8 comments/ 138101 views/ 66 favorites Sissy Shopping By: Candour My first story, finally edited and tidied up. I hope you enjoy it, I enjoyed writing it. --------- You were standing in your local department store in the make up section, looking for foundation. Not too sure what you are doing, and must have looked a little lost as one of the sales girls came up quietly behind you. She was a delightfully pretty 18 year old girl in her livery; navy blue uniform, crisp white blouse with a name tag of Maria, tight navy skirt showing off her perfect ass, black seamed stockings and 5" black heels with ankle straps. She stands taller than you, around 6', and looked young, sweet and innocent, although with maybe just a hint of mischief in her eyes. "Hi, you look a little lost, can I help?" she asked, in a soft, lilting voice "Oh, um, I was just looking for some foundation, for my um, girlfriend." "Ah of course you were, why don't you come with me and I'll help you find the perfect one for you. What sort of skin tone does your, ahem, girlfriend have?" "Oh well um... I'm not sure." "Is it like yours maybe? You have such pretty skin, is she as cute and pretty as you?" "Oh um yes I guess it's quite similar." You say, blushing brightly. "Perfect. Well you'll need quite a thick foundation I should think, and you look so pretty blushing like that some blusher too. All the boys will be after you, sorry I mean your 'girlfriend' of course." "Yes, yes that will be great", you quickly reply, desperate to leave and hide. "No, no, you aren't done yet; you wouldn't want to only look half made up would you? What about the rest of your make up, do you have eye shadow, eyeliner, lipstick, lip-gloss? I bet you don't even have nail varnish do you?" "Um, well I'm not sure what my girlfriend has..." "Oh, don't be silly. This isn't for your girlfriend at all; you probably haven't ever even had one. Now answer my question." "No I'm sorry, I don't have anything." You quietly say, looking at the floor. You notice her fiddling with one of her ankle straps before slipping her stockinged foot out of her shoe. You are still staring as she starts running her foot up her other stocking, then down again, stroking her shoe before slipping it in and out of the gap between heel and shoe. "Do you like my shoes?" Maria suddenly asks. "Oh! Um I wasn't, well I..." "Yes of course you were, you were looking at me playing with my shoes and stockings. You must have a shoe fetish as well as being a sissy, how cute! I wonder what you liked the most? Was it me stroking my stockings? Do you like the seams running all the way up to my suspender belt? Ooh actually today you're very lucky as I'm not wearing suspenders like I normally do." You look a little disappointed as she said this, then she suddenly said "No, today I'm wearing a fully boned corset with attached 8 suspender clips, do you like the way it gives me this beautiful figure and pushes my boobs up?" You must have been staring mute at her breasts for only a short moment, although it felt like forever until she suddenly said, "Maybe, maybe you were looking at my shoes? They have such delicate, long, thin, stiletto 5" heels on these. They are my favourite and I always feel horny wearing them. Sometimes I like to play with myself with them, sliding the toes into my pussy to get the soft leather nice and wet before rubbing my clitoris with the points of the toe. Then I slide the other heels into my mouth and suck on them while I fuck myself. I bet you were thinking of something similar, sucking and fucking my shoes." I stared fixated as she slid her foot back in to her shoe before reattaching the strap and then walked behind the counter hiding everything from me except the by now huge erection trapped inside my silk panties. "So anyway," she said, "we were working out all the things you'll need to be the prettiest sissy you can be, weren't we?" She started to select some items from the counters before saying "Oh I know, we have a lovely starter kit here, they are just new in our Pink Princess range. You'd like to be a pink princess wouldn't you Sissy? I think I'll call you Sissy from now on; you look like a frilly, pretty, lacy girly Sissy. And I can see by your crotch that you think so too." By now you are so desperate for relief you can only agree with anything she says and reply, "Yes that's right." "What is?" You blush again, "Um what you said..." "What did I say? I want to hear you say it, it would make me so wet" she said as she slipped one hand into her blouse making sure I could see she was playing with her nipple. "Tell me what you are," she breathed in a husky voice that goes straight to your crotch and you burst out "I'm a silly frilly girly pretty lacy pink princess with bows in her hair". You have no idea where that all came from, especially the bit about the bows, but it certainly seemed to do the trick for Maria who had closed her eyes and now had her other hand down the front of her skirt. "Say it again... Now" She looks so sexy playing with herself in her gorgeous uniform. Her other nipple was sticking very obviously out as you say "I'm a slutty pretty sissy princess in silky lacy underwear, a pretty pink girly dress and sexy, slutty fuck me shoes" "Mmmmmm, God yes." she whimpers as she shudders her way toward orgasm, "Now tell me how you imagine you are being fucked when you are all dressed up." You quickly tell her without even thinking your most frequent fantasy which springs to mind unbidden. "I'm on my knees all dressed up in pink with a man stood in front of me, I reach forward and unzip his trousers, feeling his powerful erection through the material as it grows with each caress. The size scares me a little as it jumps out of his trousers, slapping my face suddenly with the full weight of his cock. "Good little girl" he says as he grabs me around my neck and guides his cock towards my lips." "Yes more, more" she quietly squeals frantically fingering herself. "He presses his giant cock against my lips forcing his way gently but firmly into my mouth as I stretch it open wide to take him all the way into me. More and more of his hot, thick manhood slides into my mouth, the tip of it pushing into my tongue before being guided upwards towards my throat. I hope he will stop but he doesn't and he pushes up against the back of my mouth threatening to make me gag, before he pulls out and begins to mouth fuck me. He holds my neck firmly and speeds up, filling my mouth over and over with his beautiful penis. 'Good girl', he says, 'suck my cock, you love it you filthy little slut whore.' Suddenly Maria squealed again, this time without words as she violently came, her panties soaked with her juices. Recovering slightly and remembering where she was, she quickly adjusted her clothes that had become a little disarrayed. "Hmm," she said, "thank you. Perhaps I can do a little favour for you now? How would you like to come to my place tomorrow night and I'll help you with your make up? Would you like that?" You can't believe your luck and immediately say, "Yes please!" "Well let's just sort out everything you'll need from here." she tells you, and quickly rings up a whole load of items including the starter kit. "Now, what about clothes?" She asks you, "Do you have anything to wear? What about underwear?" "Just the panties I'm wearing Maria, I'm sorry." "Ooh you are wearing some now?" She says, reaching across towards your trousers. You back up slightly out of her reach, which causes her pretty smiling face to suddenly become extremely angry. "Don't you dare disobey me!" she says, "you are my little bitch now and you'll do what I fucking say, now as punishment for stopping me looking down your trousers you'll pull them down instead and show me." You gulp and hesitate, looking around to see if anyone was nearby. This prompts Maria to lean forward and slap you hard across the face. "Right you fucking whore, you are going to drop your trousers right now otherwise you can forget ever seeing me again. Now!" You undo your trousers as quickly as you can and drop them down round your ankles, revealing the pretty yellow panties you have been wearing. "Oh how delightful," Maria giggles, "but you're going to need more than just panties for tomorrow night. It's time for my lunch break. Lets go shopping! You can pull your trousers back up now, although it doesn't look like you've got much to hide." You quickly do so, and then follow Maria out of the store. She takes your hand and takes you to a nearby lingerie store that seems to specialise in very girly frilly clothing. "Okay you stand here and choose some underwear. I'm going to go and talk to the sales girl." Maria walks over to the counter and starts chatting. You can't hear her that well, but you make out the occasional words as they look at you giggling. "Tomorrow night" you hear Maria say, shortly followed by "Fucked hard" and "lucky girl". Maria finishes talking and walks back over to you, and asks what lingerie you've found. You suddenly remember you were supposed to have been choosing something, and quickly grab the first thing that you see and show it to Maria. She looks at it and giggles, "Ooh they are nice, they even say 'Fuck Slut' on the back. But I think you'd look better in these." She hands you another pair of panties, pink frilly silk knickers with white satin bows around the edges, red hearts sewn around the main part, and pretty letters across the front that spell out "Sissy". "Oh look they're perfect, they have a little hole in the back in case you get lucky and pull a stud to ram his cock up your tight little sissy pussy, how wonderful. It even has more writing on the back, it reads Insert Here." giggles Maria. You follow Maria around the store and hold on to the items that she picks out for you. One after the other, she picks out some pink, fine stockings, an overly frilly petticoat that looks almost solid frills and a hot pink and black latex nipple-less corset with attached suspenders. This is then followed by a very pretty dress with lots of lace and bows, and a nice puffed out skirt wide enough to take the petticoats underneath. Last comes a pair of 6-inch stiletto heels, patent black leather with pink uppers and a lockable band that goes around the ankle. You are led by the hand to the back of the store to the changing rooms, and you both walk into the first one, pulling the curtain across behind you. Maria quickly strips you naked, before dressing you in your new outfit. After locking you into your new heels, she positions you in front of the mirror and you see yourself as a completely sissified slut standing with a beautiful young woman smiling wickedly standing behind you. She reaches around your body, and strokes your chest before sliding her hands inside your top and playing with your nipples. Leaving one hand teasing your nipples, she slowly runs her other hand down your body, her fingernails driving you crazy as you feel her tongue licking your ear and kissing your neck. You feel her hand reach your panties and she starts playing with your clitty making you groan with pleasure. "Tell you what, I can't wait to play with you properly, but why don't you put your hands behind your back a moment so I can reach you sissy clit more easily?" You reach your hands behind your back, grasping for Maria, but she's no longer there until you feel her take hold of your wrists roughly. The next thing you hear is the snick, snick of a pair of cuffs clicking around your wrists! You try and pull away, before realising the handcuff chain is around a pole holding you firmly in place. Shocked for a moment, you open your mouth to ask what is going on when something comes over the top of your head, then pulled in towards your mouth! Maria tightens the gag around your head, fastening the strap firmly and wriggling the gag into position. It's a funny shape, long and round, and you are still running your tongue over it when Maria whispers into your ear. "Hope you like cocks, you've got a nice big one in your mouth now! Now keep quiet for me, I'll be right