“Thomas, please undress so we may conclude the fitting.”
Standing naked in my living room with Miss Lisa fussing about in the bag, along with a couple of other bags she had brought, one of which had a beautiful pair of dress shoes.
Unzipping the garment bag, Miss Lisa first removed a pair of basic white boxers.
Placing my hand on her shoulder for support, she knelt down and slid first my right leg followed by the
left into my new boxers.
Next came the starched white shirt, followed by the pants.
Shirt buttoned up, pants pulled up, she produced a pair of suspenders from the bag, and adjusted them to fit properly.
Strapping on the cummerbund, she reminded me that the proper way to wear this was with the pleats in the up position.
As a reminder she told me they were nicknamed “Crumb catchers” in order that you can remember it’s correct way to wear them.
Stepping over to the full length mirror attached to the back of the door, I was stunned at the transformation.
Hello, my name is “Bond James Bond”.
Fuck, I looked good, dressed in this classic English style tuxedo, I looked like a gentleman of royal decent.
The night of the party, found myself standing in front of the door to a home that under any circumstances would be considered a mansion.
Before I could lift the massive brass knocker on the door, a Rolls-Royce pulled into the drive.
Emerging from the drivers side, a chauffeur moved to, and opened the rear door.
The first thing I saw was a pair of legs emerge, followed by a woman of stunning beauty.
My best guess was that she was of Japanese decent.
She had to be at least six feet tall, with a thin build, and had to be one of the most beautiful woman I had ever encountered.
Following her from the car was a pair of tiny Japanese girls, dressed in outfits that looked like school uniforms.
While the driver moved the car over to the parking area, she approached me, and introduced herself.
“Good evening, my name is Suki, please don’t bother to introduce yourself, your name is of little consequence.
Please knock on the door that we may be welcomed into the house, and the party.”
Reaching for the brass knocker, I allowed it to drop onto the door.
The boom that resulted was loud enough to wake anyone that was sleeping a block away.
Seconds later the door swung open, onto a entryway that rivaled that of Buckingham palace.
Beautiful dark woodwork, marble statues, and an antique suit of armor standing guard.
From around the corner my Mistress emerged to greet us.
She was dressed in an antique style Victorian dress, made of a wine colored velvet like material with a high ruffled collar, .
“Hello my little man.
My, my, you look absolutely stunning in that Tuxedo, I am so glad I chose that style for you.
Now, if you will follow me, I will introduce you to the others.”
As I was led into the main living room, I found about a dozen or so, Dom’s, and Mistresses wandering around the room.
Most of them had drinks in hand, along with little plates of finger sandwiches.
Although what caught my attention was the large number of naked subs attending their various masters.
Taking my by my arm, Mistress walked me over to the center of the room.
There in the middle of the room was a small platform about two feet high, that I was told to stand upon.
“Ladies and Gentlemen, Please allow me to introduce my sub to you, I have given him the name “Little man” the reason for this name will become obvious shortly.”
At the end of her introduction Mistress began to undress me in front of all those in attendance.
When she started, I began to protest being stripped naked in front of all these people.
With a stern look, I decided that it was best that I kept my mouth shut, and accept what was happening.
One piece of attire at a time, my clothes were stripped from my body.
When at last I was down to my boxers, Mistress hooked her fingers under the elastic waist band, and slid them to the floor.
Lifting one foot after the other my boxers were tossed aside.
Standing there naked, I tried to hide my private parts behind my cupped hands.
When Mistress saw this she gave me a single, yet powerful spank across my bottom.
This did an excellent job of reminding me of my place while I was under the control of my Mistress.
With my arms at my sides, I stood there like an art piece on display.
Mistress invited the others to come up, to inspect the merchandise.
About ten or so people stepped up to the platform, and began running their hands over my body.
There wasn’t an inch of my body that was left untouched.
Some cupped my cage, to see my reaction, others spread my bottom open, and played with my little hole.
Seconds later Mistress called a halt to to the fun the others were having.
Once again taking me by the arm, I was led over to the side, and told to kneel on a cushion by her chair.
Walking out of the room, Mistress returned a few minutes later with another sub.
This time I could tell that this was a girl, who she was, was kept a mystery due to her having a black Lycra hood that covered her entire head, there were no holes for her eyes, or mouth.
As she was led unto the platform, Mistress began to remove her clothing in the same fashion that mine were stripped from me.
Standing there naked, it was easy to see that she had a magnificent body.
She had very small breasts, at best they were an “A” cup in size, yet her nipples were rock hard and engorged with lust.
Mistress stepped upon the platform, and whispered something in her ear, the response from her sub was a nod.
“Ladies and gentleman, I offer up this sub for your inspection, if you would like to come up, I am more than willing to allow you scrutiny of my newest play-toy.
At the conclusion of her invitation, Mistress lifted the hood from the head of her new sub.
It was right about that moment my jaw hit the floor.
Standing upon the platform was my friend Jill.
For the first few moments there was a look of fear, and confusion upon her face.
This however lasted only a brief moment or two, until her eyes adjusted to the light, and the fact that she was naked, and on display for a roomful of people.
As the onlookers moved forward to inspect Jill’s body, Jill began shake a bit from all the hands that were caressing her body.
The shaking was due to an overload of physical contact.
Not a spot on her body was left untouched.
Her bottom was pried open, fingers dipped into her most private of places, causing Jill to begin gushing lube from within.
