and drive to 14 th and Chestnut, park and wait for further instructions.   Someone will tell you what you must do.   Your clothing will not be necessary, that part of town will be deserted at this time of day.

 

BashfulBoy:   mistress, are you sure, I could be arrested

 

Msallie4u:   Do so now or I will be gone from you sub.   You have 15 minutes to be there, if you are not, I will be gone from your life forever.

 

Bret looks at the screen, those eyes still staring at him, taunting him to do exactly what she has said.   He thinks only for a moment before deciding.

 

BashfulBoy:   yes mistress I will be there

 

Though he has some misgivings about driving through town naked, he figures that he can get to the location without incident.   He begins to message his swollen dick as he pulls from the driveway of the townhouse before remembering that she had told him not to touch himself.   The leather upholstery feels so good against his bare buttocks and legs; he stays aroused for the entire 12 minute trip, finds a place to park near the intersection and turns off the car.   Not wanting a driver passing by to see him, he slumps down in the seat to wait.  

 

His wait is short lived; a dark van pulls up beside his Mercedes roadster and comes to a stop.   The side door of the van opens, an arm appears from the open door clad in a long dark sleeve with a black glove on the smallish hand, beckoning him to get out and move to join whoever is in the van.   He grabs up his wallet and keys, opens the door of his sports car and crosses to the waiting portal.   As he enters the doorway a deep feminine voice calls out from the front seat “Sub one, cover his head so that he may not see.”   Immediately a dark fabric shroud is pulled down over his head as he sits down on the ridged metal floor of the cargo van.   “Sub two, take his keys and drive his car to follow us to the ‘keep’, drive carefully though, this guy has a nice car,” and stifles a laugh.

 

The van door slams shut and begins to move, Bret is seated in the middle of the floor, trying desperately to find a comfortable spot with his butt seeming to ride the ridges of the cold metal floor, feeling disillusioned, but still excited at the same time.   “Lay him down and bind his hands sub one, he must be trained yet.”   Bret felt his shoulders as they were pushed to the floor and then his hands bound together with some soft fabric, tightly enough that he couldn’t move them apart.   He heard a giggle from sub one as she, surely it was a female voice he heard, took stock of his man tool, Bret had long since realized that having a big cock had its own advantages, though not all women really liked being speared with all ten inches of meat, most really loved it. “Sub one, you will be disciplined if you tough him” came the commanding voice from the front seat, still low and sultry, yet threatening this time.   He lay there on the chill of the bare metal floor, blinded by the hood, trying to keep his balance as the van turned to the left or right.   He had long since lost track of the turns and had no clue as to where he was.

 

The van came to a stop as he heard a garage door open and then it proceeded into the building.   The echo the engine sounds created seemed distant; he figured it was a large room, perhaps even a warehouse.   The van came to a full stop and the engine was shut off.   The driver’s door opened and shut, then the side panel door slid open letting in a rush of cool air; he hadn’t noticed but the van had been warm in comparison to the flash of cold.   The deep sultry voice said “remove him from the van and take him to the chamber, I will further instruct you when he has been bound.”   Sub one took him by the arm above the elbow and led him through a doorway and down a hall turned and then down some stairs, one flight then two.   Another door and they had apparently arrived in the chamber, whatever the hell that is, he thought.    He was led several more steps and pushed against something, hard and flat, but not a wall.   Without a word his arms were elevated above his head and tied to the surface.   He felt a soft fabric surround his right ankle and then bound to something, then his left in the same manor.   A belt surrounded his waist and then synched tightly around something, he tried to move and couldn’t, though he really didn’t want to, he was excited at the possibilities that were lying before him.   It was evidenced to any who would look; his scimitar shaped prong was at full arousal and standing before him as he awaited the further instructions she had promised.

 

He heard the door open and two more sets of footsteps came into the room, had he guessed it was Mistress Allie and sub two joining he and sub one, his guess would have been correct.   He heard murmured voices as the low toned sultry voice commanded the others what to do, and he soon found himself being raised from the floor, bound to a device that allowed him no movement, only able to feel the burden of his own weight forcing down on the binding fabric and belt.   He felt a brush of air as someone walked past his naked torso, and then the presence of another standing in front of him.   As he hung there his anticipation began to ebb and his magnificent cock started to whither to a flaccid state, but that would be short lived as he heard the low sultry voice come from inches in front of his chest.   “Sub BashfulBoy, you seem to be loosing interest in the role already, are you not willing to play it any longer?   Make me want to help you and I will, or I can take you back to your miserable existence without ever gazing on the pleasures I have to offer.”