back." You hear Maria move the curtain aside and slip back in to the main shop, returning back a few minutes later with an odd plastic and metal device in her hand. She ignores you as she makes some adjustments to the device, moving some parts along different straps before turning to face you again. "Well this just won't do; girls don't have cocks in their panties do they? Let's just get rid of that." She then starts slapping you, alternating between your face and cock, hitting you over and over until your erection goes down from all the torment. "Perfect, you look much more pretty now. Stay that way for me for a moment will you?" She takes the device and inserts your battered penis into a tube, before pushing your balls into a little chamber at the bottom of the tube. It's then closed and sealed before having a pair of small padlocks attached and locked tight. "Just to make sure you don't forget to visit me tomorrow." Maria giggles, placing a small card in your panties with her address on. "Come over at 8 O'clock, we can have some fun!" She tells you, as she leaves the shop after stuffing your clothes into her bag! After a few hours of customers laughing and giggling at you whenever they go to try clothes on, with some having a little play and then laughing more when they find the CBT device the shop finally closes. You are released by the shop owner and have to walk home in drag. The shop owner lends you a small, tight dress which reveals more than it hides before kicking you out on the street. She throws your wallet on to the floor next to you, which you quickly pick up, hoping to be able to get a taxi. Looking inside, you sigh as you see the empty place for your credit cards, and no cash either. You put it away and start walking home. Numerous wolf-whistles and drunken gropes later, you finally slip quietly into your apartment. Tired and exhausted you slump on to the bed, finally taking a look at the card that Maria had put in your panties. On one side was her name and address, and on the other instructions to shave all over before tomorrow. Despite everything, the clothing and humiliation you've suffered today leaves you incredibly horny, and seeing the card sends your hand quickly to your panties, eager for a play. The device around you completely prevents any kind of access however, and just leaves you frustrated all night long as you slowly shave your entire body. Next day finally comes, and you head in to work still wearing the cage and panties. Distracted all day long, you are a little surprised when you get a phone call. "Hello there Sissy! Hope you've been a good little girly princess and followed instructions? I bet you really enjoyed your time in the shop yesterday, I was laughing all afternoon thinking of all the things they would do to you! Now for your next task, which will be a lot easier if you've been good and shaved like I asked. I want you to go and buy some hair removal cream, and before you visit me this evening I want you to make sure every last trace of hair is gone and showered away. Oh and bring me a nice bottle of wine too; I like to enjoy a little tipple while playing with sissies. See you later!" After a trip to the chemist you arrive home, cover yourself in cream and then shower it all off. You put your new clothes into a bag and take a taxi to Maria's. It isn't too far, and you are very quickly at her door, ringing the bell. Maria answers the door, saying "Glad you made it, come on in." as she leads you inside. She looks even better than the previous day, and you feel your frustration even more as you take in her gorgeous form. Tiny, leather mini-skirt, black seamed stockings, knee-high leather high heeled boots already putting you firmly in your fantasies. Further up you see a tight black velvet corset with pink trim and a black choker around her neck revealed by her hair firmly put up. "Now why don't you go through there, get some glasses and bring them up to he bedroom. I'll take your clothes and the wine. Oh and make sure you are naked when you get there. I don't want to have to start the evening with a punishment." It doesn't take a moment to find the kitchen followed by the bedroom, and you walk in to the girliest, frilliest, pinkest bedroom you've ever seen. There is a large mirror on the dressing table, and a huge variety of make up arranged in front of it. Maria is already there on the bed, laying out your new clothes. She stands up as you enter, and points at her feet. "Stand there. I need to make sure you have followed orders. Well you've obviously shaved but not to the standard I require. Stand with your legs apart, shut up and stay still. I'll finish you off." Picking up some foam and a cut-throat razor, Maria walks grinning towards you before kneeling down in front of your caged penis. She removes the cage, then slowly, delicately covers you in foam and shaves you. You quickly get aroused from her touch, the feeling of fear and pleasure driving you to distraction. Eventually she is done, and you are now completely smooth. She then stands up in front of you, and without any warning slaps you hard across the face! "You'd better lose that hard-on quickly, slut, because I'm going to really start hurting you if you don't!" Maria tells you as she continues to slap your face and cock hard. It doesn't take much of this punishment to lose your erection, which satisfies Maria for the moment, at least enough for her to stop hitting you. She then kneels back down and swiftly encloses you again in the cage. "Much better, I don't like to see pathetic dicklets like that. Much nicer all wrapped up. Now sit down here and put your feet up so I can do your nails." Maria takes a small bottle of bright red nail varnish and proceeds to paint your nails, toes first and then fingers. It takes a little time to dry, during which Maria leaves you in the chair with a collar and chain on and secured to the wall. Ten minutes later Maria returns, and starts dressing you. Underwear first, the pretty pink sissy panties you had purchased the day before, along with your stockings and frilly negligée. Then your dress and shoes, before being sat down in front of the mirror for your make up. Lots of slutty thick make-up, deep red lips glossy and fuckable complete the look along with a curly, frizzy wig to top it off. A pair of falsies are slipped inside your top and held in place by your bra, perking you up nicely and giving you a very squeezable bosom. "I bet any man would love to be with you like this, they wouldn't just want to fuck your mouth they'd fuck you in the ass until you dripped with cum and couldn't walk for a week. Let's go have some play time and I'll take off that nasty cage, maybe we'll have sex and I'll get to fuck you, you sexy little slut." Maria takes you by the hand and leads you to another room, feeling tipsy after the wine. It's dark inside, and Maria leads you to the centre of the room, guiding you to a chair and sitting you down before kneeling down in front of you, leering as she looks straight in to your eyes, fixing you to the spot. She kisses you along the inside of your legs, running her long fingernails up your stockings giving you a feeling like electric up your spine. Standing up, she straddles you and grabs your crotch, forcing her tongue into your mouth. The feeling is incredible as you feel her invade your mouth as she roughly gropes you, and you move your hand and hold on to her thigh to pull yourself closer. Maria immediately stops playing with you and pulls your hand away, putting it back down at your side. Rubbing your crotch again, she stops kissing you and stretches up, pushing her breasts into your face. You enjoy the feel and smell of her perfect tits in your face and you sigh as you kiss them gently, putting your arm around Maria to get even closer. The moment your hand touches her waist however causes Maria to jump up and slap you again in the face, before shouting at you, making you cringe in front of her angry expression. Sissy Shopping "Filthy slut can't keep her hands off me, I'll have to do something about that. I want full access to your body without you interfering with my fun. Now stay still while I sort you out." Moving around behind you, she wraps a pair of handcuffs around your wrists. Trying to lift them you realise the cuffs are attached to the chair, and the chair is firmly fixed to the floor. While you are testing your new bounds, Maria drags over another piece of furniture, this one much larger and more complicated than your chair. She swings some of the parts aside and lines it up in front of you. Crouching down again, Maria takes your ankles and cuffs them in turn to the new table leaving you now fixed in place. You start to ask her a question, which prompts another hard slap to the face followed by a gag pushed up against your closed mouth. It's long and rounded, not a ball gag, and to make sure you take it in your mouth she holds your nose and forces it in. "Shut the fuck up, whore. You aren't allowed to make a noise unless I have told you to say how grateful you are for something." Once the gag is in, Maria ties the straps around your head quickly to keep it in place. She then places a harness on your head, attaching the gag to that to make sure it can't move. You notice that the gag has a hole in the middle, and you slide your tongue around it, exploring this big hard thing in your mouth. "Ah you noticed the hole did you Sissy? That's there so I can fuck your mouth with my strap-on if I ever find you worthy. But for now I'll give you something else to suck on." She picks up one of her dildos from a nearby shelf and pushes it into your unresisting mouth before clipping it to the gag. Done, Maria then goes back to tying a number of leather straps around your lower legs, bringing you in tightly to the padded leather. Next Maria clips a pair of covers to your head harness, acting as an effective blindfold. A pair of leather mittens are then placed over your hands and tied tightly at the wrist. You start to feel anxious as she continues to bind you, when you feel Maria run her sexy red fingernails along the inside of your stockinged thighs, brushing momentarily against your hairless balls causing you to shake with pleasure. You feel them running back up your leg again, and flinch slightly as you feel Maria breathe pleasurably into your ear. She slightly touches your penis, just enough to make you wiggle in your bondage before moving back down your legs again, breathing "Ahhh.." softly into your ear. All this attention is driving you crazy as you feel her run her hand up the inside of your leg, before sliding her fingers gently under the frilly edge of your panties, poking inside and stopping just short of your balls. She licks your ear lovingly, then whispers into your ear. "Now then sissy girl, I bet you'd like me to grab hold of your tiny little sissy clitoris wouldn't you. I bet my little pink princess would love me to take your pathetic excuse for a dick and run my tongue around it before taking it into my mouth and sucking your sissy juice out wouldn't you?" She starts running her fingernails in circles up and down the inside of your leg, never quite making contact with anything but your leg. "If you're a good little girly girl who does everything I say without being naughty then I'll make sure you get lots of oral sex tonight. I'll make sure you are fucked senseless by the end of the night, you'd like that wouldn't you, you little cum bucket? Now then I'm going to move you in a moment into a new position to make it easier for me to fuck you, so just behave and do what I say and you'll have a really fun and exciting evening with lots and lots of sex." You nod in agreement hurriedly and she rewards you with a quick stroke up and down your sissy clitoris. "Good girl, now just do what I say." She moves behind you and ties two new ropes, one to each arm. She then removes the handcuffs and tells you to stand up. You do so and again receive another quick reward of a grope. She tells you to slowly lean forwards and bend over the table, taking