Message-ID: <27091asstr$972749426@assm.asstr-mirror.org> From: p8730@aol.com (P8730) X-Original-Message-ID: <20001027200223.04781.00000040@ng-fx1.aol.com> Subject: {ASSM} Story: "My Day with Mistress and Her Friend" Date: Sat, 28 Oct 2000 12:10:26 -0400 Path: assm.asstr-mirror.org!not-for-mail Approved: Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d X-Archived-At: X-Moderator-Contact: ASSTR ASSM moderation X-Story-Submission: X-Moderator-ID: RuiJorge, newsman This story involves adult sexual content. FemDom, BDSM, oral, anal and spanking themes. If this offends you then do not read it. Please direct any comments to me at: p8730@aol.com (FF/m, B/D, D/s, spank, anal, oral) "My Day with Mistress and Her Friend" Today was to be like any other with Mistress Rebecca except that when I arrived at Her dungeon home, their was a beautiful tall blonde woman there. Soon I learned that this was Mistress's new friend and a new Domme. New to the art of Dominating men that is! Mistress informed me that I was to address this new woman as Lady Debbie until She had suffiencient training, than as Mistress Debbie. I was more than nervous and intimidated around this beautiful woman. I had never before "played" with an audience, let alone, another partner! I was red with humiliation as Lady Debbie sized me up. She seemed to look right through my soul, as if reading my deepest darkest secrets. Mistress Rebecca informed me that today, Lady Debbie would be joining in on our scenes from now on, and that she was briefed about my life as Mistress's slave. I looked upwards and stole a glance at Lady Debbie's face. She had a very mischeavious smirk on Her face, that told me she knew everything about me. Mistress must have told Her about my past year serving Her and all that She had put me through! Mistress Rebecca caught me staring at Lady Debbie's face and soon jolted me out of my mesmurizing stare! "Slave Paul, that is not proper behavior for a slave, you are obviously in need of some correction I see!" "Deb, grab the slave's handle and lets get him over to the horse!" Lady Debbie took hold of my cock and yanked me down the hall. Once in the Dungeon basement, Mistress stood next to the whipping horse holding the cuffs. Soon, I was stretched out face down on the horse. My legs were spread wide and attached to the cuffs on the spreader bar. My wrists were cuffed and pulled back to my ankle cuffs and secured there too. Mistress Rebecca often liked to secure me this way. She says it forces me to be more submissive, as I cannot hold onto anything and the punishments are much more effective this way! Next, Mistress Rebecca tightened the waist belt which will hold me tight to the horse. Mistress Rebecca handed the leather paddle to Lady Debbie, who was now standing directly in front of me. "Here you go Deb, I think you should have the honor of doing him first, since it was you he was staring at so disobediently!" "I will just hold his head right here and put his tongue and mouth to good use while you teach his sorry butt some manners!" Mistress Rebecca the grabbed the back of my head and forced Her crotch into my face! Her heady scent was strong as it filled my nostrils! I stuck out my tongue and began to lick her wet lips and taste her secretions! I was soon brought back to reality when Lady Debbie's swats of the paddle sent a sharp stinging pain through me. Over and over again Lady Debbie swatted and paddled my butt. My oral attentions had Mistress Rebecca moaning in delight, and soon She flooded my face with the wave of her juices. Mistress let go of my head as she sat down briefly to recover from her orgasm. "That should be enough correction with the paddle Deb, why don't you get me the crop over there now." "But first, I think my little slave needs to be properly plugged before we continue with his respect training!" I watched in horror as Lady Debbie took down the riding crop from it's hanging spot on the wall. Equally alarming was seeing Mistress Rebecca make her selection from the tray of vibrators, butt plugs and dildos. She was holding one of the widest and longest plugs we have! Mistress Rebecca was instructing Lady Debbie on how to use the plugs and dildos and to make sure the toys are properly lubed. Mistress Rebecca told Lady Debbie that normally, some type of lubricant will be used on my hole and the toys, but occassionally, if she really wanted to add to my punishment no lube would be used! This time however, Mistress Rebecca was smearing her own juices around my tight puckered hole. Lady Debbie was also busy, but she was milking out the pre-cum from my cock and applying the cream to the butt plug! Then, Mistress Rebecca was instructing Lady Debbie to hold my butt cheeks wide apart and watch close as she worked the plug into my hairless tight hole! Mistress Rebecca took her time teaching and showing Lady Debbie the fine points of tormenting my rear hole. She would push just the tip of the wide plug into my hole, then twist and rotate the plug as she drilled it in deeper. She would stop right when the widest part was stretching my anus as wide as possible and just hold it there. I was moaning as the pain felt