 

“I will submit to your wishes Mistress, but I don’t know what you expect of me.”   He felt a soft feathery touch cross his neck and chest, it then trailed downward to the mound above his dick, circled it and then around his sack, enough motivation for him to again begin being aroused.   “Sub one, make him hard for my pleasure” came the sultry voice.   He felt a hand grasp his enlarging tool and begin to stroke it, taunting the head as it passed, grasping his sack as it went to the base, and he let forth a low moan of satisfaction.

 

“You cannot cum yet boy, you are not allowed to feel those pleasures until you have satisfied me, and my two other subs as well.”   He replied “I will try Mistress, but if you tease me, surely I will cum, I am but a man and can do nothing about a reaction so base of instinct.”   He heard the air hiss as something broke through it, and then felt a seething pain on his buttocks and a ‘whack’ as the crop struck him on the right butt cheek.   He yelped at the unexpected painful blow.   “You will NOT cum boy, I offer pleasures you have not imagined, but obedience is absolute, or the consequences will be severe.”   With a whimpering tone Bret replied “Yes Mistress.”   Again he felt the soft feathery touch surround his cock, and the gentle hand again began to stroke him up and down the length of his manhood.   The sensations had a profound effect and he grew to his fully engorged size.   “I see you enjoy the advances of Sub one boy, you will satisfy her now.   Lower him for her needs.”   He felt his body being lowered and then tilted backwards; the strain of his weight was taken from the bindings as he felt the safety of the floor below his back.

 

A rustling of movement focused his attention on someone moving around his head, then the warmth of smooth thighs as they surrounded his neck and chin.   He could smell the sweet scent of a woman, seemingly already moist with excitement.   A hand raised his head from the device enough to push the bottom of the shroud that blinded him above his nose, but no farther.   As the hand lowered his head back to its resting place his face was covered with the warmth of female genitals, covered so effectively that he could not take a breath, his mouth and nose both blocked from the necessary life-giving air.   He thrashed his head side to side frantically for moments that seemed an eternity before this sweet snatch that had him trapped raised up and began an undulating motion over him.   As he caught his breath he began to enjoy this pleasure and licked at the swollen clit presented to his lips.   A surge of juices filled the petals of her labia as he gave all he could, licking circles around the orb of pleasure, sucking on the fine textured petals of her labia and pushing his tongue to the opening of her vagina.   The moans of her obvious enjoyment brought him to pleasure as well; his cock throbbed up and down in spasms without so much as a touch save the passing air as it bounced up and down against his abdomen.   Her motions became more and more frantic as her orgasm neared, her breathing labored and then clenching muscles spasms in her lower body as she let forth a gush of nectar covering his face neck and hair.   She covered his face totally with her open snatch, again smothering him as her orgasm overtook her.   As the flow ebbed she rose up and moved away from him, leaving him with a massive hard on and a face full of her cum.

 

“Sub two, it is your turn to be fulfilled, the new boy did well.”   He felt it as another pair of thighs surrounded his face, this time facing the other direction, he could feel and smell the small round sphincter muscle as it touched the tip of his nose.   This ones pussy smelled much stronger, as if it had been fucked many times recently, but he went to work at trying to bring her to a satisfactory burst of fluids, hoping that Mistress Allie would then allow him to cum as well.   She moved up and down his face, rubbing her labia onto his cheeks, eager to be satisfied, pushing her anus over his mouth repeatedly with each pass.   As he extended his tongue into her inner labia he felt a familiar quivering and then a gush of juices as they slicked over his cheeks.   He extended his tongue deeper, but each time he did she moved to have it placed at her tight hole instead.   He decided to go for it, it that is what it would take and shoved the tip of his tongue as deeply into her ass as he could, plunging it in and out frantically for her.   Her body shuddered from head to toe as he brought her to fulfillment. Her pussy squirted out a flood of nectar across his throat and chest, she collapsed forward onto his chest and abdomen, her head landing next to his quivering tool, so wanting to find release.

 

As sub two recovered from her orgasm she rose and left him to lie on the cold device, he could see the shadow of a figure standing near his feet through the crack left by the hood being forced above his nose during the two pussy eating sessions.   “Sub one, fetch a lasso to bind his manhood and prevent him from release, he has droplets of pre-cum already and we must not allow him that pleasure yet.”   He heard a scurrying of footsteps move away and then return.   A gentle pair of hands raised his trembling tool and forced the loop of rubber tubing around his cock.   It twitched as she slid it downward to the base and then tightened it severely.   He felt the immediate constriction, the veins began to protrude from the shaft of his cock almost painfully as the outflow of blood was cut off.

