Stroking Sissy 2 free porn video

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STROKING SISSY 2 by Throne My wife June's date with Chuck, the guy she used to go to bed with when she was single, was fast approaching. The night she had caught me in her panties, wearing a bra and wig and cosmetics, she had made me promise to obey her no matter what she wanted. But this was especially difficult to handle. It was bad enough that I was no longer allowed to have sex with her, but now she was going to happily let him take my place. The only contact I could have with her pussy was when I used my mouth on it; he was going to be filling it with his big cock. As I thought of all that, I went to the full length mirror in her bedroom to check my appearance. She had allowed me to pick my own outfit, but with the proviso that if it was too conservative, I would be punished. That put me in a difficult position. I didn't know how extreme she wanted me to look, so I had to overdo it or risk paying a penalty. I thought about the most recent discipline I had received, for not keeping all the dirty dishes washed up the other day. On that morning I had been given a hard spanking with a firm rubber spatula in the kitchen, while I bent over and held onto the breakfast island. Afterwards I had to spend the rest of the day wearing only a short bed jacket, pink with a vertical row of white pom poms on the front. It left me bare from the waist down. To add to my indignity, I had to speak like a little girl and address her as Mommy. June had said to me, "My little princess's bottom is so red. Is it sore?" "Yes, Mommy. My widdle wed bummy is so sore. I'm sowwy I didn't do all my chores." "That's the attitude I like to hear. Now you bring me your special cream and Mommy will put it all over your behind." "Fank you, Mommy. Candy wikes it when you use the cweem. It feels soooo good." I was required to smile at moments like that, despite my pain and embarrassment. "Yay!" I bought her the wide-mouthed jar and she had me stand there with my back turned to her, my brightly marked backside nice and close for her to reach. I was told to bend forward and put my hands on my knees. Then she paused, saying she had remembered a phone call she had to make. I was required to stand there in that humiliating pose while she opened her phone and hit a stored number. Who was she contacting? And more importantly, would she reveal my situation to them, intentionally or maybe with a slip of the tongue? "Hey, Angie," my wife said cheerily. "How are you? Glad to hear it. Me? Oh, just hanging around the house with... Kenny. We've been having a little chat. Hmm? Oh, just about this and that. Sometimes I have to make helpful suggestions about his... behavior. Would you like to ask him about it?" Oh no. If she put me on the phone and I used my childish voice, my secret would be out. If I spoke normally, it would cost me severe retribution. Maybe an entire week of punishments. June listened to something Angie was saying, nodded, and leaned forward to hold the phone out where I could speak into it. I stayed frozen in my awkward position. Then June laughed softly and pulled the phone back to resume talking. She said, "Maybe we can chat about Kenny later. Discuss how he compares to that hunk of muscles you're married to. Right now, though, I want to hear all about your shopping trip to the city with Marie." I was grateful for my reprieve, but the way my wife had played with my mind left me quivering. She gabbed with Angie for another 20 minutes while my back and leg muscles began to feel the strain. At last she said goodbye and flipped the phone shut. She hadn't told me to straighten up, so I continued to maintain that posture. June dipped three fingers into the jar and got a big dollop of cream. She began to rub it into my right buttock, delivering soothing relief. Then she did the other side. I was beginning to relax when she obtained another generous gob of the cool stuff and started to spread it between my nether cheeks, slowing running her hand up and down. I tensed. My wife went on unhurriedly. Then she put the tip of her index finger against my rear tightness. June concentrated rotating movements there, stimulating me but also making me afraid that she might do more. She stopped her circular motion and applied pressure. Not much, but enough to remind me of how vulnerable I was. I whimpered. I hated it when she did that sort of thing. It reminded both of us how fearful I was of her unlimited power. I held my breath while she gently pressed and drew back, pressed and drew back. After a minute of that, which seemed like five, she asked me, "Does my Candy need some more cream? Does she want it... inside?" I tried to mentally calculate whether or not a negative answer would get me into trouble, and decided that what mattered wasn't what I said, but how I said it. From past experiences I knew what she wanted. I told her, "If