like I was being ripped apart! "Your moaning is too loud slave!" "You have just earned additional punishments that you will receive after the cropping!" I tried to tone done my moaning, but Mistress Rebecca contined her one on one training with Lady Debbie! Mistress would hold the plug so the widest part just stretched me painfully, then she would pull the plug all the way out. Then push it in again to the wide part and hold it there while she discussed her instructions with Lady Debbie! Finally, she just shoved the butt plug deep into my hole and a loud gutteral moan escaped my lips! "Thats two more punishments slave paul!" I acknowledged my errors by saying I was sorry Mistress, and tried to muffle my moans. Mistress Rebbeca then placed her hands on my hot butt cheeks, and told Lady Debbie to give it a try. Then I felt Lady Debbie grab the plug, and under Mistress Rebecca's instruction, she twisted and rotated the plug as she pulled it out! The feeling was indescribeable as she pulled the plug from my tormented anus. I could not help it as another moan filled the dungeon! "Now there are three additional punishments waiting for you paul!" "Deb, you must never allow the sub to get away with his disobedience!" "Always hold them accountable for all of his mis-deeds, even if he can't help himself!" I knew Mistress Rebecca was smiling when she said that! Mistress loves to do things to me that causes me to react in her favor. She will push me till I break a rule or disobey one of her orders, only to punish me afterward. My Mistress enjoys punishing me because she loves to watch me squirm, and she loves to inflict pain on me, the more the better! This is her enjoyment in our D/s relationship, and mine is not knowing what she will do to me next! Lady Debbie was now repeating the steps she watched Mistress Rebecca do to me. First she pushed the huge butt plug into my hole until the widest part was stretching me open. Then she rotated the plug which caused me to squirm and moan again! This was different then what Mistress Rebecca had done and Lady Debbie was just holding the plug at the widest part stretching my anus wide, and then twisting the plug back and forth and back and forth, but never moving it in or out! I was moaning loud again when Mistress Rebecca chastised me! "You are not being a very good slave paul, and you are begining to annoy me!" "We have a new guest and you are continuing to break the rules!" "You now have four punishments coming, and since you insist on being disobedient in front of Lady Debbie, I will make sure that we both deliver them to you and they will be severe!" With that said, Lady Debbie then began to fuck my hole with the huge butt plug, but with a new technique! Lady Debbie would just push and pull on the butt plug, but not allow it to move very far into my hole. This way she was just forcing the widest part of the plug in and out of my stretched anus! Over and over Lady Debbie continued to force the cone in and out of my tormented asshole! I was moaning softly as my Mistress and her friend punished my hole. "You seem like a natural, Deb!" "You must be causing my slave some nice torments, by the way you got him squirming and moaning!" "You will have to punish him good for the way he tried to leap up when you twisted that plug in his butt!" "I think it is time to finish his cropping, it looks like he has earned enough punishments to keep us busy disciplining him all day!" I felt the plug being pushed deep into my but, and then Lady Debbie twisted it back and forth again, while pushing it hard into my hole! I could only moan and tremble as she did this for a few more seconds before stopping!" I rested breifly while Mistress Rebecca told Lady Debbie to have me orally service her. Mistress picked up the crop and told me that she would punish my butt now for my earlier offense of starring rudely at Lady Debbie! And, that I should do my best to give Lady Debbie a nice orgasm, only then would the cropping stop! Lady Debbie picked up my head and whispered into my ear that she loved tormenting my asshole, and that she has many more wicked plans in store for me! She then placed my head tight against her very wet crotch! I inhaled deeply her strong womanly scent! She tasted much sweeter than Mistress Rebecca, and I lovingly licked and sucked her pussy for all I was worth! Mistress Rebecca was busy raining down swat after swat on my sore bottom! Each swat seemed to cut into me, and my ass was on fire from the punishments! It was hard to concentrate on pleasing Lady Debbie, but I pushed my own limits until Lady Debbie was howling in her own thrones of passion! I felt Lady Debbie release my head as she slumped into the chair in front of me, her eyes connecting with my own and that wicked mischiveous smile on her face! Mistress Rebecca was giving me a few finale swats before she stopped her assault on my poor punished and flaming behind! I was breathing heavy and sobbing as the tears ran down my face washing the wetness from two sexually satisfied women's orgasms. Mistress Rebecca told me to stay right where I was, because after a short break she was going to start with the four