your cock in her hand. As you bend over she slides your cock into a hole seemingly designed for it and then gently but firmly pushes forwards and down on your back putting you now bent over at a right angle on top of the table or whatever it was that your legs are tied to. Maria then moves to the other end of the table and rapidly cuffs your wrists to what you assume are more table legs, leaving you with your backside sticking out. You smile to yourself, assuming that Maria is going to treat you to some anal sex before you get to have sex with her, and wriggle appreciatively as she systematically wraps a number of wide rather straps around your sissified body. She finishes with a pair of straps that are tightened harshly around your chest and waist, pressing you deep into the cushioned top of the table and completely restricting your movement. "Well done pretty sissy, you were so well behaved. Do you think you deserve a reward? A reward for being such a good slut who did everything her mistress told her to? Oh come on, surely you want a reward don't you? You only have to say the word and I'll take your tiny, minute little sissy clitty, if I can find it in your pretty pink panties, and suck it until you squirt your baby cream in my mouth." Desperate for some relief you try and say Yes yes yes! but you can't open your mouth around the big gag or move your tongue around the giant dildo forced into your throat! "Ah well, I guess you didn't want that blow job I was talking about earlier after all, but I think I'll give you a little reward anyway for being so quiet with that giant cock in your mouth." She takes hold of your cock again under the table and slides it into something soft and slippery, it almost feels like a mouth but it isn't warm enough. She slides just the tip of your small dick into the inviting hole and then stops. "Why don't you see if you can fuck that instead for a bit as a little reward." You eagerly wriggle around in your bonds to get as much movement as possible and manage to slide another couple inches of your cock in, now almost fully inserted as it's so small. Enjoying the amazing sex like feeling you fuck that cock sleeve as hard and fast as you can. Maria watches this momentarily and then rapidly starts tightening your restraints until you quickly realise you can't thrust any more! She then slides the sleeve down your clitty again until it once more covers just the very tip, and no more. "Well done, I hope you enjoyed your reward, I sure enjoyed watching you desperately fuck that piece of rubber like it was the most beautiful super model in the world. But then I guess if you're turned on by the thought of sex with my shoes then it's not that different. Now just stay there, I've got a few more preparations to make before I can begin the evening proper." You hear Maria walking around you, and feel your table shaking occasionally as various attachments are connected to it. You then feel some slippery fingers at your anus, roughly pushing inside you and scooping lubricant inside you. Very shortly after you feel a hard, large toy at your entrance being pushed inside you, and you feel it bumping inside as the ribs along the outside squeeze inside you. She keeps pushing until it's all the way in, deep inside and leaving your ass throbbing from the giant cock inside you. It seems to be attached to something, as you find your ass now pushed up into the air even further and held in place by the big dildo in your ass. You then hear a quiet motor whirring as the dildo is slowly removed, and then whirring louder as it is pushed smoothly back inside, ribs giving you a wonderful feeling as they go in. Seemingly happy, Maria leaves it deep inside you and moves to your head again. You now feel the penis gag in your mouth moving around and sense it too has been attached to something, your suspicions confirmed as it does the same thing as your butt plug and slides in and out a couple of times until Maria is happy with the depth it is going to. You then feel your dress being grabbed roughly followed by ripping noises as Maria cuts a pair of holes in it across your two breasts! The two false breasts are then removed, leaving you feeling a little empty up front, when you hear Maria talking into your ear again. "Don't worry; you'll be wearing these again later, but I want to play with your nipples." The cock sleeve starts to push up your cock, swallowing it all and then pulling back down again before repeating, feeling like a really slow blow job. It's just enough pleasure to keep you really hard but not to cum. Maria takes one of your nipples in her mouth, licking it while teasing the other with her fingertips and nails. Biting and scratching, licking, stroking and sucking until they are both nice and hard, causing you to groan in pleasure as your cock continues to be sucked. "I hope you enjoy my nipple play, not everyone does you know. Would you like me to continue for a bit?" you nod your head as best you can hoping she doesn't ignore your plaintive bleats this time. "Oh I'm so glad you're enjoying this as much as I am, I'll continue now." whispers Maria, giving you a quick kiss on the cheek. You hear her move something around and then feel the cock sucking device speed up a little causing you to make another pleasured groan. "You'll be needing that extra pleasure in a moment" she whispers into your ear before sticking her tongue in. Wiggling it about makes shivers run down your spine until she pulls her warm, soft wet organ of pleasure out and licks down your neck. Whispering a quick "Now don't make a noise until I tell you" she returns back underneath you, Maria once more teasing you, this time with even more electric effect and your nipples rapidly stand to attention. Just as quickly her tongue and fingernails are gone and are swiftly replaced with a sudden *bite* of pain on one nipple then another *bite* of pain on the other! It feels like something is clipped tightly on to your nipples and you wriggle helplessly about as the pain doesn't let up, then give out an involuntary squeal of pain. From underneath you, you hear Maria: "You dumb whore, I told you not to make a noise, I was so nice to you and this is how you repay me, you can't even behave while I'm pleasuring you! Let's see how you like this!" the cock sleeve grinds to a halt before you feel something like both your nipples being pulled off as Maria pulls both the nipple clamps off the hard way. With another, even louder squeal both clamps slip from your tender nipples and if anything cause even more pain as feeling suddenly returns. You are completely out of it for a few moments as Maria climbs out from under you and starts ranting. "You filthy little, tiny dicked, pathetic cock loving whore. I help you live out your sad little fantasy of being a pretty pink princess, I help you buy your clothes, do your make up, invite you to my house and let you play dress up with me. I even touch that disgusting minute sissy clit in your frilly pink panties. I ask you to do one little thing and keep quiet for me so I can concentrate and this is how you repay me. Well I'm afraid it's punishment time now!" Chapter Two ----------------- I hear her stilettos tapping along the wooden floor stopping briefly and then returning to stop behind me. I awaited, silent and anxious, scared of what my punishment would be and the fact that I had no choice but to accept it. Abruptly my frilly undies were pulled down, exposing my bare ass to the world. "Now", she said, "this is a lesson to teach you that when I tell you to be quiet I mean it. I am going to cane your very pretty and fuckable ass 12 times. For every time that I hear a peep from your cock filled cum dump of a mouth I will add another 3. Let's see how long you continue to disobey me." Biting down hard on the gag, and feeling the fullness of it in my mouth, I prepared for the beating I was about to take. I could hear the anger in Maria's voice and knew she wouldn't treat me lightly. Sure enough, the first blow on my buttocks was so hard I couldn't even feel it at first, and I was still in shock for the first 6 rapidly administered cracks across my quickly tenderised ass. As feeling suddenly hit me, the pain caused me to squeal as the seventh thwack sounded. "I heard that bitch, that's another 3 for you. Keep it up, I'll happily spend the evening caning you instead of playing with you if that's what you want!" Another 5 blows rained down before one really harsh one that cut across an already heavily beaten place, causing another pathetic bleat to leave my mouth. "Three more again, I think you might be enjoying this, maybe I should just do this all evening?" I shook my head as much as the harness and gag allowed me to, wrapping my lips tightly around the dildo in my mouth to try and prevent any more noises. Thankfully I managed to control myself, and before long Mistress Maria had stopped the brutal punishment. I feel her soft, cooling hands on my buttocks, lovingly taking some of the pain away, before feeling the frills of my panties being pulled back up over the redness. "Now let's get back to some fun shall we? You just stay there, nice and quiet like we practiced, and I'll give you some more pleasure." Once again I hear Maria beneath me, and I grit my teeth harder as I feel the nipple clamps reattached, although I don't think they are as tight this time. "Much better that time, cock whore. Maybe dumb, cock-obsessed, slutty, sissy bitches like you can learn a lesson. Now let's see how much you really like your nipples played with." A motor starts whirring quietly again as I feel the cock sleeve suck me inside again. It doesn't take long for an erection to build, and just as I start to forget the feelings from my sore backside and clamped nipples Maria drops some weights on to the chain attaching my nipples together! They are both jerked out painfully, then kept stretched out by the heavy weight pulling on them. To distract me, Maria runs slips her hands inside my dress and begins stroking my breasts, fingers touching all around my sensitive nipples. The feeling is intense, and it became hard to work out whether it was painful or pleasurable. I was left like this for a few moments, when I felt the dildo in my mouth slide in a little further. "You told me how much you liked nice big, hard, long cocks in your cum whole, so I'm going to test you. Let's see how thick and powerful a cock you can really take before you start crying like the weak, sad little girly girl you really are." The cock in my mouth pushed slowly further and further, until it was rammed right up against the back of my mouth, and I was starting to gag as Maria spoke to me again. "Mmm so you can take a decent amount of cock in your mouth, either you were lying before when you said you hadn't been blowing men all over town, or you're a natural born cock whore. No wonder you dreamed about drinking so much hot, thick sperm down when you are obviously so suited to it. Well don't worry, I'll make sure you get your fill tonight." I felt the weight on my nipples vanish, just leaving me with the clamps, which were then put under tension again. "Don't worry; I haven't forgotten about playing with your tits, but instead of just hanging weights on then I've attached them to my rather fun contraption here. I call it my Sissy Fucker Chair. It's not really a chair as I'm sure you can tell, but it is very good at fucking sissies. Now I'm going to leave you alone to play with it for a bit while I get ready for the rest of tonight's activities. Don't go anywhere!" she said, laughing. "Oh I almost forgot the last part!" she said, placing a pair of ear muffs over my head and fastening them to my head harness, before placing yet another strap around my neck and then connecting the head harness at the front to the Chair, preventing any movement. I was now completely unable to move anything other than my toes inside the tight leather confines of my pink high heels, ankle straps holding them firmly in place and locked tight. My fingers could move a little, but were held inside