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BLACK SISSY SITTER by Throne Jack was in a state of confusion. His girlfriend Tiffany, a willowy blond beauty, had invited him to meet at an unfamiliar address. It was an inner city neighborhood. He had been uneasy driving there, parking his car under a streetlamp, and walking the half block to the door. When he knocked he got a devastating shock. She was there but had drastically changed her look. Instead of the flowing hair he loved so much, she had cornrows that clung to her scalp and then hung to her shoulders. In place of her usually conservative jewelry she wore large hoop earrings, heavy chains with pieces representing a dollar sign, the face of a clock, and an X. Instead of her familiar sedate make-up she had heavy dark eyeshade and bright red lipstick. Her clothing, usually so trendy, had been replaced by a top that looked like a man's sleeveless undershirt, along with loose, camouflage-print pants. On her feet were black and white running shoes. She leaned against the door jamb, smirked at him, and said, "You actually showed up. What a dipshit." "B... but, Tiffany, I thought you wanted to talk. About our little fight. And come to an understanding." He gave her a hopeful smile. "So we could get back to dating like before." "I don't want to talk, loser. And it wasn't a fight; I told you off. There won't be any understanding." She met his fading smile with a sour sneer. "And as far as us dating, that's not going to happen." "Then, why am I here?" "So I can make you understand that you are my EX, not my boyfriend." "Is... that why you look so different?" She rolled her eyes. "Get inside so I can close the door, stupid. I can see this is going to take longer than I expected." He stumbled after her, straightening his polo shirt and tugging up his khaki pants. She gestured to a worn sofa. He sat down, then patted his neatly combed, sandy hair. He shifted his feet, in recently purchased loafers. Tiffany shook her head. "I'm glad I recruited somebody to help me convince you. And to answer your idiotic question, the reason I don't look the same anymore doesn't have to do with you. This is the way my new boyfriend, or I should say my lover, likes me." "But it's so... urban." "Right. So ghetto. Or whatever else you want to call it, boy. I also got this for him." She tugged down the front of her top enough to reveal the upper portion of one small shapely breast, and a tattoo that marred it. "What do you think?" "It's... what did you... how could you..." "You really are a hopeless jerk," she spat out. "Do you even know what it means?" His looks of incomprehension answered her question, so she explained, "It's the spade symbol. You know, like on playing cards. The things your mommy uses when she and her rich lady friends play bridge. And you do know what else 'spades' means, don't you?" When he still didn't seem to understand, she called into the next room, "Yo, Link, could you come out here?" "What?" responded a gruff voice. "I'm getting ready to go to the club." "I know, baby. But my EX-boyfriend, the chump I told you about, is here and he needs to see you." Jack could tell from the voice that this was a Black person. He was still putting the pieces of the conundrum together when a tall muscular man strode into the room. He was shirtless, had a shaved bald head, and sported a patch of black hair under his thick lower lip. Jack took an automatic step backwards and walked into the closed door. The big man -- Link -- glared at him menacingly. "Damn," he snapped at Jack. "You actually went out with my bitch?" "I... she's my... g... girl... girlfriend." "Like hell, blondie. She's mine. We hooked up. Tiffany's been telling me how you're too dumb to know it's over." "Yeah," she interrupted. "I got tired of being with a wimp with a miniature dick." "Hey," Link snapped at her. "You wanted him to see me? Well then he's going to hear me, too. So close your pretty mouth, girl." She pouted but didn't speak. Jack looked back and forth from her to Link. His mind was still sorting it all out and all he could think of to say was, "That tattoo. Is it permanent?" Link swore softly and crossed the room in several strides, putting himself directly in front of the seated suburbanite. He reached down and effortlessly yanked Jack up onto his feet by the front of his shirt. Bringing his face so close that Jack could smell beer on his breath, Link said with barely suppressed fury, "Looks like I'm going to have to take you apart and put you back together a different way to make you understand. How about that, sugar cube?" The imposing Black man was raising his fist when a new voice interrupted him, "Aw, Link, leave the little boy alone. He don't know no better. Like Tiffany said, he's not too bright." It