punishments that I have earned! "Stay right where I was", I thought? Where could I go? Mistress likes to torment me in so many ways! Lady Debbie got up and stood next to my head. I could still smell her aroma as she stood close to me stroking my hair. She bent down and whispered into my ear as her hand found my dripping cock! "I know just what to do with naughty little slave boys like you paul!" "And this poor little cock is going to be punished when I get my turn on you paul!" "Your moans will be nothing like the ones when I teased your little butt either!" I shivered in anticipation of Lady Debbie's threats, and as her words were whispered into my ear, my cock was swelling in her hand! I couldn't help myself, the she was warning me of the intense pain my cock would soon be feeling, and it was growing larger as she was speaking! Lady Debbie just chuckled and laughed as she let go of my member and got up to check on Mistress Rebecca. As Lady Debbie walked behind me, she paused to toy with the butt plug again, and she pulled on it and twisted it back and forth again! Then, while I was moaning louder again, she slapped my red stripped butt cheeks hard, as she walked away! After a short rest, my two Mistresses walked back into the dungeon looking all refreshed, and to my worry, ready for much more! Mistress Rebecca stood on one side of me while Lady Debbie was on the other. They both began to release me from my bondage, and helped me to my feet. I was lead down the hall to the bathroom and told to relieve myself, but to not touch the butt plug. I accepted the warnings and hobbled as best I could with the large plug embedded deep in my butt. After my brief pit stop, I was ushered back into the dungeon where I was commanded to stretch out back on the horse, this time face up! After Mistress Rebecca resecured me in the new position, she proceeded to inform me of how rude I had acted in front of our guest. I watched as Lady Debbie just smiled and grined as she knew my punishments would be cruel! Mistress Rebecca reminded me that I would now receive four punishments for disobeying her and acting rudely in front of our new guest. I watched again in horror as Mistress Rebecca retrieved the short penis whip. This whip was a multi-braded leather whip. The tails of the whip were soft suede leather, much like those you see on a fringed jacket. My cock was rising to the occassion, and it was not all of it's own doing either! Lady Debbie was fondling my cock and balls, which were groing steadily larger. I was about to protest, and beg and plead with Mistress Rebecca for mercy, but I know that would only worsen the situation for me. Once I have earned a punishment, Mistress will not ever back down or allow me mercy. I learned the hard way many times before, that if I earned the punishment, then I must accept it. In the past if I had begged for mercy, Mistress would double or triple the punishment just because I asked her to stop! I knew that would not work this time either! Mistress Rebecca handed the short whip to Lady Debbie and told her she would have the honors of starting with this punishment! And while Lady Deb was whipping me, Mistress straddled my face and lowered her crotch over my mouth and nose! Mistress Rebecca then told me to put my tongue and mouth to good use, while she observed Lady Debbie! Since Mistress was facing my penis punishment, her asshole was planted right on my nose. I was forced to inhale her back door deeply as the first crack of the whip caused me to gasp! I tongued and sucked at Mistress Rebecca's hole wildly! But there was no way to move my head or my nose. I was trapped and forced to inhale my Mistress as she just settled in for the ride! Lady Debbie was enjoying her time with the whip! I was being expertly flogged from my balls to the tip of my cockhead! Over and over the swats would move all around my genetailia! My hips were bucking with each contact of the whip, but being securely tied down I was just jerking to the touch of Lady Debbie's whip. Mistress Rebecca was rocking on my face now, and each time she would pivot, she would just grind my nose farther into her asshole. My head was reeling from the mixed smells of her pussy and asshole invading my senses! Without warning the swatting at my crotch had stopped and Mistress Rebecca was climbing off of me. Next, she came over to me, my face shining from her juices, and in her hand was a wash cloth. She wiped my face clean and spoke about how we can't have a messy face for our guest to mount now can we?! But before Lady Debbie climbed aboard, she was holding a set of the nipple clamps and asking Mistress Rebecca if it would be alright to use these. "That is an excellent idea Deb!" "Why don't you work his nipples good with these, and I will have a go at his penis with the whip"! Lady Debbie took her place on my face, and after she settled down, her asshole was pressed tight against my nose too! The two Mistresses were definitely different as Lady Debbie's pussy tasted great and her asshole was stronger and more pungent then Mistress Rebecca's! Suddenly, I moaned loudly into Lady Debbie's pussy, as both the whip lashed out at my