the stiff leather mittens that Maria had tied around my wrists. The straps tightly fastened about my legs, body and arms held me very firmly to the cushioned but immobile Chair in a very provocative doggy style position. I could feel the smooth silken stockings running up my legs and fastened to the tightly laced corset under my pretty pink princess dress, covered in satin bows and lacy frills. The petticoats under my skirt pushed out the hem of my dress and displaying the beautiful love hearts covering the edges. My pink, silken panties pulled up tightly around my sissy pussy and clitty showed off my backside to anyone standing behind me and displaying the message "Insert Here" above the lace frilled hole positioned neatly over my sissy pussy. This left me feeling very exposed other than the firm butt plug that Maria had pushed inside me that seemed to be fixed to something as it wasn't possible to push it out even a little bit. It remained firmly rammed up me, giving me a very full feeling. I was grateful of the thorough enema Maria had insisted upon before I arrived as I wasn't sure of when I would next be allowed to use a bathroom. The other side of my frilly knickers had been pulled aside to reveal my sissy clitty as Maria referred to it. She had pushed it through a small hole in the chair to keep it in place and then inserted the end into a cock sleeve, which had now ceased pleasuring me but had earlier run up and down the length of my pitifully small penis. Lastly, inside my mittens, the delightful pink elbow length gloves that Maria had chosen for me felt soft and smooth against my hairless arms and stopped the straps chafing me. I could only assume that Maria had chosen all these items on purpose, knowing she would soon have me tied to this chair, as she readily flashed my credit card around the shops. Maria also seemed to know all the shop assistants well, and had delighted in describing how much of a sissy I was to them, leaving me blushing and humiliated in front of a whole series of pretty young girls, all of which made a great show of agreeing how much better I would look in a dress. I wasn't left to consider all this for long however, as a sudden brief click in my ears quickly informed me I had actually been wearing noise-cancelling headphones and not ear muffs at all. "Hello Sissy, this is your Mistress Maria speaking. I hope I have your full attention and you weren't planning on going anywhere *giggles*. Now keep quiet *more giggling* and open your eyes." Chapter 3 ------------- You do as you are told, expecting the blindfold to be unclipped from the harness, but instead it suddenly clicks on as well, revealing itself to be a pair of tiny TV screens! Once you get used to the light again, you recognise that it is showing Maria standing in front of the chair you had been strapped to, except without anybody inside it. She was wearing long, black, thigh length PVC boots with vicious looking metal stiletto heels on her feet. Your gaze continues upwards and you are greeted with black rubber stocking tops firmly fastened with at least a dozen clips to her extremely tight, black rubber boned corset. It must have been very expensive and well made, with exquisite detail all over. The sides were a deep purple velvet with beautiful oriental style designs embroidered in red. It shows Maria's ample cleavage off perfectly and you can see her hard, full nipples pointing out from small nipple holes on her rubber covered breasts. Maria was also wearing a spiked leather choker and the most fabulous shoulder length, black rubber gloves with leather, metal spiked bracelets. Sissy Shopping "Now you've had a chance to appreciate my body again, as I'm sure you've been kept in the dark for a while, I can give you your introduction talk. You are looking at, and currently tied very tightly to, a rather enjoyable toy designed to pleasure a woman in many different ways. I have enjoyed many pleasurable hours on here being fucked in every way I could think of. One day I realised it could be used just as effectively to tease and torture pathetic creatures like you, snivelling tiny dicked, slutty sissies desperate for cock." To illustrate she showed the camera her little finger saying "I bet you aren't even as big as this are you? I doubt you'd be able to satisfy even the tightest of virgins so it's just as well you are a sissy really. At least your mouth and sissy pussy can be of use to someone, probably just as a starter before they use their nice big throbbing cocks to really satisfy a real woman like myself." Putting her finger back down she turned slightly and started indicating towards the Chair front. "Now I'm sure you've already become intimately familiar with this" she said, gesturing towards the large black rubber dildo currently filling your mouth. "This will already have been adjusted to fill your mouth completely and the tip of the cock will be resting just slightly short of the back of your mouth. Now the wonderful thing here is that there is still a great deal more of this extremely thick and long penis left. Even I found it to be too big for my mouth and I'm quite accomplished at deep throat. You probably aren't, but don't worry, because soon you'll get to learn the joys of having a giant penis forced into your throat. You will gag on it, but that doesn't matter to me. Watching you gag on cock pleases me greatly and the more you resist it sliding down your throat the more I will enjoy the show. Let me give you a quick demonstration." You then watch as Maria picks up a control device attached via wire to the chair and adjusts one of the many dials. You stare in shock as not only does the dildo on screen start pulling back, but also the one currently lodged in your mouth! It moves out a couple of inches until your tongue can just feel the tip of the rubber dick resting just inside your gag hole. "Now the fun part!" Maria exclaims as she presses a button, now causing the on-screen dildo and the real life one to simultaneously start moving forwards again, gradually filling your mouth. It keeps coming, forcing your tongue out of the way until it reaches the back of your mouth and then stops before moving back out and in again one more time. Maria presses the button again, takes hold of the now immobile dildo, stroking it gently, before saying "it won't be obvious from that very quick example, but the machine will gradually pick up speed, and will also go deeper and deeper on each stroke. Eventually you will take the whole cock in your mouth and throat, unless of course I take pity on your pitiful screams. I somehow doubt that though, you pathetic sissies deserve everything you get." Your eyes have remained fixated on the large dildo on screen, in fear of it's large size and the promise of what it will be doing to you. But at the same time the sight of Maria gently stroking it is an enormous turn on and you can feel your own sissy clitty responding. But then you realise! Actually... Maria starts speaking again "you may have noticed by now, or not, that you are currently being pleasured. As I stroke this dildo here your little clitty has been receiving the same treatment from this" Maria lets go of the mouth dildo and indicates the cock sleeve that had just stopped pleasuring you. "This is a very special device and took a long time to perfect. It's computer controlled and highly sensitive and allows any sensation to be transmitted to your little clit that you call a penis. It's with this that I'll be controlling your pleasure throughout the whole ordeal. It also has a number of sensors in it, and can monitor how aroused you are, your heartbeat and so on. This means that I can control you for as long as I like, keeping you just aroused enough to be fun but never allowing you to orgasm. What delicious fun you'll agree! It also feeds back in to the other systems, so the closer you get to squirting your sissy juice, the less pleasure and more pain you'll receive from the other parts of the chair!" "This next device I'm sure you will be familiar with. Most sissies will own a butt plug so I'm sure you'll recognise Him." Maria had now taken hold of the slightly thinner dildo at the back of chair which was currently inserted deeply in your ass. As she stroked and caressed the firm, hard dildo cock on screen you once more feel the cock sleeve repeating all the sensations on a smaller scale to you. "You wont be able to see my large friend here but I'm sure you can feel him. I've had his pleasure myself on numerous occasions and I'm sure you are enjoying him just as much. He likes to do this..." another button press and you feel and watch as the dildo slides slowly backwards, your anus happily releasing it from your backside as it pops out. "Oh don't worry you disgusting little pervert, you'll get him back in just a moment. You might be worrying about lubrication back here. Well don't. I've got that covered, and here our big friend is going to show you what I mean." Maria takes her hand off the cock and holds it in front of the cock tip, waggling slightly in the air from her rough movements. Moments later a large jet of what looked very much like cum came jisming out of the cock tip, surprising you almost as much as the sudden cold jet you feel squirting into your still slightly gaping ass! "Yes you are very fortunate to have such a thoughtful Mistress. Every now and then you'll get a lovely fresh squirt of cum like lube squirted up your ass. It will lubricate you nicely, but there will be so much you'll get the pleasure of feeling the cum running out of your tight sissy pussy and down your legs. It'll be just like you've just been taken roughly by a big, powerful, well hung man in the bathroom of a seedy club and left to cry while his hot jism slowly leaves your ravaged anus, leaving you exhausted and used once again. I really am too good to you. But don't worry! I've got a lovely way to make sure you don't get too carried away. I'm sure you're wondering about the odd sensations from your nipples. Just here." Maria runs her rubber clad fingers over the gap where your breasts are exposed. "Your nipples will currently be attached to a couple of these." she now picks up a pair of odd shaped cup like devices attached to a wire. "you will already have felt my fun clover clamps and weights earlier to get your nipples nice and pert ready for these. You won't recognise them as they are special devices I've had designed and made for me. And now, for you" she says with a wicked grin. "firstly you slide the inside bit out and clip it to your titties, then once firmly attached" Maria was demonstrating on her own nipples, clearly enjoying it as she clipped both her breasts. "you slide the cup back down. I will have already lubricated the end to make sure of an air tight fit, and then pressed this button." Again a small show is made of pressing a button on the control pad. "Which removes just enough air to give a little tingling sensation." As she presses the button you can see her nipples expand slightly, filling the vacuum, and feel your own nipples responding likewise. This causes the clamps to start digging in as they obviously aren't going to expand with them. "Now I can go a lot further with these of course, but I don't want to spoil your surprise." another wicked grin, and then "now that we've finished the Sissy Fucker Chair induction, I think I'll let you get acquainted." "In case you are wondering what I am doing now, I'll be kind enough to tell you. I have a large and varied collection of strap on dildos which I very much enjoy sharing with the sissies that I take in to my possession. They range in size and shape, but they are all lovely and realistic. I wouldn't want my sissy feeling she has missed out on the true experience. So once I feel you have had all the fun you can get from my chair, I'll introduce you to my friends and we can have even more fun together. Now don't get too carried away, squirting out your sissy juice is a serious offence and will lead to you being driven to the worst part of town, dressed as you are now