Mommy finks Candy needs it, it's okie dokie. But Candy's botty already feewls sooo much better. Fank you, Mummy, for putting the wuvely smewling cream on Candy's po-po." My bride didn't stop immediately. After a long pause, however, she relented and told me, "All right, Candy. But we don't want to get that cream all over your pretty bed. So let's get your new panty girdle out for you to wear." "Ohhh," I enthused, even though I didn't want to. "Thank you, Mommy." What I was really thinking was that the garment was uncomfortably tight and would constrict my middle, as well as compressing my genitals and flattening them against my perineum if she made me tuck myself down and back. "Fank you, Mommy. Candy wuvs you." June chuckled. "And Mommy loves Candy. Oh, and dear, remember to push your 'funny parts' down and back so they'll fit in that nice panty girdle." My spirits sank. I would be in that awful undergarment all night. "Fank you, Mommy. Candy-kins will do that." I finished with a bright smile. That had been a week ago. Now, as I stood in front of the mirror in her bedroom, I told myself again that overdressing was preferable to suffering another creative punishment. I shook my head and began donning my outfit. There was a pale red camisole top that fit nicely against my smooth hairless chest. Then came pink, bikini-cut panties with tiny white stars all over them. Before she caught me dressing I would have delighted in wearing these things. Now it was still gratifying but there was the knowledge that it was no longer by choice, that she loved to mock me, and that I had to act like a shy virginal girl, which wasn't the role I preferred. Better than behaving like a child, but still unwanted. I shrugged resignedly to myself and got the stockings I had selected, stay-up ones that were bright crimson with flecks of shiny gold stuff in them. When they were on I stepped into clear plastic pumps with three inch heels. I took a few steps and turned around in slow motion. Okay, I really did look good, despite the absence of make-up or a wig. I started to get that old feeling that used to overcome me when my dress-up sessions were private. But then I recalled that my wife was about to go out with another man and it was because of my dressing. Well, that and my hopelessly small penis. I was yanked out of my thoughts by my wife's voice as she said, "Let's go, Candy. I have to get dressed too. You scoot down to your room for hair and make-up." She didn't have to move her finger to let me know that I owed her a curtsey. I did it and said weakly, "That you for reminding me. I'm sorry." I was apologizing all the time lately. My hands fluttered and then one went to my hip, the other held out slightly at the end of a limp wrist. "Do I look okay? If you want me to change anything..." June put on a critical face. She eyed me up and down, even came over to fuss with one of the straps of my camisole top. She decided, "This will do." She patted the front of my panties. "Love those stars." My dick twitched and a shudder ran through me. It had been a few days since I was allowed to experience my only form of sexual relief, playing with myself. I was starting to get antsy for permission to do it again, even though I knew June would be watching, giving instructions, and smirking. She put her fingers lightly on my narrow shoulders, turned me around, and gave my bottom a pat to send me on my way. I swished down the hall, restlessly tugging on the hem of my top. I got to my own bedroom and noticed something new. On the wig stand atop my dresser was an unfamiliar wig. This one was an artificially bright gold, made of some obviously synthetic material, and featured a mass of short curls. She must have put it there while I was dressing in her room. I went to my girly bed and sat on the edge for a moment. It felt like the room was tilting. But the last thing I wanted to do was to upset my bride. I forced myself to stand up and go to the mirror above the dresser. There was good lighting and I began to work on my face. I put on blush, mascara, eye liner, eye shadow, lip liner, and finally lipstick. Everything was in a spectrum of pinks, including the mascara. I ended up looking freakish but in an appropriately candy-colored way. The wig made a jarring contrast with all that pink, but June had after all told me to be daring. I gave myself a final look and then checked the time. Chuck would arrive soon. There are several ceramic butterflies mounted above the mirror. One of them was tilted slightly. I straightened it and then left the room. When I got back to June's bedroom she was just finishing getting ready. She had used some product on her short hair to make it fuller. Her make-up was flashier than usual but not extreme. She had on a short red dress that was perfect for her modest but sexy figure. There were matching shoes with stacked two-inch heels. Some glistening gold jewelry completed her