penis and the nipple clamp was cutting into my tit! Mistress Rebecca was standing on the opposite side that Lady Deb was on, and now my cock and balls were being attacked from a different angle! Another loud moan shot up through Lady Deb's pussy as the other clamp bit down into my nipple! Then Lady Debbie started to twist and pull on the nipple clamps, forcing them to bite into my flesch! Soon, the pain in my nipples subsided or the pain in my crotch became more intense! But all I could think about was making my punishment stop! I was not even conscience about my oral servitude at the moment, as my cock and balls and even my nipples were fading into numbness! And like my Mistress had done, Lady Debbie was slowly rocking on my face, and I could hear her moaning loudly. I must have made her cum as my mouth was being flooded by her juices and I had to swallow repeatedly to drink down her cum! The next thing I realized was that my penis whipping had stopped, and lady Debbie was standing beside me smilling down on me! I was untied again and allowed to rest for a few minutes. I looked down at my swollen cock and balls, and they were completely red and stripped from the whipping! The nipple clamps were still on me, and I suddenly realized that the butt plug was still inside of me! I was covered in sweat, and grabbed a towel to dry off. Mistress then told me to wipe down the horse and stretch back over it, face down! I did as I was told, and once again my Mistresses reattached the cuffs and secured me to the horse. "Well, paul, I see you have taken two of your punishments so far, ready for the next one?" Two, I said questioning my Mistress?? I thought that I was on number three? "Well, technically, number three isn't quite over yet, so we really can't count it yet!" With that, Lady Debbie released the nipple clamps and then pinched my nipples as the blood flowed back into them! I howled in pain when that was done, only to the delight of Mistress Rebecca who was right there to rain down swat after swat with her crop on my already sore and inflamed ass! "Paul, now you know we can't have you screaming out like that!" I accepted her additional swats with the crop, which caused me to jump once again as they renewed my already sore and tender butt! "Deb, why don't you remove that plug that has been stretching paul's hole for so long". "We don't need that in the way of his next punishment!" Lady Debbie was teasing my asshole again as she first twisted and rotated the butt plug before trying to pull it out! Then she pulled on the plug but was purposely pulling the plug out very slowly, allowing the most pain and agony she could inflict on my poor stretched hole! Once again, she stopped when the widest part was at my anus stretching it to the limit! Then finally it was out! Mistress Rebecca had an "Ace" bandage in her hand as she grabbed the butt plug from Lady Debbie. "This is how we stop a whiny loud slave Deb!" Then Mistress shoved the hot butt plug under my nose and told me to open wide! I hesitated for only a minute as the crop was swatted across my butt very hard! I opened my mouth as the wet plug was shoved into me. I was about to gag, but soon adjusted to it's size. Mistress then went about her duty of wrapping the Ace bandage around my head to hold the plug in place! "There, that will keep him quiet while he receives his next punishment!" Once again Lady Debbie reattached the nipple clamps and my moaning was very loud this time, as the pain seared through my chest! "Yes paul, go ahead and scream, the gag will keep you down to a muffled moan!" "By the way, you were right, the nipple clamps were punishment number three, but I think we will just keep on re-tormenting them anyway!" Next, Mistress instructed me to accept the cropping on my butt as punishment number four! I was confused at first, because my ass was already beaten as punishment. But then I felt a set of hands pulling my punished butt cheeks wide apart. Then a new seering pain shot through me! Mistress was cropping my ass crack, and the first few swats landed directly on my punished asshole! I was jerking wildly with each swat. Mistress aimed each swat to really hit the target and I was jerking and flopping and howling into my gag! It stopped just as quickly as it started, but then the nipple clamps were removed again! My nipples were rubbed, pinched and twisted as the hands were working the blood flow back into them! Then the nipple play stopped too, and the hands were now pulling my butt cheeks apart again. I can only assume that Lady Debbie was yeilding the crop now! These swats were much harder than Mistress Rebecca's, or so they seemed. Over and over again, I jerked and twisted in my bonds trying to get free or get away from the swats! Nothing I could do would stop this punishment, and then I heard Mistress talking again! "You will learn paul, I told you that your punishment would be severe!" "I hope you will not dissapoint me in the future either!" The cropping of my punished asshole continued, as Lady Debbie assulted my crack with the crop! Over and over again! I was so glad when my Mistresses stopped! I was ready to agree to anything