and still tied up with a sign around your neck reading "Will take cock for free". So just lie back, relax and enjoy this little film as you are fucked senseless for my amusement." Maria laughs loudly, smiling as she reaches toward the camera and switches it off. A few seconds of darkness and then another video starts. You see a Sissy standing in front of the camera, also blindfolded, and wearing the most delightful PVC black and white French Maids uniform. "Now then sissy," you hear Maria's voice say, "What is your name?" The sissy lisps in answer, "My name is sissy Katie, and I belong to Mistress Maria." Katie was probably around twenty years old, very slim and had an almost girlish figure. You wonder if she has been taking hormones. "Good girl Katie" you hear Maria again, "and what are you going to do for me today?" "I will be sucking cock for your pleasure Mistress." "What else?" "Oh I'm also hopefully going to get my sissy pussy filled with some lovely hard cock too if Mistress will allow me." "Dear sissy, I don't know how I could stop any of the men from raping you in any way they want with you looking so pretty. Why don't you describe your outfit to me and tell me how much you like it. I want to make sure you remember it all in detail so you enjoy wearing it as much as I enjoy seeing it on you" "Of course mistress," Katie says, visibly excited and hopping from one heeled foot to the other. "I'm wearing my favourite yellow panties with my name written on them in bright pink writing..." "Show me!" Maria barks at the sissy. "Oh of course Mistress, sorry Mistress." replies Katie, who hurriedly lifts the front of her dress revealing the lovely panties she had just mentioned. "Show me the back as well." Katie turns quickly around and bends over, flipping up her skirt to show her backside, covered in her frilly yellow knickers. "What is that hole for Katie?" Maria asked. "Oh of course, that is my anal slut hole Mistress, so that I can have my ass pounded without anyone having to see my tiny sissy clitty." "Good girl, continue with your outfit" "Well also under my dress Mistress I have my favourite camisole too, it's very silky and feels so delightful against my pert nipples which are rubbing up against it. Below that I have a suspender belt, it is also yellow to match and is tied with these clips to my silky yellow stockings which I adore wearing. They feel so wonderful against my skin, I love pulling them up my legs and the feeling when a breeze or your perfect hands or legs rub up against them. My dress is a French Maid uniform made from PVC and I picked it especially for today as it gives very quick and easy access to my whole body, including my nipples in case mistress wished to play with me." "I'm sorry sissy, but I promised you completely to all your boyfriends tonight, you will be far too busy to play with me. Now continue you aren't done yet." "Yes Mistress. I am also wearing a pair of bright yellow wrist length lace gloves, and a leather collar around my neck with a D-ring in case Mistress needs to restrain me." "Very thoughtful." said Maria. Katie smiled and blushed slightly, then continued "And lastly I'm wearing my favourite shoes which were a gift from you. They are a two tone pair of fetish shoes, yellow and pink, with 5" heels, a peep hole toe and laces up the front. Mistress has also been kind enough to lock the straps around my ankles, neck and collar to stop me from removing my clothes like a bad girl." "Yes I did, didn't I." you hear in an amused voice from Maria. Chapter 4 ------------- Katie started squirming, rubbing her shoes back and forth on the floor, obvious desperate to ask something. "Mistress..." "Yes Katie, what is it?" "You aren't... You know, recording this are you? Only I was so humiliated last time when You sent the video to my girlfriend. She laughed me out of the house and refused to speak to me again." "Oh, dear sissy Katie, how could you ask such a question? You know why I did that, I didn't give you permission to have a girlfriend now did I? I can't have you playing with other girls when I need your services so much more here. I don't want to hear about that silly bitch again, you know she could never love you as much as I do." "Yes of course Mistress Maria, I love you too!" "Good girl, now assume the position because you've got a lot of loving coming your way tonight!" Maria laughed loudly watching as Katie lowered herself down on to her knees. "Now touch up your lip gloss and then hands behind your back." Maria said, walking out in front of the camera before kneeling behind Katie and placing a pair of very authentic looking handcuffs, albeit covered in yellow padding, around Katie's awaiting wrists. She then moved a low leather covered stool in front of Katie and pushed her over it, in a similar position to the one you are currently in. Maria, wearing the same rubber outfit and boots as earlier, but with the addition of a large strap-on around her waist, quickly and efficiently ties her to the bench with a dozen or so leather straps, before inserting a medical gag in Katie's mouth. Ratcheting it several times to give plenty of space she says "Very good girl, you've been so well behaved. I'm going to give you a lovely reward after this so long as you can get through ever single one of the men I've got here for you. Just to remind you who owns you while you are enjoying yourself with all that cum I've been kind enough to provide I'll just attach these." She then placed a pair of Japanese clover clamps on to Katie's already quite large nipples. Just as she let go of the first clamp, causing it to bite into the on-screen sissy's titties, you are suddenly dragged back in to the real world as you feel your own left nipple sucked hard in to the nipple cup! The clamp also grabs hard at you causing you to wince and your eyes water a little. You just manage to blink it away as Maria clamps Katie's other nipple and without any warning your right nipple is suddenly in agony as well! Both you and Katie writhe around some, Katie rather more as she has much more slack in her bonds. "There, there, sissy," you hear Maria say, staring straight at you through the camera, "let Mistress make it all feel better." You watch as Maria slides her hand under Katie's skirt, still watching the camera, and she blows a kiss to you just as she reaches Katie's little yellow panties and slides her hand over the material. "This will make it all better." You feel the cock sleeve relay the feeling of Maria's hand stroking Katie's sissy clitty, and gradually the pain in your nipples subsides. You aren't sure if it was Maria's ministrations or whether the clamps had been loosened but either way your nipples feel relieved and you feel inordinately grateful to Maria, and begin to really enjoy her virtually stroking your dicklet. Katie settles down on screen as well and seems to be visibly enjoying Maria's gentle ministrations as a small tent appears in her panties. Removing her gloved hands from Katie's panties, she stands up and clicks her heels across the floor towards the front of Katie. "Now then My pretty little Katie," she kneels down to say, "Why don't you give me a nice kiss?" Katie does her best to pucker up, stretching forwards to reach Maria's mouth. Maria quickly stands up and instead of her lips, grabs Katie's head and forces her strap-on into her mouth instead! "Kiss this bitch!" Maria laughs, forcing her cock deep into Katie's awaiting mouth. You know exactly how she feels as your penis gag is sharply forced into your mouth as well, your head also held firmly in place. You start to gag on the huge cock head rammed deep in to your mouth before Maria pulls out and you too are allowed to breathe again. Katie splutters, looks a little shocked and then murmurs "Thank you mistress". "That's okay Katie, now get ready to greet your new friends". Chapter 5 ------------- With this a line of men start filing in to the room, splitting into two lines; One in front and one behind Katie. They are all standing with their cocks out in their hands, slowly stroking them to keep hard. Maria picks up a bottle of lube from beside the camera, leans over Katie and deposits a big blob in her hand before sliding her fingers up Katie's ready and waiting asshole. You also instinctively brace yourself as your butt plug moves slightly forward, bringing the tip just to the entrance of your sissy pussy and squirts a load of cum lube up your ass. You feel the cold slimy goo fill you up, before slowly starting to drip out again, covering the tip of the waiting dildo then running down your leg just like Maria promised. "I hope you're ready Sissy!" Maria exclaims, once again staring straight at you through the camera, "here they *giggles* cum!" The first man in each line approaches Katie, firm erections in hand and both take hold of the sissy, ready to fill her with their cum. The man at the front has the easiest job and is quickest, thrusting his cock swiftly into her waiting mouth, tongue already poking out a little to taste the pre-cum waiting for her. Your penis gag does the same, thrusting in and filling your mouth, but not as much as before with Maria's strap on. You also feel your butt plug back in action moving slowly but firmly up inside you as the man at Katie's rear takes her freshly lubed sissy pussy. They start fucking Katie, gently at first but swiftly building up into a rhythm. Katie's head and ass buck back and forth as she takes those big cocks in her pretty, lip glossed mouth and anal passage. She looks very happy about this, something you aren't quite sure of yet as your mouth and ass start to take a slow pounding. You aren't being fucked anywhere near as hard as Katie and the cock in your mouth is feeling quite comfortable without trying to gag you. You keep watching though as Katie gets roughly fucked by the two men, and before too long you can tell one of them is about to cum. The guy with his cock buried in Katie's ass gives one final push, grunts loudly and expels his seed deep into Katie's loving bowels. Katie's little dicklet grows in her panties again in appreciation for all the cum she's been given and works even harder on the other cock in her mouth. She must be doing something right as suddenly he comes too, filling her mouth with one load of cum before pulling out and spraying another load all over her face! You get really excited watching the hot cum dripping down the sissy sluts face, wishing it was all over yours and your sissy clitty starts to get very excited too, just like Katie's! Without realising it, you have triggered the over-excited mode of your sissy fucker chair, which suddenly stops fucking you and instead you feel an incredible pain in your nipples as they are pulled harshly down! The agony quickly causes your tiny penis excuse to shrivel up again, and you quickly lose your excitement, focusing instead on your poor nipples. Once this happens, the machine rapidly switches to under-excited mode and begins fucking your ass with a passion, hitting your g-spot repeatedly. The penis gag also starts up again at about the same rate as before, while you feel your cock sleeve become active too. Sensations of a glorious blow job are given to you, taking away the now almost forgotten pain from your reprieved nipples. Instead you feel a vibration there, like a tongue flicking across your nipples ten times a second. You quickly become fully aroused again, causing the machine to slow a little just to keep you on the boil and you start to watch Katie again as she takes her next pair of well hung studs. Sissy Shopping This carries on for some time, man after man filling Katie with cum who is now plastered over her face and has jism all down her stockings and over her dress. Some of it has even gone as far as her pretty shoes, shining in the light. You can't remember how many men she has had, nor how many times you've felt extra cum lube being shot up your ass, or how often you've had to endure the severe pain in your nipples followed by the wonderful sensations in your clitty. All you can think of is