was a tall Black woman. She looked Jack up and down. "Or too butch, either." All she had on was a red sports bra and matching bikini panties. Her arms and legs were visibly well developed, as was her washboard stomach. She wore her hair natural and about an inch long. Jack was stunned. Her round breasts were in proportion to her body but her hips were extra wide and, Jack saw as she turned to the side to give Tiffany a conspiratorial smile, her bottom was overly full and jutted out enticingly. At the same time, she seemed threatening and he had always been uneasy around Black woman anyway. He wanted to be near her but also to run away. Strutting up to Link she put her long arm out and set her hand on his broad chest. In a soothing voice she said to him, "Now, cousin, let me try my way. If it doesn't work, you can always beat the crap out of him later. How about if you let my girl Tiffany and me do what we planned earlier, while you finish making yourself look good for your date. Then, after you and her leave, I can, you know, talk reasonable with him and make him see the light." Link gave her a skeptical look. Then he relaxed visibly and said, "Whatever. I can do that. But if I get a bad report from you, Cheyenne, he's going to need either a doctor or a whole hospital." "I understand, Link." She gently pushed him and he backed up. There was another moment before the tension fully dissipated, the towering man turned away, and he left the room. Cheyenne said to Jack, "I just saved your ass, boy. Are you going to thank me?" "Um... er... thank you... Miss." "That was pretty lame but okay. I'll accept it. If you get down and kiss my feet, too." For a moment the scene was like a freeze frame. Then Jack found his voice and said, "Or you'll call Link back to make me?" He wasn't being brave, just too undecided to do the wise thing. Her full lips turned down in a frown. She said, "No, baby boy. I won't call Link to make you do it. I'll make you do it myself." Before he could process that she grabbed his crotch and gave a powerful squeeze. Jack howled, curled up as much as he could, and reached for her arm with both hands but was in too much pain to grab it. His legs buckled and she pulled downward, bringing him to his knees. "Please," he pleaded with the scant air he could summon from his lungs, "you're hurting me." "I'm supposed to be hurting you, wussy. But I'm helping you, too. I got you down on your knees where you belong. Now all you have to do is go the rest of the way and kiss my feet while you thank me for saving your sorry butt." "Okay," he gasped. "I'll kiss... your... feet." She laughed, let go, and straightened up. Her hands went to her flaring hips. She waited expectantly. Jack looked to Tiffany for help but she was grinning at his helplessness. So he lowered his head and pressed his lips to the toes of Cheyenne's right foot. He turned his eyes upward and gazed along the length of her tempting but unattainable body. He blinked back tears and wished the agony in his crotch would subside. Cheyenne jabbed him in the thigh with the toes of her other foot to remind him he had more to do. Jack understood, this time without his previous confusion. Excruciating pain can be very instructive. He dropped his head again to place submissive kisses on her right foot. Then more for the left. And finally a half dozen more for the right. This time when his eyes met hers she sighed impatiently, grabbed him by the ear, and yanked, forcing him to stand again. "Now we understand each other," she announced, giving his ear a twist. "But if you have anymore problems keeping your place, boy, there's more where that came from. Lots more." "I... understand," he assured her weakly. "Good." She released her grip. "So what me and Tiffany need to do is show Link that you're not going to try to smack him down and take her back. See?" "But I could never do that. He would destroy me." Cheyenne wanted to know, "Are you saying our plan is stupid? Are you telling us that Tiffany and me are stupid?" The rage she was clearly repressing scared him. He clasped his hands together in front of him, as if to show that he wasn't going to use them. Jack mumbled, "No, Ma'am. You plan is smart. Very smart." "Than you must be stupid. True?" His innate pride made him hesitate. When she reached for his vulnerable male parts again he managed to overcome the programming of a life of privilege. In a strained voice he said, "I must be stupid." When that didn't seem to satisfy her he went on, "I mean, I am stupid. Really stupid. I'm totally a moron." She let him sweat for a few extra seconds before saying, "Okay, shit-for- brains. So if you don't give us anymore backtalk, we won't hurt you. Maybe. But if I hear any sass, aimed at Tiffany or me, I'm going to use the nutcracker treatment