Homework Assignment

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owned_sissy
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Joined: Wed Mar 19, 2014 4:35 pm

Homework Assignment

Post by owned_sissy »

Earlier this week my Keyholder took the kids out for a few hours, and assigned me the task of writing a fantasy. If you want a detailed account behind the story, and what she ended up doing with it, take a look at my posts in The Journey Form.

It’s Friday night, and my wife is out with her friends having fun. I’ve been left with a strict set of instructions, get the kids to bed, put on the outfit she’s assembled for me left out on the bed, and wait patiently for her return. The kids and I pass the time while I day dream about what this evening’s events will entail, the feel of my permanently swollen inadequate cock straining against its cage allows me to think about little else. After 15 days without cumming, and my cock only twice being let of its cage for teasing, my balls ache so terribly I can barely sit down. It’s a constant battle in my mind between praying she will allow me to cum, and at the same time wishing she’d continue to tease and deny me forever, never letting me out from under her control. I glance up at the clock and realize it’s time to take the kids upstairs, we go through their normal bedtime routine, potty, books, hugs, kisses, etc., and before I know it, they’re off to sleep.
“You’ve got 15 minutes to send me a picture of you dressed in the outfit I left for you slut. DON’T BE LATE, OR YOU’LL REGRET IT!” Fifteen minutes? I haven’t even been up to the bedroom yet, I swear she sets these deadlines knowing I can’t meet them. I quickly race upstairs and find the following on the bed; red 5 inch high heels, black large fishnet stockings with red tops, black lacy crotchless panties with red bows on the front and back, a black lacy bra, a red incredibly short and tight skirt with holes all over it leaving nothing to the imagination, a very large black butt plug, and an assortment of makeup. I glace at the clock……14 minutes. I immediately kneel down and apply a liberal amount of lube to the enormous butt plug. I begin to ease it into my ass, while trying to move as quickly as possible. I know I’m on a time limit, but the thing is huge, it takes me four minutes just to work it all the way in, I notice a large drip of cum leaking from my cage and instinctually reach down to wipe it away, bringing my cum covered finger to my mouth and licking it off, just like I’ve been trained. Look at the clock….10 minutes. From there, I quickly slip on the bra and panties, carefully brining my cage through the opening of the underwear. Time for the fishnets, I always have trouble with these, Mistress insists the seams be straight, and I’ve taken far too many spankings to do it any other way. I finally get them straight, but look over at the clock and realize it’s taken me 6 minutes to do so, only 4 minutes left. I hear the familiar sound of an incoming text message, “Four minutes left whore, if I don’t get the picture in time, I’ll be sharing it with all my friends.” “Could she be serious”, I thought. No matter now, I need to get done on time, I quickly pulled the dress over my head and pulled it all the way down, it hugged my body tightly and was barely long enough to cover my ass. At this point, I realized I had never seen the red heels before, she must have bought me something new, as I step into them, I notice they have ankle straps and tiny locks just like the one on my cock cage. Pretty obvious what to do from here, I fasten the ankle straps and click the locks shut. Glance at the clock, one minute left, but I haven’t put my makeup on yet. Surely she won’t notice, I’ll just send the pic and apply it after, then I’ll make my deadline. I stand in front of our full length mirror, quickly snap the picture with my phone and send it off with a few seconds to spare. Satisfied, I get to work on applying my makeup; the eyeliner and mascara go on quickly. Just as I begin to apply my fuck-me red lipstick (the only color Mistress allows), I hear the phone again, “Did you think I wouldn’t notice that your makeup isn’t done, you stupid slut, not only are you late, but you lied to me, you know what I must do.” I felt my blood pressure drop as I read the message; would she really show the picture to her friends? Surely she wouldn’t risk the impact that could have on our lives, then again, she wasn’t one to make idle threats. With my lipstick applied, only one task remained, wait patiently for her return.

Waiting patiently turned out to me the most difficult task of the night, how on earth could I wait patiently, wondering if there were five thirty-something women ten miles away at a bar laughing hysterically at the ridiculous picture I sent to Mistress? I tried to relax, maybe she just wanted me to know how serious she was, and she really didn’t do it. I sat nervously on the bed for an hour before I heard the sound of my phone again, “Assume the position in front of the back door.” I carefully navigated the stairs in my hooker heels and made my way to the kitchen, kneeling as I had so many times before. It didn’t take long before I heard the familiar sound of footsteps coming up the back steps; I immediately averted my eyes and look down at the floor.

