What follows in this post is the third and final part of my story telling the tale of how I spent an evening with my mistress and her friends. In the first two parts I described how I greeted the guests in bondage and then pleasured them under the dinner table for a special dessert. I will now tell how we spent the rest of the evening playing a few after dinner games mostly for their entertainment. In addition to myself and my Mistress, Charlotte, her four friends are currently enjoying each other’s company and they are Annabel, Sarah, Rosie, and Ophelia.
…
Following dinner, the smell of the dining room was now awash with the pungent aroma of vagina and so the guests retreated back to the living room. My leash had been affixed to the underside of the table where the four legs joined and I used the opportunity to relax my face and tongue. Not all of the remaining guests had been brought to orgasm as they weren’t all as keen as my first helping from Annabel. Regardless my face was covered in the juices of the four guests as my Mistress had not taken part in this course of the meal.
After being left to mull over what had just passed for about half an hour, my Mistress came through to have a word with me. “You’ve done well so far tonight slave but it’s not over yet so I hope you’re on your best behaviour for the rest of it,” she said standing over me and looking through the glass top of the table. In each of her hands she held a small glass of water and a plate, “given how well you’ve done so far, I feel as though you’ve earned a reward,” and with that she placed in front of my the water and three slices of apple. It was a meagre offering but I devoured them, allowing both to wash away the taste of pussy from my lips and mouth.
Charlotte watched me with a smile as I finished off my reward, “good, now I want you to go and get dressed in the outfit I bought you for this evening. When you are ready I want you to kneel outside of the door to the living room in the hallway and knock three times.” She untied the leash from the underside of the table and as I was about to leave the room she added, “and slave, you are not to clean yourself up.”
For the first time since I was locked up to greet the guests, I had some freedom to stretch and relax. I went into Charlotte’s bedroom and saw the outfit laid out on the bed as I had left it earlier. Before dressing in it I stood beside the radiator and allowed myself to warm up, placing the bottom of my feet on it one after the other. The warmth was delightful and I honestly felt like I could’ve just fallen asleep in the warm bed in front of me. However, I knew that my night was not yet over and so I slipped out of my current outfit and into my new one.
The new get-up comprised a French maid’s outfit with a billowing bottom half that covered some bright red panties and a pair of stockings. To top it off I slipped on some 5” inch black heels. I looked myself over in the mirror and felt my cock twinge in my panties. My Mistress knew that this was the uniform that I enjoyed wearing the most, the one that would most likely result in a few involuntary erections. Erections that would both delight the guests and give them an excuse to punish me. The heels were new and taller than I had worn before so I had a bit of trouble standing up in them and after letting my cock settle down I went back downstairs to join the guests.
Following my Mistress’s instructions I knelt down in the cold corridor in front of the living room door and gently rapped on it three times. There was no answer from them. I couldn’t hear any noises from inside the room but there was a faint glow trickling from under the threshold. Were they in there? Did they hear me? I wasn’t sure what to do and knew that if I didn’t follow the orders correctly I would be punished. Were they purposefully trying to get me to break the orders? So many thoughts crossed my mind but I waited for them. At the very least they would have heard the floorboards as I descended the stairs so they must have known I was here.
I let the time slip by and still you could hear a pin drop with the lack of noise from inside the house. I pondered and thought and eventually decided to knock again and I lifted my fist to the wooden panel in front of me. At first a slight hesitation overtook me and then I let it strike three more times. At once an eruption of noise came from the living room and my Mistress swung the door open, “you disobeyed my orders,” she bellowed and I was dragged into the room my by hair.
The room looked different to earlier on: the lights were dimmer and had a red tinge to them as they were covered in shades. The curtains were drawn and yet the five chairs still remained in a circle facing inwards. “I knew he wouldn’t be able to wait out there forever,” declared Ophelia. “Of course not, despite what Charlotte says, he’s not yet fully trained,” retorted Rosie. They had all been waiting for me to fail and now they looked ever so pleased with themselves.
As I looked around at them they I observed that they had all stripped down to their underwear. Rosie was wearing a white bra and panty set, Ophelia opted for some stockings, Sarah a demure chemise, and Annabel a black basque. My Mistress was the most striking of the lot though and was dressed in a latex catsuit along with some black high heels of her own. “Right then ladies,” she said, “as discussed we can now play ourselves a little game with my willing slave. Since he didn’t follow orders we will play the more obscene version,” and with that she pulled out a deck of cards with a black background and set aside another in white.
“The rules of the game are simple, I have five piles of cards with ten cards in each. Each pile contains a different type of direction for either the cardholder or my slave.” I listened as attentively as the guests in the middle of the circle, “we will take it in turns to pick off a card sequentially from the five piles and do as the card says. Depending on how much time we have we can go through the piles up to ten times. The order for the first round will be Ophelia, Rosie, myself, Annabel and Sarah.” Charlotte laid the five piles out onto a small table next to me; I had no idea what was on the undersides of those cards but each pile had a unique name on the side facing up:
* Dress
* Position
* Restraint
* Punishment
* Pleasure
There was a slight hush in the room as I’m sure the guests were as oblivious to what was about to happen as I was. “Ophelia, you’re first. Pick a card from pile 1,” Charlotte suggested and Ophelia leaned forward from her chair to take one. She looked amazing in black underwear and stockings, her hair flowing down around her shoulders and breasts. Her legs were crossed and I thought back to sitting under the dinner table servicing her. She kept goading me on, spraying more and more whipped cream over her body for me to lick up. “Underwear only,” she announced looking over the card and into my eyes.