When a couple of people began pinching, and twisting her nipples, Jill’s knees began to buckle forcing some of those present to hold her up to prevent her from toppling to the ground.
After a few minutes Mistress called a halt to the inspection of Jill’s body, asking that everyone regain their seats.
As the last person found their way back to their seats, a bell was rung from a side room, as another naked sub emerged to announce that dinner was served.
All those present, along with their subs left for the dinning room.
Each of the Masters found the place cards with their names upon them in front of their plates.
Next to each chair was a large cushion for their respective subs to kneel on.
At one end of the table, the host sat, along with her two subs.
My mistress was seated at the far end, with Jill, and I kneeling on either side of Mistress.
When the bell rang a second time, three carts were wheeled out from the kitchen with this evenings repast ready to be served to each of the guests.
Once each guest was served, those around the table began to regale the others with stories about their subs, and the different methods they used in their play.
Some of the stories were on the comical side, which had all those around the table to break up in laughter.
Others were brutally honest concerning mistakes they had made that caused problems between the Masters, and their subs, and the steps they had made to correct their own behavior.
These admissions offered the subs a rare insight into the inner thoughts of their Masters.
During the course of the meal, each Master would feed their subs from portions they had picked out from their plates.
By the time desert had been served, I was full and doubted that I could eat another bit without bursting.
However as Mistress held a small container of Japanese red bean ice cream, for this rarity, I found a small spot left in my stomach that was not quite full yet.
By the end of the meal, everyone was satiated, and ready to retire to the living room in order to watch each of the various Master’s subs preform for the enjoyment of all the onlookers.
When it was my turn, Mistress stood me upon the platform.
Removing a key from the chain hanging around her neck, my cage was unlocked.
A small bowl, and a towel were brought forward, which Mistress used to clean my little penis.
Pushing me to my knees Mistress, lifted the hem of her dress, while pulling my face forward into her treasure.
For the next few minutes, I lavished my attention upon Mistress’s beautiful pussy.
Pulling my head away Mistress fought to catch her breath, as she came down from her climax.
Turning her head, Mistress, motioned for Jill to join us upon the platform.
Casting her gaze in my direction, Mistress ordered my that I was to make her new sub a happy girl.
Taking Jill by the hand, I pulled her in close for a kiss.
At the conclusion of this earth shattering kiss, Jill dropped to her knees, and took my penis between her lips.
As her tongue slid along the underside of my penis, my knees began to quake.
Never using her hands, rather relying on her god given oral talents, Jill brought me to the edge a couple of times, yet always pulling away at the last moment.
This treatment was driving me insane with lust.
The last time Jill withdrew to allow me to calm down, she accidentally scraped the tip of my penis.
This wasn’t painful, just startling.
Pulling Jill to her feet. I looked around the room, locating an open chair I sat while puling Jill across my lap.
Squealing like a little girl, Jill began kicking her legs a bit.
When my hand made the first contact with her bare bottom, she let out a small protest at the spanking she was about to receive.
Over and over my palm descended only to land on cheeks of her bottom.
In the midst of this, I began to look around the room, suddenly amazed that all of this was happening in the midst of twenty on lookers.
Some of them were playing with their subs, others with other masters.
Over in one corner a Mistress was spanking her sub in time with the spanking I was delivering to Jill.
While looking around I spied an ice bucket sitting within arms reach.
Taking the bucket, I took a ice cube, I ran it over the red marks left from my palm.
As the ice began to melt, the cold water began to run down the crack of her bottom.
Each cube I used, caused goose pimples to rise along her body, followed by loud moans of delight.
Getting bolder, I took another cube, and ran it along the length of her pussy lips, followed by inserting two cubes deep into her pussy.
Jill’s reaction to this was an instant orgasm that had her shaking from head to toe.
Pulling Jill to her feet, I walked her back to the platform in the center of the room.
Laying her down, I spread her legs, and began to pleasure her with my lips, and tongue.
In order to drive her insane with lust, I began by licking, and kissing her inner thighs, while ever so slowly working my way up towards her pussy.
When at last my tongue touched the outer lips of her treasure, Jill’s hips rose from the platform, this reaction was involuntary, and completely out of her control.
The next ten minutes found me with my mouth clamped to Jill’s pussy, driver her towards the strongest orgasm she ever experienced.
When she was on the verge of her next climax, I pulled away, and moved forward to line my penis up with the gates of heaven.
What followed wasn’t making love, it was nothing more than raw unbridled fucking.
To those around us, what they heard was the wet squishing sound of our bodied covered in sweat, as our hips slapped against each other, along with the sound of my penis slipping through Jill’s soaking wet pussy.
“Jill, I’m cumming, cum with me, cum with me NOW!” I yelled.
Jill climaxed first, followed by my orgasm seconds later.
Stabbing my penis deeper into her body as my balls emptied themselves deep into Jill’s body.
When I fell away form Jill, I rolled onto my back, it was then that Jill leaned over my worn out body, and began kissing my with an ardor, I wouldn’t believe possible.
Returning the kiss, I decided that I was falling in love.
As we lay there Mistress came forward, and took the two of us in hand.
Leading us to a side room, we were told to crawl into the bed, and rest for a bit, and that she would return to collect us in about an hour.
Source: reddit.com/r/Erotica/comments/xoj1jv/mf_the_wager_part_6_chastity_bdsm