to not let them crop me again! Mistress Rebecca told me to relax and rest for a bit before accepting my final punishments! The word punishments, (pural), rang through my head! I wondered just what it would be and how much more could I take! Then I saw them standing before me, my Mistresses wearing two of the biggest strap-on dildos we have!. "You will surrender your butt to me now paul!" "I know how much you crave a good dildoing, that is why I needed to punish your little asshole first, so you will remember that this is your punishment, not for your pleasure". "This will be an equally severe punishment paul, as we are going to rape your asshole with these big dildos, nice and hard and long!" "And when Debbie is done punishing your hole, I will have my turn at raping your hole and reaming your butt very good! As the butterflies were churning in my stomach, I heard Lady Debbie talking to me too! "Yes paul, and remember when I told you I had a special surprise for you?" "Well, I am giving you a special treat by using lots of lube on this huge dildo for you!" "It might smell funny, that is because the lube is "Vick's Vapor Rub"! "I do hope you will thank me later with a nice long oral service like before?" I will be sure and leave one of these huge dildos embedded deep in your hole while you service me too!" I wouldn't want to leave a hole gapping open like that, it is so unbecoming, don't you think so Becca?" Mistress just laughed and chimed in about Deb's wicked mind being equal to her own! Then Lady Deb's huge shaft entered me. The Vick's was very cold at first, but the pain from stretching my very sore asshole soon had my complete attention! Then I realized that Deb was working the dildo deep into me! With each stroke she drove the huge shaft deeper into my rectum. Finally I felt her hips and thighs against my hot buttocks! After waiting for a moment or two, she pulled out, all the way out, and then she let me have it! Wham, all twelve inches were shoved hard into me! Again, full deep thrusts as Lady Debbie pulled out completely then rammed her strap-on in to my depths! Each hard thrust caused me to gasp into the gag, and it was a strange sound as the butt plug muffled my gutteral moans! I lost track of the time, and it felt like an eternity while Lady Debbie hammered her massive dildo into my punished and abused asshole! The Vick's had caused a hot burning itch deep in my rectum which made me yearn for another thrust, like an itch I couldn't scratch! Then I felt a coolness and a void back there, as air was passing into my stretched and dialated hole. I wondered if my Mistress tag team was switching partners when The searing clamps were put back on my nipples! Owwwie, tried to come out of my gagged mouth. Then Mistress Rebecca was at my asshole, her strap-on just touching my hole. Then without warning a new invader plunged into my depths! Like Lady Deb, Mistress pushed deep into me, making the entire length penetrate my punished hole! With each deep thrust of Mistresses dildo, my inner rectum seemed to heat up, and that itch was back tormenting me! First the itch then the deep plunge of the strapon as it stretched and reamed my hole! Yes, my Mistresses raped my asshole very good, or very severely! I was one punished slave when my Mistress released me! The tears had left my face wet with shame. Mistress Rebecca removed my butt plug gag and I immediately thanked her and Lady Deb for punishing me! I repeatedly said I was sorry for everything that I did, and I would never again displease her or embarress her the way I did! Mistress then told me to kneel before Lady Deb and give her a very nice long oral orgasm! Lady Debbie was true to her word too, because as I kneeled before her, she handed her huge dildo to Mistress Rebecca, and told her to bury it deep! I moaned aloud when Mistress did just that! Then I spent the next twenty minutes lovingly licking and sucking Lady Debbie's delicious pussy! Later that night, Mistress Rebecca finally removed the nipple clamps, and offered me an orgasm for being a good slave. I squirmed in pain as Mistress rubbed and stroked my punished cock, but I was able to have a very nice long orgasm myself, which left a larger than normal puddle of cum in Lady Debbie's hands! Mistress then commanded me to clean Deb's hands with my tongue as she slowly removed the huge strap-on from my raped asshole! Mistress commented on how wide open my hole was, and Lady Debbie leaned over to see also! I was ordered to clean up the dungeon and the toys, and shower before being allowed to sleep. Tomorrow, Mistress promised another fun filled day with Lady Debbie! -- Pursuant to the Berne Convention, this work is copyright with all rights reserved by its author unless explicitly indicated. +---------------------------------------------------------------------------+ | alt.sex.stories.moderated ----- send stories to: | | FAQ: Moderator: | +---------------------------------------------------------------------------+ |Archive: Hosted by Alt.Sex.Stories Text Repository | |, an entity supported entirely by donations. | +---------------------------------------------------------------------------+