lust-provoking look. I took two deep breaths and held my hands under my chin, again limp-wristed, joining my index fingers and twisting them together. "Oh, June," I whispered, "you look magnificent. Any guy would want to..." Catching myself, I bit my lips and lowered my eyes. She laughed softly. "Any guy would," she agreed. "And I'm sure Chuck will. Just like he did when we were dating." I had gotten into the roll of modest maiden and, despite my appearance, stood there hugging myself and feeling uneasy about her innuendo. "I... hope you have a nice evening." "I hope his big pussy-stretcher leaves me dizzy and weak in the knees." "Yes, dear," I mumbled. "Now let's get to the living room." "Do I have to be there? I mean, does he have to see me? Like this?" "Well, I'm sure he could use a good laugh. But let's just get you there and maybe there'll be a surprise coming." I didn't like the sound of that. But along with being conditioned to act like a sheepish girl, I was trained to obey without question. So I followed my wife, aware of how inviting her swaying ass was in that clinging dress. We got to the living room and I heard a car pulling up out front. Please, I pleaded silently, don't let Chuck see me looking like a total sissy. There was a knock and she flung open the door. It wasn't Chuck. It was her friends Angie and Marie. They had a third woman with them who I recognized with dismay as Meredith, who I had dated before I met June. My wife gave me a devilish grin and explained, "I thought it was only fair that, if I was seeing my old boyfriend, you should have a visit from your former girlfriend... who you disappointed and then left. Aren't you glad I was able to locate her?" "B... but that's not fair," I whimpered, hating how wimpish I sounded but unable to control it. "I don't know," June said. "Sounds perfect to me. You two can chat about old times. And Angie and Marie volunteered to be like babysitters. Sissy sitters. Or maybe cuckold sitters. It's all good." Before I could recover I heard another car pull up. Moments later there was a strong rapping on the door and she opened it up. There stood a tall, imposingly well built guy with a blond brush cut and square jaw. "Hello, Chuck," she purred and opened her arms to him. He embraced her and they kissed warmly. I stood there trembling. He glanced at me and snorted. Angie and Marie came and took my arms. Meredith tickled me under the chin. Being seen like that by everyone was devastating. My lips quivered. June threw me a wave like you would give to a child and left with Chuck. As Meredith was closing the door I glimpsed Chuck patting my wife's backside. "So," Meredith asked me, "what would you like to do first, Kenny? Or as June calls you, Candy. For starters why don't you show the three of us how pretty you've made yourself? Hmmm?" "I..." Swallowing drily, I managed to say, "If that's what you want." "Sure is," my Ex confirmed. "We'll make ourselves comfortable and you can model that darling ensemble for us." I stood there in the camisole top, brief panties, showy stockings, and attention-grabbing shoes, plus the wig and cosmetics, knowing what a sight I made. To make matters worse, Meredith took out her phone and snapped a picture of me. They got comfortable, Angie and Marie on the couch and Meredith on the recliner, which used to be mine but now I was forbidden to use it. I positioned myself in the middle of the room and forced a smile that I'm sure didn't hide my mortification. The other two women also started taking pictures. Then I walked over to the couch, putting one foot in front of the other to make my movements and posture more feminine. I did a slow turn and started toward Meredith, putting my hands over my lower face in modesty that didn't have to be faked. Mannerisms like that were becoming second nature, to my dismay. Meredith patted her lap and said, "Why don't you sit down, Candy baby?" All three women were attractive and, though they weren't dressed up, they had made sure to be sexy. I slid tentatively onto Meredith's lap and she put an arm around me, almost as if she were the man and I the woman. Her hands roamed, one on a thigh, the other sneaking up under my camisole to find a nipple and toy with it. I gasped and wriggled. She blew in my ear and asked me if I'd like to fool around. All I could do was sniffle. She felt my crotch to see if she had achieved her goal and, when she detected my erection, told me to get up. As I stood she said, "Now get those panties down to the middle of your smooth hairless thighs and let's see why June had to find someone else to be the man in her life." I pleaded with my eyes but she was merciless. So down went the panties and Meredith got an eyeful of my immature genitals, penis standing up and balls retracted. She had seen them before, of course, but to the others it would be a revelation. I was still close to her and she took a silky scarf out of her purse and