“I guess we can start with something simple then,” Annabel said, “do we let him take the dress off himself?”
“That’s up to the cardholder,” Charlotte said.
Ophelia looked ponderous, “in that case I want him to strip down to his underwear himself,” a decision that was not too popular with Annabel.
I stood up in the middle of the group and made eye contact with a few of them. I felt silly dressing up in this maid’s uniform only to take it off straight away but I did as ordered. I reached around to my back and caught the small zipper, slowly inching it down, feeling the shoulders of the dress loosen up. Once it had reached the middle of the dress I peeled off the top and let it slip into a pile around my feet, which I stepped out of, picking up the garment and folding it neatly. “And the shoes,” came an order that I was only too grateful for. I then set the items aside and stood looking sheepish in the red knickers and stockings.
“You may sit again,” ordered Charlotte who then instructed Rosie to pick from the position pile. She reached forward and pulled a card from the pile before reading it aloud, “the slave must lie on his back.” After looking up at my Mistress and being given a nod, I made some space in the middle of the room and lay down on my back. My head was at Charlotte’s feet and I lay with my knees slightly bent given the small space available. My feet were facing towards Annabel who used the opportunity to rub her own up the inside of the my legs.
It was Charlotte’s turn next and she was to pick from the restraint pile. I had a feeling she knew what order the cards were in as she read it out without barely looking at it, “the sub is to be tied with rope.” This created a bit more buzz around the room, “finally we’re getting somewhere,” laughed Annabel.
“Does that mean we get to tie him however we want?” asked Sarah, who had barely said much in my presence all night. I guessed that the wine was finally starting to kick in.
“Of course it does,” replied Charlotte pulling forth a box full of items that I had not yet seen.
The guests glanced back at Sarah in expectancy of her adding something more. She looked like she was in thought and then grabbed some rope from the box before looking up at the rest of them, “can I just go for it?” There was an affirmative and encouraging response from the rest of them and I soon felt her hand around my thighs.
Being on my back I wasn’t able to see much but I could tell that she had begun wrapping rope around my ankles and the tops of my legs. As my knees bent sharply I could tell she was putting me in a frogtie. She worked smoothly and adeptly and I could tell she was somewhat in her element; she must be a bondage enthusiast. Before long I could barely stretch out my legs and I had lost all mobility in them, it felt odd to be able to relax the muscles but still have them pulled so tight in two. I thought she might be done at that but then proceeded to wind rope through my now bent knees and tie the ends off on the chair legs either side of me.
My legs were therefore tied heel to bum and pulled apart exposing my cock and balls and arse. To top it off she tied my hands to another chair leg above my head stretching my arms. I must’ve been a sight held down by three heavy chairs and showing everything off to the troupe of guests. They laughed and jeered Sarah on who looked more than satisfied with her work whilst sitting down. There was now a buzz in the room as the two final cards titled ‘Punishment’ and ‘Pleasure’ were to be drawn.
I was a little scared about what Annabel would interpret from a punishment card as she seemed as though she could have the most sadistic streak. Her eyes looked wild as she read it aloud to the group, “the sub is to be punished anally by any method.” I could hear the cogs begin to spin in her head as she decided how to make the best out of this punishment and I felt my muscles clench in my hole. She asked to have a look through the box that the rope came from and found an inflatable butt plug that etched a demonic smile across her face, “I think this will be perfect!”
Whilst the others looked on she knelt down in front of her chair and began to run her hands along the inside of my thighs. This tickled a bit and I shook in my bonds; I wasn’t getting away from it. Annabel used this as an indicator to do it even more and the group began to enjoy watching her torment me before Charlotte warned her that the punishment she chose from the deck was to be administered anally. Taking this cue she ran a finger along the inside of my panties and pulled them aside. She had to hold them there since the position I was in didn’t allow them to be pulled with much slack.
After lubing up the butt plug she began to try and insert it. I was a little worried as I wasn’t given any warm up: no finger, no smaller dildo, nothing. And as she began to penetrate me, my tight hole struggled to let it in. In her most calming voice, which was more akin to a jockey commanding a horse, she suggested I relax and let her slowly in. Rather than just trying to push it straight in, she switched up her approach and began running the head of the toy over my hole and gently probing every now and then. This stimulation felt really good and eventually the toy began to delve further in.
The bulb of the plug wasn’t gigantic but was at the upper end of my current limit. Annabel was now inching it further inside me and as it reached the widest part of the toy, she held it in place, allowing it to stretch me out. I wriggled as much as I could and looked down at the grin on her face. She held it there for a few moments longer before forcefully popping it in and I felt myself close around the base. I let my head hit the floor and took a moment to let everything settle down. I felt so full and desperate for it to be removed but I could neither push it out or assume that my requests would be followed.