being fucked hard by your mistress Maria, you desperately want to cum in her mouth, her pussy, her ass, her face, her shoes, her panties, her hair, anywhere, you just don't care if you are just allowed to finally orgasm. Around this time the video suddenly cuts out, and you are once again plunged into darkness and tranquillity as all the dildos and pleasure devices stop and withdraw completely. Your head phones are lifted off and you feel Maria's breath on your ear and now oh-so-sensitive neck. "Hey there sweetie, are you having fun? How do you like Katie? She was a lot of fun. I hope you'll be just as much fun as she was before I had to let her go. All those men! You wouldn't think a girl could take that much cum, but you sissies really are a breed apart. You'd do anything for your Mistress wouldn't you?" You feel a rubber clad hand slide into your panties, stroking you between your thighs before gradually exploring upwards. "You want to be a good girl for Maria don't you? You want your special reward? I bet you'd love to cum right now. Do you want me to milk your tiny little, pathetic excuse for a wee-wee? I've fucked dykes with more impressive clits than yours. But I'll make sure you have a very happy ending tonight so long as you stay good and do what your mistress demands. Now then, I've finished getting my strap-on collection ready for you. So I'm going to stop the Sissy Fucker from playing with your cute little bot bot and I'm going to use it instead. I'll also be switching that lovely cock in your mouth to gag mode so you'll get to enjoy that so much more when it's in your throat. Oh one last little present before I start." You hear Maria's heels tapping across the floor again, making your cock twitch in your panties as you remember those amazing thigh length boots with the metal heels. You so want to play with them, running your mouth and tongue over the dark leather before taking the heels in your mouth and letting Maria fuck you with them like little metal cocks. You hear her stop in front of you and then a slight rustle as she kneels down until she is face to face with you. The blindfold screens are flipped up and you are greeted with the close up view of Maria's face as she spits a huge gob of spit right in your face! The last thing you see is a grin on her face before she flips the screens back down and replaces your headphones. You can feel her spit running down your face, down your nose and then into your mouth where the gag makes a gap. You feel a shiver go through your body, starting at your panties as you taste Mistress for the first time. "Hello Sissy." you hear through the speakers, in a very girlish baby talk voice. "This is your intermission. I'm sure you must be thirsty by now after all those winkles you've been sucking, so I've prepared a little drinkywinky for you. Now, be careful not to spill any or your punishment will be even worse this time. I'm serious..." back to her stern voice, "one drip and what I make you eat for dinner will be far worse..." Maria continues in her baby talk voice "Now little sissy needs to drink from her botty to grow up big and strong, oh I'm sorry Sissy, your little dicklet is never going to do that is it? Poor little Sissy with her tiny excuse for a penis. Never mind though, you'll get to play with lots of big hard, woman pleasing cocks soon, they just won't be yours. *laughs* Anyway, I was telling you about your special drinkywinky. You are to take the nice big winkle in your mouth and then suck down all the goodness inside. I especially made it for you! If you are quick it will still be warm, and every little sissy likes warm, wet things. Now drink up!" Another dildo is slid into your mouth and the gag is released allowing you to close your mouth again, an absolute relief. At least it would be if you didn't have this huge cock between your lips. Oh well you think, I am actually rather thirsty after dribbling down my dress top all evening. I hope it's nice. "Time to start sucking your juice now Sissy, sucky wucky woo! Yum yum yum! I want to see a nice empty bottle in 60 seconds otherwise it will be punishment time again! 55 seconds now!" Hearing this you quickly start sucking on the cock but nothing much seems to be happening. You suck as hard as you can and are then finally rewarded with your first squirt as you hear Maria count out that only 45 seconds are remaining. With no idea how much you are expected to drink you keep sucking it in to your mouth until finally you have to stop to swallow. At this point the frantic messages from your tongue telling you what it is you can taste finally flood through and you realise you've been drinking Maria's warm piss! At least you hope it is Maria's you think, memory suddenly going back to that line of men fucking Katie. With no option what to do and your tongue still swirling about in the warm golden amber that Maria has given you to drink, you gulp it all down and start sucking again. "Only 20 seconds to go sweetheart, I hope you are enjoying your drinkywinky. Like I said, I made it myself today just for you! I really hope you are enjoying my piss, you are extremely privileged really. Many men would pay me for my fresh piss squirted in their mouths and here you are getting it for free. 10 seconds to go! Not long til your punishment I think... 5 seconds... 4, 3, oh dear!, 1..." With one mighty gulp you suck the cock dry and swallow the last of Mistress's piss. "Good girl Sissy! It looks like you managed to take all of my gift in time. A little reward is in order I think, I hope you like it." The cock is slid back out of your mouth, leaving you feeling a little empty. Finally released from oral torment after so long you start to run your tongue around your mouth to restore some feeling. You then feel your headphones and blindfold being removed again, once more revealing the beautiful face of your Mistress smiling at you. "You are such a well behaved little slut aren't you? Imagine drinking all my piss like that, you must be a real little whore. No normal person would be happy to suck my piss out of a rubber dildo forced in their mouth and then gulp it down but you did it with such energy that I'm going to give you a little present. Now, give me a kiss..." Not fully trusting Maria after what happened when Katie was offered a kiss, you keep your eyes open and watch as Maria brings her face closer to yours. Her eyes closed and mouth slightly parting, you are fixated on the bright red colour of her lip gloss as it approaches your own pink painted lips. You catch a brief glimpse of her tongue moving forwards in her mouth towards her open lips and just peek out, before closing your eyes and accepting her sweet kiss. You breathe in, wanting to absorb all of this captivating beauty and smell her scent, a delicious combination of her perfume and obvious excitement. Her lips meet yours and you feel a tingle go through your body, you can't believe how excited one kiss can make you feel! Your lip gloss merges and you feel her breathe out slowly into your mouth as her tongue probes forwards, darting in to your mouth and locating your more passive tongue. The feelings in your body feel if anything more exciting than when she was playing your sissy clitty, and you never want it to end. You breathe in again, absorbing her breath into your body as she runs her tongue around your mouth tasting every last bit of you. Her gloved hands touch the side of your face, lovingly caressing you with the cool touch of the material on your hot skin. Then she is gone... The sense of loss is unbearable and you instinctively reach out with your tongue to find her again but no more is to be had. Your blindfold, headphones and gag are all swiftly replaced leaving you reeling in your once more sensory deprived state. All you can feel is an overwhelming desire to do everything you can for Maria, your first true girl friend. She must be your girlfriend by now surely? No girl would kiss you like that without meaning it? Yes of course, Katie was silly to have thought differently, she must have not done everything Maria desired which is why she's no longer around. Hah, stupid girl you think, who would give up somebody as perfect and caring as Maria? As you are thinking this, Maria was getting ready for the finale of tonight's activities. She slid the dildo gag back in to the grateful mouth of her latest Sissy money spinner and smiled. Touching up her lip gloss, she thought about Sissy's credit card and how pathetic it was. Almost as pathetic as her dick, she mused. Schedule running to plan, Sissy should be feeling extreme desire for her now and would be willing to do anything for her mistress. That would be tested tonight. If Sissy does well, she'll be kept for a while as a pet, if not... She won't be the first sissy left still dressed in drag dumped in the car park of a seedy nightclub down town. But back to tonight, I still have lots to do. Starting up the machine again, sans anal play this time, Sissy suddenly found her kiss related excitement ripped away from her as her nipples were once again viciously sucked and bitten by her machine. "Those nipples are growing nicely already." Maria chuckled to herself. Leaving the room and Sissy already having her little dicklet massaged back to life, she went to the next room along and checked all the cameras. They all looked fine, and other than a couple of minor adjustments to centre some pictures it would all be perfect for the evenings *real* entertainment soon to begin. Maria adjusted the rear camera and took a nice zoom in of Sissy's gaping ass, lubed up and ready. Ready for my strap-on, Maria thought, shame that isn't what she'll be getting. With that done Maria re-centred the camera and headed back to the sissy fucking room. Chapter 6 ------------- You find yourself back watching Katie getting fucked again, almost drowning in the amount of cum she has drunk and is covered in. You are sure some of the men that had already been had rejoined the queue on the other side and were willing to go again. At this rate she might go on taking cock forever! After a while, however, she was given a reprieve and instead the men were shooed off other than the two that were still going. "Fuck that cunt harder!" you could hear Maria telling the one with his really rather huge cock rammed to the hilt in Katie's ass. He responded to her command and start really reaming her, causing her body to shake back and forth in her harness. You can hear Katie squealing loudly now, obviously in some pain from the brutal ass rape she is receiving. Maria then takes hold of the cock in Katie's mouth in her hand, expertly stroking it in her gloved hands. She directs his cock directly at Katie's face and with two more jerks he explodes hot jism smack into her face. Some of it goes up Katie's nose, some in her eyes, some in her mouth and the rest all over, adding to the gooey white mess already decorating the extremely used sissy. Maria then begins the slow process of pushing all that cum into Katie's still open mouth, who gulps it down quickly as Maria tells her what a good girl she is. The man fucking Katie's ass also cums while watching Maria playing with Katie's face cum, and shoots one last load of cum deep into her rectum. The site of Maria on screen again is really exciting, and watching her jerk that cock off into Katie's face is incredibly horny, but you have learned that over-excitement leads to pain. Even with the blow-job sensations, you have now been conditioned over several hours not to get too excited without Mistress's command. You instead just continue to enjoy the show and the dildo fucking your mouth while your clitty is gently stroked, sticking slightly out of your panties. Your nipples are being gently tickled too which is a lovely feeling as your still somewhat gaping ass drips lubricant down the seams of your stockings. The dildo in your mouth is, true to Maria's word, now definitely in a more aggressive mode. It seems to be moving gradually deeper with each stroke and is already just barely touching the back of your