held it under my straining member. Holding the length of material by both ends, she worked it back and forth, across the underside of my dick, until I was close to weeping from the teasing stimulation. "What's the matter, Candy?" she wondered innocently. "Did you forget to jerk off today. Did you?" "J... J... June didn't let me." "But she does, sometimes, doesn't she? While she watches? And makes helpful suggestions?" "Y... yes." "Well, we're all friends here." She took away the scarf. "So how about if we do the assisting for you tonight?" "O... kay." I didn't want to but was fearful of what refusing might lead to. "So go over and show the other ladies what you have to work with. Once you get your hand on it, the poor little weenie might not even be visible." I turned and went to Angie and Marie. They giggled at their sight of my undersized dick and took more pictures. I put myself right in front of them, the panties still partway down, and unhappily got my fingers around my penis. With them watching avidly, amused by my discomfort, I had to begin stroking. It felt good but that was mostly spoiled by having onlookers. Angie suggested, "Play with your nipples, Candy." Marie added, "And give you baby-size balls a massage." I moved one hand up to alternate between both nipples. The other one stopped stroking so I could fondle my balls. Meredith wanted me to touch myself behind the scrotum, in the area called the perineum. I had never done that before but it was strangely stimulating. My dick began to leak clear fluid. I was told to gather it up on my fingertip and lick it off. The humiliation just kept mounting. I was horribly afraid that they would order me to touch my anus and maybe even go further. But at least no one thought of that. I had to put on a long show, with them making further suggestions. "Wet your fingers, Candy, and then use them on your nipples." "Let everybody see how much you're enjoying yourself. Give us your best 'bedroom' face. Lick your lips, too." "Lay on your back. That's right. Now keep your hand on your midget dick but don't move it. Instead, hump your fist by moving your hips." Of course, every time that I did as I was told, the action was punctuated by their laughter. Finally they allowed me to stop and raise my panties. I stood there with my face warm and my eyes tearing up. Meredith sent me to the kitchen to get them three glasses of white wine. June had made me buy two bottles recently and put them in to chill that morning. She even had me rewash the glasses, though they didn't need it. Now I understood that she had planned this event in advance. I was just unscrewing the cap on the first bottle when I heard someone enter the room behind me. My back muscles stiffened. Wasn't I even going to allowed a few minutes alone? A hand settled on my bottom and fingernails pressed into a soft buttock. Meredith spoke, telling me, "It's been too long since I've seen you, Kenny. How rewarding to find out that not only was I lucky you betrayed and left me, but that you're a weak little sissy, too." She leaned close to hiss into my ear, "And addicted to jerking off. Wanting women to watch you while you pretend you're embarrassed. What a total pervert." She paused for that to sink in before going on, as if everything was normal, "Now let's see if we can find a nice tray for you to serve those drinks on." My hands trembled as I poured the wine. My EX-girlfriend searched through the cabinets and then went to the adjoining panty to check the sideboard. She came back with a silver tray that we had gotten as a wedding gift, and told me to wash and dry it. As I was doing that she said that maybe she would mention to June that a maid's outfit would be appropriate for me. I couldn't contain a whimper and a sniffle. "Awww," Meredith said with fake pity. "Poor Candy. I'll bet I know why you're sad. Because you don't have a maid's uniform already. I can see you in a tiny dress, fishnet stockings, and heels. With a little white cap perched on top of your head. Curtseying and saying 'Yes, Ma'am' and, if there was a man around, 'Yes, Sir'. Ohhhh, I'll bet you'd love having a guy see you like that. It would be sissy paradise. You'd probably start flirting with him the minute he showed up. Right, faggot?" "I... I'm not..." I gave up and hung my head. "Yes, Meredith. I mean, Yes, Ma'am." "Ha! That sounds so natural coming from you. Especially in that sissy voice you prefer to use." I had finished pouring and recapped the bottle. Once the tray had the glasses on it, I wasn't sure what to do. I fussed with the tops of my stockings and shifted my feet, keeping my eyes lowered. The persona of meek young girl that June had insisted I assume was becoming all too automatic to me. How long would it be before I couldn't turn it off? Or had I reached that point already? I tried to remember the last time when I was home and had acted the least bit masculine -- and couldn't. Meredith