His misery was confounded by the three chuckling voices while they watched his pain and discomfort.   “Mistress, would you have me pass out from the constriction of flow?” he asked in as nice a tone as the strange feelings of pain and pleasure filled him.   He felt truly trapped in the torture she was availing him, and with each passing minute the pain became more and more prevalent in the swollen engorged head of his prized member.   “I will distract you from the discomfort boy, but you may not have release.   Do you understand?”   “Yes Mistress, I will try.”   “There is no ‘try’, if you shoot your seed, you will be punished.”   “Yes Mistress.”

 

He felt the rustle of air and saw a shadow of a figure as it stood over him, her feet one on each side of his hips.   “Subs, prepare him for my pleasures” he heard her say in her commanding sultry voice.   He could feel it as the other two knelt on each side of his torso; their legs brushed against it bringing a rush of excitement to him as they each placed a hand on his painfully engorged cock and held it upright.   The shadow figure loomed closer; he could feel the proximity of her loins to his as she lowered herself to engulf his cock. He felt a hand pass across the painful crown of his tool, smearing the pre-cum around and over it, he guessed to lubricate it for his Mistress.   It throbbed painfully with each touch, needing so badly to release the sperm from his balls, but not able to because of the tightly stretched lasso around the base.   His torture continued as she lowered herself and took the painfully engorged head of his man tool into her sweet tight vaginal canal.   The textures of her flesh were so over stimulating; he strained to push farther in, but could not, his belted body unable to move.   She taunted him, holding herself perched with only the head within the sweetness of her pussy, moving only slightly back and forth, side to side.   He could feel the wetness building within the walls of her canal, knowing that she was enjoying the torture she dealt out to him, hating and loving it himself.   She lowered herself another inch, he groaned at the sensations her skin brought to his over sensitized shaft, each movement a torture in itself.   She lowered herself another inch, the massively engorged head of his cock now touching her g-spot, she moaned and moved in circles allowing her to feel the pleasures of his tool, she too wanted a release and found satisfaction as the swelled blood vessels on his shaft tantalized her g-spot so nicely.   As her own orgasm began her body twitched and shuddered with the building frenzy, she began to push farther onto the implement of her desire, pumping up and down half of it, the wetness of her canal evidenced the impending flow of ecstatic pleasures she would take from her new submissive.   Suddenly her body shook with an eruption of orgasm; she impaled herself on his entirety and gushed her fluid nectar along its length, pounding down and up his shaft.   She rode him without mercy for several minutes, yet he could not find release, when he thought he was going to one of the other subs grasped his balls and squeezed them brutally, forcing him to not cum.   She rose from him; his cock fell to his belly with a splat, covered with her sweet nectar.   It lay there twitching from the strain of the lasso restraining his own discharge, the veins almost grotesque in the swelled state of restriction, the purple head textured beyond belief, never before had he felt such an awareness of his cock, the pain and pleasure were far more than he could have hoped for, though he really wanted to cum, felt he needed it beyond anything else.

 

In a tenderer, almost quivering voice Mistress Allie said “You have done well, so far.   You still require much training, but show good promise.   What may I offer you as a reward?”  

 

He thought about it for a moment, thinking he should ask for something besides the obvious, but not really knowing what would be allowed.   “What would you offer me Mistress?   I am your servant of pleasure, and will abide whatever you would give.”  

 

“Well spoken boy, would it be sufficient to allow the blood flow to return to normal from your manly tool?”

 

“If that is your wish Mistress, it would be mine as well.   May I cum for you after my bindings have been released?”

 

“Is that your only request boy?   Is that why you have come to me?   Only to shoot forth your sperm?   Only to satisfy your physical desires?”

 

“No Mistress, I have come to find a new path of satisfaction, but my need is great.”

 

“Very well, your answers are honest; I will allow you choose by what means you will be satisfied.   Sub one; you may remove the lasso from him, take care not to arouse him farther.”

 

He felt it as a gently hand grasped his engorged cock and loosened the lasso.   The pain of the restriction that had become numb returned and he let forth a yelp of discomfort as she tenderly slid it up the length of his swollen prize.   The blood filled veins surged painfully as the flow was allowed to go back to normal causing him to wince at the sensation.