mouth. You hope Maria comes back soon, and you are sure Maria will rescue you before it gets too painful. On screen, Maria is still feeding cum to Katie, scraping it across the sissy's face with her rubber clad fingers before pushing them in to her mouth to be cleaned by Katie's tongue. In and out went her gloved fingers, Katie greedily licking up all the mess that her Mistress was feeding her. You feel jealous of her treatment, wishing you had Maria's fingers in your mouth instead of the dildo, but you continue to watch desperate to find out what happens next. While this continues to happen, you feel pressure up against your sissy rose bud, much more than before and you realise it must be Mistress with her strap on at last! You feel a warmth go through you as you realise how lucky you are to have such a thoughtful Mistress. She must have known you would be feeling jealous of Katie's intimacy with Maria and was now rewarding your patience with her loving cock. It is much bigger than the one you have had inside you for so long, and softer somehow although still very firm. Maria slowly enters you, not wanting to hurt you, just pleasure you with her beautiful penis as she slides it further inside the anal slut hole in the back of your nice, new frilly pink panties that Mistress had helped you buy yesterday. She fills you more and more, making you squeal with pleasure, and you feel a little stroke on your clitty. Was that the machine again? You are sure those were real fingers that time, Mistress Maria must be very happy with you! Now she seems happy with the tightness of your ass and she begins a nice slow rhythm, fucking you in and out, in and out, almost matching the beat of the penis gag still fucking your mouth. You feel the nipple clamps sharply pulled off and make loud squeaking noises around your gag as feeling is suddenly returned to your long suffering nipples. This is quickly forgotten however as the hand returns back to your panties and starts stroking your little peepee again. Making little high pitched squeals of delight, you begin to really enjoy your Mistress's attention as she builds up speed, now starting to fuck you quite hard. The Sissy Fucker Chair you are strapped to starts to shake a little with the momentum of each thrust that your tiny, tight sissy pussy takes, almost hard enough to force you more on to the penis gag still raping your mouth. This has now definitely moved a little further in you are sure, but it is still relatively comfortable and you love the full, warm loving feeling of having Mistress inside you from both ends. On screen, Maria now seems to have finished feeding Katie the last of the cum and then places her gag back in before inserting a ball gag as well. She then walks sexily round behind her sissy, making a point of bending over in front of the camera and showing off her fabulous long legs, beautiful boots, sexy stockings and wondrous ass. She picks up a large butt plug from the floor, moves further round behind Katie so as not to obstruct the video and positions it at Katie's sissy pussy. "Now be a good girl for me and take your plug like a good little whore. You wouldn't want to lose any of that cum I've just studded inside you would you?" Maria asked Katie, who wriggled around in anticipation. Stopping briefly to scrape up as much cum from Katie's stockings as she could, she pushes it into her ass with her fingers to lubricate the way for the imposingly large plug. Once satisfied with the amount of cum she can fit in, Maria begins to slide the big, silvery metal plug home. It must be a little cold, as Katie shivers slightly before raising her pert, cute, girly bottom as high as she can to make it easier for Maria. It goes in easily at first, well lubricate with the cum of several dozen men, but very quickly increases in width and even Katie's recently gang-raped pussy starts protesting. Maria reaches down, slides one her hand inside the frilly edges of Katie's yellow knickers and being stroking her little dicklet as she pushes harder on the plug. Katie is now obviously feeling the size of the anal invader that is being inserted roughly into her, and starts to make cute little squeaking noises through her gag. "Oh shut up you stupid whore, your cunt belongs to Me and I will fuck it with anything I please. You are to take everything I give you, and thank Me for it." This doesn't seem to stop Katie struggling as Maria rams the enormous plug further in. You can see it is almost at the widest point when Maria removes her hand from Katie's undies and instead uses both of her arms, still wearing those fabulous black latex gloves, to hammer it in the remainder of the way. Katie shrieks in pain as it finally fully enters, her stretched anal muscles now pulling in the rest of the plug as it tapers off to the base. "There you go, that's better isn't it? Don't you see how much better things are when you do what I say? Such a shame that you obviously never learned your lesson before though. You started seeing that other girl behind my back, and I punished you. I sent her that video of you dressed in that pretty white wedding dress, make up all so perfect, before you were gang raped so happily by all those men. My favourite bit was when I had you tell me how much you loved me, and how you'd never cheat on me, and how much you loved being fucked by men for me. Such a shame that your girlfriend didn't enjoy watching that as much as I did. But I was incredibly forgiving and took you back, although you did receive many punishments. It must have been awfully trying to sit in your chair at work after having been caned so many times each morning. Even if I did let you wear my silky panties to help soothe your poor bottom. But you did make me a lot of money with all the cocks you took." As Maria continued to talk, describing more of the ways she had punished Katie for her earlier infraction, you feel a change in the way that your ass is being fucked. Maria speeds up a little and then she stops as you feel squirt after squirt of lubricant shot up your sissy pussy. Mistress is so good to me, you think, she wants to make sure I can enjoy her all night long and is keeping me properly lubricated. It must have cost a lot to have all these special strap-ons made with built in lubrication. No wonder she had to have Katie raped by so many men, I hope they paid enough that I won't have to and I get to just serve my wonderful Maria. E Mistress then pulled out and a minute or so later, after which the cock in your ass is replaced by Mistress's next strap on. A little bit of cum lube had just started to run out of your sissy hole, and you can feel fingers scooping it up and pushing it back in before sliding the firm but soft penis in. You've had a few butt plugs inside you before when you've been alone at home playing dressing games, but these feel so much better. You know your Mistress loves you when She has such beautifully made soft loving cocks to fuck you with. You are taken hold of again, this time by pulling on your harness, as Maria continues to talk to Katie. "After all those punishments I thought you would have learned your lesson. But what did I find out a few days ago?" Katie begins squirming around again, obviously distressed at the turn of conversation. Sissy Shopping "I get a call from a friend of mine that you were buying lingerie. Nothing strange you might say, you have lots, but this wasn't in your size. It wasn't in my size either. Now you are hardly likely to be buying such pretty clothes for just anybody my friend thinks. She decides to keep an eye on you, and watches as you buy a Valentine's card, chocolates and you order some flowers. This is very odd she thinks, who could these possibly be for? Luckily for me, she's a very sharp young lady and enters the florist shortly after you leave. She asks the lady about the flowers you just bought, and knowing your name she pretends to be the recipient and checks the name and address. So who is this girl I think? Who is Samantha? Such a pretty name, but it's not my name. Why would my precious Sissy Katie be sending Valentine gifts to another girl? I decide to find out and I visit her address." Katie is now obviously shaken and is desperately trying to wriggle her way out, to no avail. "Sure enough there is Samantha. She is very pretty, I can see why you like her. Older than me of course, and doesn't have my fantastic figure and dress sense. But that's not important. What is important is that my wonderful, my pretty, and my sweet little sissy whore has disobeyed me again. Now what to do with you? I tried to teach you a lesson before without success, so I'm afraid it will be punishment time again. I did warn you. I recorded a lovely DVD for you of some of your more intimate moments with my various male lovers, had a lovely big, red Valentine heart printed on the front with a little message saying how much you wanted her to be a part of your life. It said that you would be visiting soon, dressed just like in the video and that you were to start watching straight away. I wrapped it in frilly red ribbons, put it in a pretty little box with a pair of your frilliest panties and then gave the whole thing to my friend. She popped along to the florist and asked to have it delivered at the same time as the flowers. The florist thought this was a wonderfully romantic idea and agreed immediately." "Now then, let's think what day is Valentine's this year? I believe it's tomorrow isn't it. Now do you think you'll be able to get to your girlfriends place before the flowers are delivered? Oh don't worry Sissy, I'll make sure you get there. Not sure how you will explain the box though. Anyway, now for the next stage of my enjoyment although probably not yours *laughs*. Okay boys come on in." Two of the men from earlier enter the room, but this time fully dressed. They hold Katie down as Maria unties her arms and hands one at a time, before cuffing them to a wide leather belt that Maria slides around the sissy's waist. Next she fastens a metre-long leg spreader to one ankle before untying that leg from the stool and moving it far enough to cuff it to the other ankle. The spreader bar is then fastened to the waist belt as well, forcing Katie into an uncomfortable looking position. Her elbows are pointing out and upwards, causing her arms to stick out perfectly for being carried which the two men have obviously been waiting for. They pick up Katie easily, two big, strong butch men easily carrying the dainty fairy of a sissy between them. Katie's beautiful shoes and stockings swing about in the air, her frilly yellow panties poking out under her petticoats. Her legs are bent backwards and upwards towards her back pointing her toes skyward. As this was completed, with Sissy Katie completely under control, Maria walked over to the camera. Bending down to give a brief glimpse of her firm breasts trapped tightly in her corset, she scooped up the camera and turned, pointing it at Katie. "I don't to want you to miss any of the fun." you hear her saying quietly, just for the camera. You then watch as she is carried unceremoniously out. Mistress Maria must be enjoying herself with your backside as you feel her once again slowing, creating a slower but more powerful and deeper beat as she continues to fill you with her hard powerful love. Then once again she stops and gives you another powerful blast of cum lube making your bottom wiggle and your anal muscles contract slightly, which is rewarded with another dollop of goo shot up inside you. You pant appreciatively, enjoying the feeling of all that cummy lube going up inside you as the Mistress then slides herself out again, once more giving you the delicious feeling of that cum-like lube running down your ass and tickling your anus. You think there must have been even more this time, or there was still some from last time as you are sure it is running out more fluidly. You feel some reach your stocking tops, just like Katie, before Mistress returns with her next dildo to pleasure you with, and you feel a lot of the gooey