interrupted my worried thoughts when she snapped her fingers and said, "Let's go, homo. Time to serve those sweet ladies who are being nice enough to sissy sit you." She chuckled. "And to serve me, who's being nice enough to not slap your face right in front of them, though there's still plenty of time to do it if I change my mind. After all, your hot-to-trot wife isn't going to be in any hurry to get away from that handsome Chuck. He is one fine piece of man meat. And from what I've heard, he also possesses a fine -- and damned big -- piece between his legs. So we might not see her before midnight." She gave my other buttock a squeeze, again digging in with her fingernails. "Now pick up the tray, you stupid sissy, and try not to screw up the simple job you've been given." My breathing was shaky because I was on the verge of breaking down and weeping. I was desperate not to add that behavior to my growing list of girly actions. I managed to say, "Yes, Ma'am," and obeyed like a mindless piece of human chattel. As I reentered the living room, tray held out before me, hips rolling as I moved, Angie and Marie grinned nastily. Angie said, "I hope drinking doesn't make us start acting mean to sad little Candy." "Yeah," Angie seconded. "I hope the wine doesn't make us think up something extra nasty to do to the boo-boo-faced pansy." She captured another digital image of me. My body quivered as I served the drinks, each delivery accompanied by a curtsey. Just hearing Meredith mention me doing that had put the idea deeply enough into my mind that I did it without thinking. Abject obedience -- even to others than my wife -- was becoming a part of me. And I was dressed in that terribly girlish get-up. While my wife was out with another man. Who she was more than eager to have sex with. While Chuck had me utterly bested in that department. And would probably leave her never wanting my inferior body and performance again, even if by some miracle we got past my current status as a full time sissy in my own home. When the drinks were distributed and everyone had enjoyed a sip, with me of course left drinkless, Meredith got an impish gleam in her pretty eyes. I hugged the tray against my chest, belatedly realizing that my body language echoed that of a schoolgirl with her books, too afraid to change my posture. Meredith looked at Angie and Marie while she said, "Here's what I'm thinking. First we spend the next hour keeping our wimpy sissy all heated up. Make sure that Vienna sausage between Candy's legs stays stiff but doesn't go off. Let the wuss have fun playing with it while those baby-sized balls get sorer and sorer. Then we put the pathetic excuse for a man in a special position to finish, but the pose might just take the fun out of it." "I'm intrigued," said Marie. "Can't wait to see what that position will be." "Likewise. But in the meantime," Angie decided, getting to her pretty feet, "I want to make a special effort to give Candy an aching throbbing set of blue balls." Unable to contain it, I made a quiet whining sound. All of them chortled. Angie came up to me and put a fingertip into the hollow of my neck. She moved the digit in slow circles. At the same time, she leaned close and murmured, "How would you like to feel my mouth on your cock, lover boy? Hmmm? Wouldn't that be wonderful? Or maybe you'd rather get right to the main attraction and stuff your tool into my pussy. Yes? And pump me until I scream?" She paused while I stood there writhing internally. "Oh, but I forgot. You're not allowed to have a girl's mouth on your rod. And definitely not her pussy. You're pussy-free. Aren't you, Candy?" My voice quavered as I confirmed unnecessarily, "Yes, Ma'am. I'm not allowed any... pussy." "Poor thing. But I'll make an exception." I gasped. "You will?" "Sure. lover. You can have all the pussy you want tonight." She allowed my hopes to rise before saying, "But it has to be hand-pussy." She cackled. "So lose the panties, get those pale delicate fingers around that ridiculous excuse for a cock, and have some hand-pussy love." Feeling miserable and, I'm sure, looking it, I removed the panties and started to stroke myself. My penis, which had been softening, quickly got hard again. As I pumped, my back arched and I groaned loudly. It was so mortifying that, without thinking, I stopped and clapped my hands over my crotch. All three cameras got used again. I was sure it was an especially incriminating shot, with me looking like a modest girl trying to hide her love nest. Marie rose and got on my other side. She began purring into my opposite ear. "Oh, Candy, how about if I let you play with my tits? Suck on the nipples? Are you allowed to do that with June? Are you?" "N... no. She doesn't l... l... let me anymore." "How terrible. So terrible that it's giving you a stutter. Now you not only sound like a complete swish, but like a nervous and laughable one. Don't you