 

“Choose boy, how would you like to be brought to satisfaction?”

 

“Mistress Allie, you have taught me much so far.   If I choose wrongly, will you continue my training?”

 

“Yes, but you must choose wisely.”

 

“Mistress, I would choose that I be allowed to ejaculate by your hand and mouth if you will.”   He hears a stifled laugh from all three of his captors, and wonders if he has chosen wisely or not.   Nothing happens for several lingering seconds.

 

At last he feels someone kneel beside him, a hand wraps around his tortured shaft and begins to stroke it from base to tip, circling the head tenderly, and then from tip to base.   Another hand caresses his tight sack, gently prodding him to normal arousal.   He moans his pleasure as she continues to stroke and caress his willing but tortured tool.   He feels her lips as they take the bulbous head into her mouth and strains to push more up to it, but cannot move the bindings still to tightly restraining his body.   His moans turn to groans of ecstasy as his body gives itself to the lust and desire she provides him.   Her mouth takes more of him, he can feel the circle of her throat on his massive head as she circles the crown with her tongue, still stroking the length with her hand, bringing him ever closer to climax.   He is at her mercy as she taunts him for minute after minute of agonizing pleasure.   His abdomen writhes madly at the belt that restrains him, his breath comes in short gasping spurts as she draws him closer to the needed orgasm he desires.   She is plunging her throat around his shaft now, taking his manhood into the depths of her throat over and over, needing him to com for her, and not caring what she may have to give up from her control.   She too is in the throws of passionate release, her own genitals gushing with the pleasure she gets from sucking his huge cock, making him cum for her on her terms.   His body shudders a spasm of release as he shoots the first rope of semen into her throat; she swallows it eagerly causing her throat to constrict around his thick shaft.   Another quiver of his loins and he shoots the second into her mouth, and then the third.   The other two subs are close at hand and one catches the forth with her open mouth, the other catches the fifth rope.   The Mistress and her two subservient ladies all taste of his seed as he spasms again and again.   As his flow stops he can hear the sighs of satisfaction coming from all of them.   They depart from him and leave him to lie, still bound to the device, still not able to see what these ladies look like, to see the beauty he knows they must possess.

 

He felt the bindings being untied from his ankles, and though numb from the long restraint can feel something being slid over his feet and up his legs.   He figures out that he is being dressed, a pair of shorts he thinks.   The belt restraining his torso is undone, and then his hands removed from the device, though still tied together.   The hood is pulled back down over his head, now covering his face completely.   “Sub one, take him to the van, our lesson is complete for tonight.   Sub two, drive his car carefully to whence we found him so that he may go home and reflect on what he has learned.   Boy, you will not be allowed to see any of us on this night, reflect on your teachings, know that we were kind and let you cum only from my compassion.   I will contact you when I am ready to teach you again, be ready for that time, as you will not know when it will be.   Is this acceptable to you?”

 

“Yes Mistress, I will await your notice to me, thank you for your guidance and al that I have learned so far.”

 

With that he was led back to the van and placed in the back, his hands still bound, and the floor still very uncomfortable on his all but bare body.   When they arrived back at the intersection the sliding door opened and he was guided to stand beside it, the hood still over his head.   His keys and wallet were returned to his hands, and then the silken bindings removed from his wrists.   “Remove the hood only after we are gone boy” came the sultry voice from the front seat.   He heard the door slide shut and the van drove off up the street.   It was almost dawn and the early morning light, though faint, hurt his eyes as he removed the hood.   He quickly unlocked the door of his car and got in.   After his eyes adjusted to the light he started the engine and drove home, hoping that there would be a message on his laptop from his new found mentor.   There was none, he would have to wait and reflect on his new experience.

 

He went in and took a shower, dressed in his pajama bottoms and went to bed, his exhaustion had caught up with him from his wonderful ordeal.   He slept most of the day and when he awoke he checked his laptop to see if there was a message from Mistress Allie.   He was delighted to see that indeed there was.   It read “Reflect well on the lessons you have been given, only through serving the needs of others can you truly be satisfied.   Your next lesson will be tonight at midnight.   Send me your address and leave the door unlocked for my entry.   Have your hood in place when I arrive.”

 

To be continued….   

 

As always, I would appreciate your input, so leave a comment or vote.  this is a new type of story for me, and I would enjoy doing it right for your reading pleasure.  So, please let me know.

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