lube being pushed back up and in and rubbed over the tip of her cock. Your attention goes back to the film as you watch Katie being carried outside and dumped in the back of a pick up, completely exposed to anybody who came close enough, before the three of them climb inside the front and Maria begins filming Katie through the rear windows as she struggles against her bonds. Katie is looking quite scared and desperate now, but has no chance against the professional bondage. It turns you on to watch Katie writhing around in her sexy PVC uniform and frilly underwear which you get a frequent glimpse of as she rolls around. The bright yellow frillies show up starkly against the black of the uniform. You push back against the next cock that Mistress has for you, eager for it to enter you and give you another juicy squirt of her loving lube. The penis in your mouth has continued to go slowly deeper and deeper, and you are sure only your horniness can have allowed it to enter your throat the way it has. It has now pushed past the back of your mouth and your head has been forced upwards, with your lips and throat describing a straight line necessary for the deep throating you are now doing. Maria obviously notices you have been forcibly deep throating for a little while and adjusts your head harness and restraints to keep you in this position, without even breaking stride behind you. Still firmly pushing in to you, the gradual building up of pain indicates this cock is much bigger than all the previous ones and it keeps on stretching you, wider and wider. You start to make little whimpering noises, prompting a slapped ass, until suddenly the end pops in and the force that got the big, hard penis into your ring now slides it home hard, making you squeak loudly as the base of the strap-on hits you. Your eyes bulge as the entire huge cock has gone from being completely outside to completely in within under a second, leaving you shocked and breathless. You silently thank Maria for all the lubricant She has been shooting up your backside all this time out of the end of her very enjoyable strap-ons. These three cocks have been growing steadily in size, and you wonder quite how big will she go with you on your first time? The pick-up truck now stops, and the two men jump out and walk around, leaving Maria to keep filming. It's quite dark out, and they are obviously somewhere quiet, maybe a car park but you aren't sure. There is music coming from somewhere nearby, but unless Maria swings the camera away from Katie you won't be able to tell. The sissy is quickly lifted from the back of the truck and carried over to a lamp post, the only source of decent light in the area. It's in a slightly grassy area, just next to the concrete of the car park. With Maria following all the action, her two accomplices rapidly and with practiced ease hold Katie firmly while also tying her around the lamp post. Her ankles and wrists are both cuffed behind her, leaving her on her knees once again. In the dark she looks convincing, and after adjusting her wig and tidying her make-up a little they pop a piece of card on string around her neck and then hurry back to he truck. Starting the engine again, they move into a parking space with a good view of Katie, but behind another vehicle so it's not obvious they are watching. At this point you hear Katie say "Okay, now we wait. I'm sure it won't be long and they shouldn't disappoint." the video then clicks off. A moment later it starts up again, cutting back in. The camera is now pointing at a couple of guys leaving a near-by building, you guess it is where the music was coming from. They seem a little drunk, and, looking closer, you think you recognise the building. It's a near-by strip joint, and reportedly brothel, but considered very rough with fights breaking out often. The two guys are walking back to their car and seem to be complaining about something. Probably just horny you guess after staring at a load of cheap hookers, but not quite cheap enough for these two. They keep walking and come into range of Katie's street light, showing them to be a pair of overweight, 50ish guys, one of which still has an obvious erection from the strippers. One of them notices Katie suddenly and stops, grabbing the other guys arm and pointing. It takes a few seconds to register and then the other guy is also standing there staring at Katie. Dressed in her shiny PVC she shines brightly under the lamplight and the two men slowly approach, looking cautiously around. Getting up close they lift up Katie's head, who tries to say something but can't because of the dental bit and ball gag in her mouth. They say something to each other which you can't quite hear and seem to be smiling as they read the sign hanging around her neck. Maria zooms in and you can also now read: "Free blowjobs for all, feel free to slap just remember to replace my gag after so I can swallow your cum." The two men look briefly at each other before the one walking stiffly with the erection unzips his flies, pulls the ball gag out and rams his cock in. Katie starts choking almost straight away and tries to move away, but he grasps her head firmly and keeps ramming his cock in. This lasts only a couple minutes before he shoots his load in her mouth. The next guy is ready by this point and lifts up Katie's head to look in her mouth. She obviously doesn't want to swallow his cum and is trying to force her head down so it can drip out. You hear the guy holding her say "Swallow that cum you cunt! You think I want to fuck a mouth with his cum in? Stupid fucking slut!" He then held her face with one hand and slapped it with the other until she gulped it down. "Better bitch, and don't be so slow about it next time or you'll get worse than a slap and your pimp will be even angrier." Obviously assuming Katie was a real girl, and a hooker to boot, he must have thought she was being punished for some infraction, and gentlemen these obviously were, they were happy to take advantage. After checking she had indeed swallowed all the cum he slapped her face a couple more times, this time with his cock, laughing to his friend that this was more the kind of money he wanted to spend on a dirty whore. In his cock went, not that big but he was very rough and Katie started to gag as he wrapped his hands behind her head and forced his cock in, holding her there for some time. Katie was uncontrollably bucking against the post causing her petticoats to fly up and reveal the frilly edges of her knickers. "Hey buddy, check this out, I think she wants it from both ends!" laughing to each other the first man goes behind Katie, lifts up her dress, pulls down her panties a little and starts stroking his dick, getting ready to fuck her again. His other hand stroked down her stockinged legs, and must have noticed the dried up cum still there from her earlier gang bang. "Hah!" he laughed, "Looks like either she got fucked earlier or her pussy got so wet that it ran down her leg! This is great, I've always wanted to fuck one of these French maid girls in the ass, they always sound so dirty when they talk." Now hard again, he spat on her ass and fingered her sissy pussy a little, before realising she had already been well lubed and used already. "Damn hoe! Your ass is like a railway tunnel! How many guys have you had in here? Ah, who cares if you have one more then." With that he slides his cock in, not as thick as Maria's friends but enough to make Katie squeal her little squeaky noises again. "You know, I think the fucking little bitch likes it!" "Who cares, she's just hear to get fucked I don't care if she likes it or not." They continue to pound Katie roughly, when you feel Mistress once again ramming your ass hard after a fairly sustained steady pace. She shoots another gooey load inside you again, and then you feel her pull out. Another strap on shortly follows, and Mistress begins pounding your ass once again as you are now taking a dildo about an inch down your throat. The two guys in the video finish with Katie, and then pop the gag back in her mouth like it said on the sign. Slumped across in front of the post, Katie looks distraught and scared, obviously with no idea where she was other than being outside somewhere and no longer safely with her former Mistress. At this point the video camera zooms in on Katie's tear streaked face, make-up ruined and smeared with cum as Maria starts speaking softly into the microphone. "This, Sissy, is where you'll end up if you don't behave. I can treat you very well and give you many amazing experiences, but cross or deceive me and I will visit a wrath upon your life. My two friends here are going to keep an eye on Katie for the next few hours and film any more gang rapes that she endures which will be shown for your pleasure after this little talk. She will then be picked up, taken away and kept quietly until morning. Then, after we verify that the new love of her life has received her flowers and watched the video of her new beau performing so vigorously for me, we will drop off a little cum-stained package in her garden, all beautifully presented with a ribbon tied around her. A ring of the door bell and off we go, leaving poor little Katie to her fate with explicit instructions never to contact me again. I don't know what her new girl will make of it all, maybe she'll be disgusted, maybe she will be turned on and will keep Katie dressed as she is to torture and amuse her. I don't really care, because now I have my new play thing, You. My pretty little Sissy, you are going to bring me so much joy I'm sure. If you don't... Well Katie here could always do with some company but the gents here can be a little rough. One of my previous girls was hurt rather badly when they found out she wasn't really a girl at all. Poor little thing. But I'm sure you'd never do anything silly like breaking one of my rules. Anyway, let's watch Katie's next scene shall we?" With that the video slowly zoomed back out from Katie's face and then jumped as the time shot forwards 30 minutes. A lone man was walking towards Katie, going through the same drunken surprise, delight and then horny routine as the last two. He is just reading the sign when the video suddenly clicks out again. "Bad editing" you think being momentarily distracted by the cock in your ass ploughing you. Mistress must really like using this huge strap on you as she has been keeping it going for much longer than the previous ones. Video clicks back in and you are immediately greeted by a view down Maria's top before she moves back a little after adjusting the camera. She's wearing the same top as the one she was wearing for you earlier, and you can see another sissy behind being fucked by a tall black man, taking lots of long, slow strokes. He must have a big cock you think, salivating slightly at the thought. You can't see much of the sissy, only her legs which are wearing stockings and some really cute heels. You start to get very excited again by the view of Maria and this sissy getting fucked whilst wearing your favourite style of ladies heels. Maria smiles and starts to speak "Hello there Sissy, this is a public service announcement. *laughs* I wanted to interrupt the video of Katie getting raped and covered with cum by all those unpleasant men to show you this Sissy here. You might recognise her in fact. She's been doing really well, and has already taken the hot dripping cum of several men in her sissy pussy and is now getting fucked by one my favourite studs. He has a gorgeously large penis, which has made me very happy on numerous occasions in the past. But for now he's pleasuring this sissy instead. Shall we meet her? Off we go." Maria stands up, turns around and walks over to the Sissy Fucker Chair, still keeping between you and the sissy. She then turns around to face the camera again and says "I know you'll recognise her, because it's..." she reaches down to pull off the sissy's headphones when simultaneously yours are removed! You then hear Mistress Maria whisper in your ear "You."