agree, C... C... Candy?" The way she mocked me made it even harder for me to speak. "I... I... I'm sorry. I c... c... can't hel... help myself. It's not my faul... faul... fault." "Stuttering and stammering. I can't imagine you trying to talk to any woman. It would be too awkward. Not that they'd ever be interested in you, with your obsessive dressing up and your miniature dick." For the next hour and a half they kept it up, taunting me, making jokes about my lack of machismo, making lewd suggestions to keep me hard, and having me strike suggestive poses while I continued to masturbate without finishing. I worried the entire time about what it was that Meredith had planned for me. She had vengeance on her mind and was going to exact it, I could tell, in some viciously mean way. "So," she finally said, "I guess June has had incredible sex with Chuck by now. At least once but probably twice." She sneered at me. "While you've been getting yourself more addicted to your favorite form of recreation, hand-pussy. But now it's time for your climax. Figuratively and literally." To the others she said, "You're going to love this, girls. Candy here, not so much." Giving me a broad wink she added, "Right, Candy darling?" I swallowed and said, "P... please, don't do... do... do anything else to m... m... m... me." Meredith shook her head. "Stop now? And skip the big finale? I don't think so." She drained the last of the wine from her glass, which she had gone and refilled herself. "Not a chance." The other two had their phones ready for more picture taking, in anticipation of whatever deviltry was planned. I managed to squeak out one more, "Pleasssse, d... d... don't...." But Meredith told me with absolute authority, "Get on your back, Candy. That's a girl. I hope that slender figure of yours is nice and limber, because I want you to get your legs up and throw them over your head, so your knees are on either side of your face. Go on. You can do it, weakling. There you go, all in position. And your ridiculous pee wee is still kind of stiff. Give it a few more wanks to bring it up to its full, unspectacular size. Keep going. Ah, well done, sissy. Are you starting to get the picture, or is it too complicated for you?" "M... my p... penis is... aimed at... m... my m... mouth." "Bingo! We have a winner. And all you have to do is keep tugging on it. Oh, and keep those painted lips open wide." "This is too funny," Angie said, taking yet another photo of me. "It's hilarious," agreed Marie, moving in for a closer shot. It was the most shame I had ever felt. Being dressed that way, with the make-up and wig I had on, my dinky dick visible, having to play with myself while they watched, and getting closer and closer to shooting into my waiting mouth. Meredith aimed her phone and said, "Let's try to capture that special moment, girls, when sissy Candy spurts a load onto her own tongue. Ewww. Talk about yucky and perverted. Hard to believe that the loser really wants this to happen." She planted her foot on my upturned bottom and got the stiletto of her shoe between my buttocks. She pressed down on my rear opening, adding unwanted stimulation and even more humiliation. As my breathing accelerated she warned, "Sounds like Candy's ready to squirt. Kind of like one of those plastic containers full of liquid candy. Candy's going to eat her own candy." She gave the heel of her shoe some unexpected twists, left-right-left- right, and it was too much. I squealed like a virgin being deflowered and cum jetted from my penis into my gaping mouth. I hit my tongue and rolled off it, some puddling underneath and some sliding down the back of my throat. I tasted its saltiness. As my ejaculation subsided the next output landed on my lips and cheek. A last drop fell onto my chin. I realized I was crying. As I tried not to ingest any more, some leaked out of the corner of my mouth. My saliva mixed with what was still inside, increasing the volume of the mess. At last I surrendered and gulped down all that I could, committing the inevitable rather than prolonging my ignominy. Even so, my tongue was still coated and there were traces all over the interior of my mouth. I lay there sobbing while the girls made sure my disgrace was fully documented. Meredith crouched down and took one more shot of my distressed features, still glistening with semen. She told me, "Time to lick your lips, sissy. Yummy cummy in your tummy. Let's see that tongue moving." "Yes (gag), Ma'am (ugh). I'll d... do it. (moan) Just g... give me a s... sec... second. (boo hoo hoo)." I ran my tongue over my spunky lips and forced myself to swallow the additional cream. My EX-lover kept her foot where it was. That was when I heard the front door opening. My muscles tensed and I felt the strain on my back in that unnatural position. But Meredith didn't relent. We could hear June and Chuck. My wife said, "That was amazing, lover. I can't wait to get together