The door opened, making barely a sound, before I could even see anyone, I heard, “Here she is, just like I told you she’d be.” Before my confused mind could figure out who she may be talking to, I heard the sound of hysterical laughter. “I can’t believe it, she really is here!” My mind raced, is this really what it seems to be, did she really bring a friend home from the bar with her? As the wheels turned in my mind, they came in and closed the door behind them. “Look up slut”, Mistress said. I paused, how could I look up and make eye contact with this woman. I felt a sharp slap across the face, “I said look up, you stupid whore!” Hearing the authority in her voice, I looked up slowly to see her friend Joan, whom I had met several times before, standing there with a red face and a huge smile, trying unsuccessfully to hold back her laughter. It became obvious at this point that they were both quite intoxicated. It seemed like a dream, how did I get here, was this really happening? Mistress walked by me and opened a drawer, removing a wooden spoon. Knowing full well what was about to happen, I changed positions to my hands and knees, my head was now right at the feet of Joan. Just as my hands touched the cold floor, I felt the familiar sharp crack across my ass, it was followed by at least twenty more, each accompanied by a quiet yelp. “This is what you get when you don’t follow instructions slut, you’re so worthless.” “My friends and I had quite a laugh at your ridiculous picture, and Joan here was more intrigued than anyone, she needed to see it with her own eyes to believe it.” “Now that you’ve been corrected, Joan and I are going to go and sit in the living room; you may make each of us a drink and deliver it…..don’t take too long sweetheart.” With that, they both giggled and walked out of the kitchen. I slowly stood up, not knowing what to do with myself, how could she expose my secret to another person? There was nothing else to do, it wasn’t like I could run outside dressed like this, so I began to make two Jack and Coke’s.

Once the two drinks were made, I picked them up and carefully began to walk into the living room in my 5 inch heels, each step seeming to echo on the wood floor the closer I got. As I rounded the corner into the living room, I felt like my face was as red as the dress I was wearing. I slowly handed each of them their drinks, and stepped back waiting for further instructions. “Chrissy I know you told me it was small, but I have never seen a cock that tiny, I see why you keep it locked up, it’s not like it’s good for anything.” Hearing those words made my already raging cock strain against the cage, I could feel my balls being pulled away from my body by the base ring of the device. “She could never please a woman with that thing, so I keep him locked up at all times, you’d be amazed what it does for her attention span.” “Tell her how long it’s been since you last had an orgasm my slut.” “Fifteen days Mistress.” “I said tell her, you dumb whore.” “Fifteen days Mistress Joan.” “Oh, I see Mistress Chrissy has taught the dirty whore good manners.” Much to my amazement, while Joan was saying this, she reached out and gave my aching balls a sharp swat, it slightly doubled me over and bent my knees, again I stood up straight. “Do a little turn for her slut”, Mistress Chrissy said. As I slowly and provocatively turned around, I felt someone reach out to give my butt plug a nudge, it was followed by a sultry moan. I finished my turn and faced them, eyes on the floor. “I’m very impressed Mistress Chrissy, she’s exactly what you described in the bar, I wish you would have told me about this sooner.” “Now that you know, we’ll be able to talk about her training all the time!” Mistress Chrissy said enthusiastically. They each sipped their drinks and were clearly getting more intoxicated, “You may go upstairs now slut,” Mistress Chrissy said.

As I again slowly navigated the stairs to our bedroom, I found myself again wondering if this was really happening, I cursed myself for not getting the picture done in time, I’d brought this on myself. I got to our bedroom and laid down on the bed, having no clue what would happen next. While I could not hear the exact conversation going on down stairs, I did hear lot of laughter and more drinks being made. Then I heard it, the distinct sound of two sets of footsteps coming up the stairs, I immediately jumped up and assumed the position at the top of the steps. While looking down at the floor, I saw two beautiful women round the corner in nothing but their bras and panties. Again I felt the familiar feeling of my cock straining against its cage. They walked right by me like I wasn’t even there, “I want to read this contract.” Mistress Joan said. Mistress Joan sat on the bed and Mistress Chrissy handed her the contract from the nightstand drawer. “I see, there is some very interesting stuff in here,” Mistress Joan said. “Do you really make her eat her own cum!?” she asked. “Of course, I make her eat her cum!” Mistress Chrissy responded firmly, “my training is designed to make her into the dirtiest little whore possible, all whores love the taste of cum!” “I remember when he used to beg me to let him cum in my mouth years ago, now I can’t believe I ever even sucked that tiny little thing.” As they were talking, I heard rustling under the bed, where keep all our toys.