Without any warning, I felt a pump of the plug and even though I had barely got used to it, Annabel had already started to let it grow inside of me. I looked back towards her along my body and felt my cock begin to grow. I was breathing deeply with the sensations from my arse and a second pump was injected into me. As this happened my cock grew outside the top of my knickers and a wild slap whipped across my balls. Not only was I uncomfortable from the plug but my groin was now also in agony. This continued for another two pumps before Charlotte announced that this was punishment enough for the time being. It certainly was and I had not yet got used to having my bum filled with the toy.
After writhing around during the punishment I had pulled on the ropes at my wrists, which were now beginning to dig deep into me. There was still the pleasure part of the task to go though and I guessed that I wouldn’t be let free until that was done. It was Sarah, the bondage expert, who was due to draw and timidly picked up a card. I didn’t watch her read as I had the others since I was still rolling around a little getting used to the plug. “The slave must pleasure the card holder by wearing a dildo gag.”
My Mistress must have been ready as she was already pulling the device from her box. It was not one I’d seen before and was a dual ended gag with two dildos on it. At the end which fit into the mouth of the sub, there was a two-inch mould of a penis and on the other side, protruding from the sub’s face was a fat six-inch dildo. I caught sight of Sarah’s eyes who didn’t look too keen on this, “I think, Charlotte, that since I was allowed to tie him up on your turn, you can use him on this one.”
“Are you sure? I really didn’t mind you tying him up and I think everyone agrees you did such a great job.”
“No really,” said Sarah, “you use him.”
And with that my Mistress, whose heels were straddling my ears, looked down at me with the gag in her hands. She stood up from her chair before reaching down with the device, “open wide, slave,” she insisted and I felt the smaller dildo brush past my lips. I was now filled at both ends and the straps of the gag were pulled my behind my head. I had to lift it a little to give the room to buckle it together and then as a I looked down, my vision was filled with the sight of a large black dildo sitting on top of my face.
I flexed my jaw and let my tongue settle underneath the cock in my mouth, which felt very invasive. It had the shape of a penis and my tongue flitted beneath the head of it and along the small shaft. Charlotte, you will remember, was dressed in a black catsuit, but this had a crotch slit that opened with a zip, which she was now sliding along the underside of her torso. She turned to face the guests and slowly got down on her knees with her legs either side of my outstretched arms and head. Gently she guided the dildo past the zipper and into her pussy, allowing her latex clad bum to settle on my nose.
I could see nothing now but felt her hands reaching out along my belly and stroking upwards before pinching my nipples. I gave a small jolt, which pushed the dildo on my mouth further into her. Sensing that she was enjoying it, a few other hands and feet began prodding me, which had me wrestling and writhing on the floor. The resulting twists and pokes of the dildo began to pleasure Charlotte who had started to ride my face with a few rhythmic pumps.
The tickles continued on my body and I was feeling ever more uncomfortable having also been tied up with my arse filled. Charlotte began to take deeper thrusts and I could smell her scent linger on the dildo. The force of her hips bouncing up and down on my jaw stopped me from lifting my head and I was more secure in my position than ever before. The only feedback I was getting my my Mistress to suggest she was enjoying herself was the quickening pace of her bounces. I could see neither her face or body but knew that I didn’t need to do much to keep her happy, all I needed to do was lie still in servitude.
I caught a glance of the dildo every time it was exposed and it had now gained a shiny coating of lubricant. Along with this Charlotte arched her back backwards with her hands keeping her steady of the floor beside my head. I could tell she was relishing the moment and suddenly my arse was filled with another pump, “oops,” came a giggle from Annabel. The others must have been having fun as they did not cease in their wandering hands. Then came another pump of air in the butt plug and a further quickening of pace from my Mistress. I couldn’t see it but this now had the feeling of a collective moment of fun and enjoyment from the group.
The wine had taken hold, the use of a male slave had taken hold and the promise of more sexual enjoyment had taken hold. The collective buzz was now growing amongst the guests. I was merely another toy for them to use by this point as the giggles and laughter and ecstasy stoked the atmosphere. I knew that if this was just the first round of cards, I was in for much longer night.
…
And with that I conclude the telling of my story. Whilst not a climactic end in the normal sense of an erotic tale, it certainly felt for me like a point of no return. You may be interested to know that we completed an additional three rounds of the game and even Sarah found it in herself to let go and orgasm with the group. Following the conclusion of the night, I felt completely spent having been pulled and tied and probed in all manners possible. I wasn’t given a pleasurable climax of my own but was rewarded with one the next day by my loving Mistress. I’m not sure that this is an evening I would wish to spend too often and in fantasy it sounds a lot more appealing than reality. Though I can’t imagine I will not look back on it fondly for a long time to come. Anyway, it leaves me to say that I hoped you enjoyed reading it as much as I did telling it and if you wish to leave me a comment or private message, I will be most pleased to hear from you. Thank you for reading from a very sore but satisfied slave.
Source: reddit.com/r/sexystories/comments/65vvf6/a_night_with_my_mistress_and_her_friends_part_3