again." "What about your freaky husband?" he wanted to know. "What about him?" She laughed softly. "He still has his own sex life... with his soft girly hand." They kissed loudly and wetly enough that we could hear that as well. I felt sick with jealousy. They said goodnight and the door closed. My bride entered the room. I could see her slightly by turning my eyes. She took one look at me and broke up laughing. "My, my," June exclaimed. "What have you mean girls been doing to my helpless sissy husband? Trying to tie him in a knot?" My three tormentors chuckled. Meredith said, "We know how much a sissy like Candy enjoys the taste of semen, so we made her take a mouthful of her own." June smirked at me and said, "That's too funny. But the wimp doesn't look too happy about it. Has she been a good girl all evening?" "Good enough." "Well, then, I'm going to reward her. Let the pathetic pussy-boy get up and I'll take him to the bedroom for some sex." My hopes rose once more. Meredith looked disappointed by June's generous decision, but moved her foot anyway. I got off my back and waited for the soreness in my muscles to subside slightly. Then I got to my feet with difficulty and stood there gazing at my sexy wife. Her hair was a bit mussed, her clothes disarranged here and there, and she had a look of bliss on her pretty face. Even with what all that told me, the thought of sex with her was energizing. But I had just cum. Usually it took me a day or so before I was ready again. Still, this was a special opportunity, a chance to reestablish my manhood. My confidence was rising. I followed her sexy legs into the bedroom. She had me help her undress and laid out naked on the bed. "Come on," she offered seductively. "Time to show me what you can do." I got between her silky thighs on my knees. My penis cooperated to the point of starting to get hard. I was about to redeem myself. I bent forward and reached for her inviting breasts. "Whoa," she said unexpectedly. "Hold it right there, stud. Those are only for Chuck from now on. Did you think you were allowed to touch them? And your puny pecker is halfway hard. Were you expecting to put that tiny thing in me and get your jollies?" "I... b... but... you s... said we were g... go.. going to have s... s... s..." "Sex? Sure, you tongue-tied twat. But not that kind where you get to poke me. No, no. I meant the only kind you're any good for. The only kind you'll be having with me in the future." "W... what kind?" "You know, Candy. When you use your sissy mouth on my pussy." "B... but you had s... s... s..." "Sex. With Chuck. I had his supersized cock all up inside me. And now you'll be putting your tongue where he had his bone." "Th... that's... awful." "Well, at least I cleaned out all of his salty slimy spunk." She waited until my face registered a modicum of relief before she self-corrected, "Oh, wait. I actually DIDN'T clean up after. I'm full of his cream. It's on the insides of my thighs, too. Sucks to be you. Sucks to be you sucking out all that stuff." Between sobs and sniffles, I got my face close to her mound. I could see Chuck's ejaculate, half dried on her labia. My throat constricted. My head spun. But when June snapped her fingers I stuck out my tongue and ran it up and down the center of her mound. It was awful and yet I kept going, licking and probing and then sucking her clitoris. She told me to be gentle because her lover had slammed her hard and taken lots of time giving her pleasure. I lapped and swallowed, paused from that to lick clean her inner thighs, and returned to my main task. Gradually my wife became aroused. She told me, "I like this. Chuck pounds me and sends me over the moon, and then I come to you for lots of tender sissy licking. And you look so pretty all dressed and made up. Get deeper, Candy. And after that you can concentrate on my love button until you make me finish. That's my good pussy cleaner." I couldn't stop whimpering but I still took her to the brink and over the top. She had a moaning climax, afterwards keeping me down there to lightly kiss her through a long afterglow. When it was all over I asked to be allowed to rinse my mouth, but she just snickered and told me that wasn't going to happen. She wanted me to spend the night with the flavor of her wild evening of sex on my tongue, the scent of it in my nostrils, and for me to wake up with it still there. At last she got up and sleepily donned a short robe and tied its belt. Another snap of her fingers got me off the bed and a point of her finger toward the floor got me down onto hands and knees. I followed her that way back into the living room. The women were having another glass of wine, from the second bottle, and chatting. I had to kneel in the center of the room, sit up on my heels like a begging dog, with my 'paws' under my quivering chin, and describe what had happened with my wife. They were pleased that June hadn't actually allowed