“Today’s lesson is going to be how to take two cocks at once, every slut needs to know how to service multiple dicks, this is the first step towards getting her ready for the gangbang we discussed at the bar tonight”, Mistress Chrissy said to Mistress Joan. “I had her wear the extra large plug so her pussy would be nice and loose for us tonight.” Out of the corner of my eye, I could see them helping each other with attaching their strap on cocks, Mistress Chrissy was wearing her all too familiar, 8 inch black dick, but Mistress Joan was wearing something I hadn’t seen before. I’ve been teasing the slut all week, telling her I was expecting something new and exciting in the mail, I bet she never thought it was a 10 inch black cock” Mistress Chrissy said to Mistress Joan as the both laughed loudly. My eyes grew larger as I watched the two beautiful cocks swing from their hips, “She’s only allowed to take black cocks, no tiny, insignificant white dicks like the one she has” Mistress Chrissy said. “Hands and knees, slut!”, before Mistress Joan could get the words completely out of her mouth, my hands were already on the carpet. Mistress Chrissy took her familiar place behind me, I felt my dress slide up just a enough, and my crotchless panties spread, then a tug on my plug, before I could even begin to enjoy the feeling, I took a sharp slap across the face with Mistress Joan’s gigantic black dick, “You like that shit, don’t you whore!” “Yes Mistress”, I said meekly. “Tell me what I want to hear slut, tell me what you like!”, she yelled as the cock came across my other cheek even harder, “I love when you slap me with your huge cock Mistress.” Just as I finished talking, I felt the huge head of Mistress Chrissy’s cock enter me with no warning, in no time, she was balls deep in my pussy, the butt plug had done its job, I was ready for cock. I immediately began to moan and beg for dick as Mistress Chrissy had taught me so many times, but I couldn’t get it out before Mistress Joan shoved her monster cock deep down my throat, though I’m sure to anyone watching, it would look like hardly any of the dick was in my mouth. Things immediately got rough, Mistress Chrissy’s black dick was ripping my pussy open, and I could begin to feel tears on my cheeks as Mistress Joan gagged me over and over again on her 10 inch monster. “That’s it you whore, you know you like taking two cocks at once!” They were both screaming so many obscenities at me; I could barely make them out. Every few minutes Mistress Joan pulled her cock out, and I instinctually stuck my tongue out like a porn star so she could slap her dick on it. Mistress Chrissy on the other hand, was not pulling her cock out, she was burying it up to the hilt with each stroke, pulling it all the way out to the head each time so I could feel every vein in it. Mistress Joan pulled out again, this time putting her hand under my chin and pulling it up so I was looking right at her, “Look at you, you filthy dirty cock whore, you’ve got tear marks down your cheeks from your mascara and eye liner, and your fuck-me red lipstick is smeared all over your face, tell me you love it!” Mistress Chrissy was laughing hysterically as I gave her what she asked for, “I love taking two huge black dicks Mistress, I love it when you treat me like the filthy slut that I am, fuck me, choke me, slap me, I’ll take cock anyway I can get it Mistress, I am a complete cock whore and I can’t get enough of it.” “That was quite a speech”, Mistress Chrissy said, I think you’ve earned a reward. With that, she removed the ever-present key from its rightful place around her neck and handed it to Mistress Joan.

Mistress Joan waved the key back in forth in front of my face and Mistress Chrissy continued to relentlessly punish my filthy cunt with her huge black dick, they’d been fucking me non-stop for over an hour. Still, I couldn’t take my eyes off the key, it was mesmerizing….intoxicating. Before I knew it, she was sliding herself underneath me and fitting the key into the lock, I was shaking as she set my tiny dick free for only the 3rd time in 15 days. “Look how hard the tiny little thing is getting!”, Mistress Joan exclaimed. She immediately grabbed my cock and began to stroke it vigorously, it was terribly sensitive, combined with Mistress Chrissy’s dick deep in my pussy, I was ready to cum in 45 seconds, “PLEASE LET ME CUM MISTRESS, I CAN’T TAKE ANYMORE!”, I screamed. “You may cum slut, but you have to clean up your mess as always.” “Yes Mistress, I’ll do anything you say Mistress!” Before I could even get the words out, Mistress Joan was lining my cock up with hers and I was drenching all ten inches in 15 days of built-up, sticky, hot semen. The orgasm was earth shattering, 15 days of waiting, combined with an 8 inch black dick buried up to the balls in my cunt, I didn’t even get to enjoy the last few convulsions before I felt Mistress Joan’s and Mistress Chrissy’s hands on the back of my head, I knew what was coming next…..I didn’t resist. Though completely humiliated and embarrassed after cumming, I commenced to lick and slurp every drop of hot, salty sperm off of the 10 inch black dick. I was as filthy and slutty as I could possibly be, mixing it with spit and graphically swallowing it down, getting stick cum all over my face. At the same time, Mistress Joan was wiping up what I spilled and feeding it to me, all the while with Mistress Chrissy’s cock buried to the hilt in my pussy.

The cock came out all at once, follow by a yelp, “Get your cage back on and go to bed slut!” “And don’t even thinking about washing your face, you need to get used to the feeling of having cum all over you” Mistress Chrissy exclaimed. With that, they both walked down the stairs laughing. I got up, put my cage back on, and pulled down my skirt. I always feel so relieved the moment I hear the lock click shut, a constant reminder of who’s in charge. It took about an hour, but I eventually fell asleep with warm sticky cum all over my face, waking up the next morning with it completely crusty and dried, Mistress Chrissy by my side fast asleep.
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Happily secured by my Wife/Mistress/Keyholder in a Mature Metal Jailbird.
TwistedMister
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Re: Homework Assignment

Post by TwistedMister »

Not a bad story, got me hard.

But, it would have been easier reading with more paragraph breaks, especially with the quoted conversations. Also needs more attention to details in spelling and grammar. Don't take these criticisms too harshly- I recently began reading an advance copy of a book written by a professional author and I am amazed by the number of errors in it.
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04/07/19 "And then I 'punished' you by making you lick my pussy after I let my other 'boy' fuck me." --Mrs. Twisted
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