me sex and then had one more laugh at my expense. "So," June told them, "thanks for coming and looking after Sissy Candy." She commanded me to thank each of them with a kiss to the toes of their shoes. Meredith was last and she also turned her foot up and had me kiss the sole. My wife went on, "And I'll be out dating Chuck a lot. For the moment it would be nice to have sissy sitters available whenever I'm gone. If you're interested." They all were. "I'm sure I'll be having my real man here for sex and sleepovers before long, but in the meantime you'll be welcome to do whatever you feel like to Candy when you're here. And I do mean whatever. After Chuck starts visiting me at home, you can still stop around on my off nights and play with the sissy wimp. Of course, after he starts hearing how loud I get while Chuck's in me, my loser husband will probably become even more pathetic than he already is. And if we let him watch, well, that will emotionally castrate him, I imagine." She concluded, "But not so much that you can't make him jerk off while you watch." They were all enthused, thanked her, and then left. I was a wreck. She left me in that submissive hands-and-knees pose while she had the last of the wine for herself. Then she announced that it was time for bed. She even permitted me to join her. I had to cuddle up behind her, so I could feel that glorious ass that I was no longer allowed to enjoy. To drive home my lowly status, she had me wriggle down low enough to place repeated kisses on her buttocks as she drifted toward sleep. The last thing she said was, "Just stay down there, Candy. My ass and your face... perfect together." And that was how I spent the rest of my first night as a cuckold sissy. ********* (Thanks to everyone who offered suggestions after the first chapter, about what to include in this final installment. Some of those ideas are already slated to be used in other stories, so I went with the humiliated-by-several-women theme, one of my favorites. Hope you'll let me know what you think about this one.)

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1 year ago
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3 years ago
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1 year ago
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1 year ago
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3 years ago
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3 years ago
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1 year ago
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What does it mean to be a sissy

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2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
2 years ago
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Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

1 year ago
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Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

2 years ago
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The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
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son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

3 years ago
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Cum Craved Sissy

Taking a quick look at the clock, I noticed that the delivery had run late, and I was immediately stressed at the fact that Mistress would be home shortly. I knew I didn't have time to shower, and there was certainly no time for much cleanup either. I just pealed the skin-tight jeans down, crumpled them up and buried them at the bottom of the hamper.I carefully pulled the bright yellow panties down my legs, trying not to make any more mess. I washed the creamy jism away in the sink, squeezed...

2 years ago
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Born a Sissy

Born a Sissy This is the story told by me "grandmother" and my grandson Timmy. Most of it is true and only some parts have been modified. It all started back in 1979 when Timmy was only 9 years old. He was a beautiful child that I loved dearly. Timmy's mother, my daughter, had him at the young age of 17. Being so young she was not quite ready to be a full time mother. She was just like any other teenage girl who had social obligations to meet. She was a good mother but I understood...

2 years ago
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sissy

Thanks Megan for the courage to comment. I like constructive criticism, and in addition, would love to be your toy! This chapter is dedicated to you!After returning to my house, I realized that our shopping trip did not accomplish what we set out to do, which was to get more panties for me to wear. So as not to disappoint Elaine, I dressed, the panties in place of course, and returned to the store. Not sure what to expect I walked slowly through the door.The salesladies smiled and said, "Look...

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