again." She held her dark hand in front of his face and flexed the fingers, making a fist and then opening it again several times. He got the message. She said, "I think we're talking the same language now, white boy." Tiffany came close enough to put her hand on his shoulder. She told him softly, "I won't squeeze your balls, Jack." "No," he said, thinking she was showing sympathy. "I know you would never do that." Her tone was abruptly harsh as she added, "But I would be happy to slam them with my knee." He turned pale and began to quiver. "I... okay... " Tiffany went on with, "So even if you don't like what we're going to do to you now, you will NOT fuss or fidget or give us the slightest bit of trouble." Jack could see she was serious. And that she was now his ex-girlfriend, with the accent on the EX. He meekly allowed them to take him by the arms and walk him into a back bedroom. They left him standing there as they went to a small suitcase and opened it. Cheyenne said something about her niece Tyrese being the same size as him. And that Ty was going through a girly stage, liking all kinds of fancy pajamas and like that. She had left some of her clothes here because she was going to be visiting the city regularly. How convenient. Tiffany held up a pair of pale yellow panties. Cheyenne lifted out a light green camisole with lace trim. Digging deeper, they found a pair of sunflower colored stockings with elastic tops. Jack wanted to speak but by then was too intimidated. He waited silently as they also found a plastic bracelet made up of large beads in different shades of red. Stepping into the nearby bathroom, Cheyenne returned with a woman's razor and can of shaving gel. Tiffany barked at him to strip, which he did. The women pointed at his immature genitals and openly mocked them, calling his member a peanut, a joke, and an embarrassment. His former girlfriend moved Jack around, making him raise his arms and spread his legs when needed, while the Black woman applied the chilly gel. Then Tiffany took the razor and delightedly removed every bit of his visible body hair, leaving him pink and smooth all over. Jack was humiliated. He felt utterly vulnerable. And he smelled from the perfumed gel. "Time to dress you up pretty," Cheyenne said. When he hugged himself, Tiffany added, "So Link will see you're not trying to steal me back." That was all the reminder he needed. Jack lowered his arms and stood there obediently while they handed him the panties. He got one foot into the them and then the other, carefully sliding them up his hairless legs, feeling how satiny they felt against his skin. Then came the camisole, which he slipped over his head, got his arms past the narrow shoulder straps of, and let glide down over his body. He had to be instructed in how to correctly don stockings but soon had them on. They sat him in a chair at the end of the dresser. On top of the dresser was a collection of cosmetics. The females went to work on his face, giving him dramatic eyes, the illusion of strong cheekbones, and a full mouth with magenta lipstick, over which a coating of gloss added shine. Finally, they used some product and a brush on his hair to give it more body, and used spray to add a touch of red in the front. Cheyenne led him to the closet and opened the door, on the inside of which was a full-length mirror. When Jack saw how convincingly he had been transformed, he was speechless. No, that couldn't be him. Limbs so smooth and pink. Dressed in such a girly way. Face and hair undeniably feminine. Tiffany was grinning at his appalled reaction. Cheyenne wore an inscrutable expression, but he had a bad feeling that she was picturing what else she had planned for him that evening. The Black woman said to Tiffany, "He looks like a Princess, babe. But you have to get fancied up, too. Want to look good for my cousin." "Yeah. Link loves to show me off. I'll wear that mini-dress and maybe no panties. He wants all the guys at the club to know I'm his property." "Damn straight," came Link's voice from behind them. They turned and saw him in a black pocketless tee, black slacks, and a charcoal grey jacket. On his large feet were expensive shoes. Tiffany gave him a warm hug and he bent his head to deliver a penetrating kiss. Jack felt heartsick with loss and jealousy. Link eyed him and and laughed. He made a crack about the insignificant bump Jack's dick made in the front of the panties. "And you can't call him Jack no more," he advised them. "Got to come up with a girl name." Cheyenne said, "Right. Something like Jack but all feminine." "For sure," Tiffany echoed as she reached into the open closet and took down a tiny dress. As she began stripping, Jack looked at her longingly. "How about Jacqueline? No. Maybe Janice. Or... Jewel. That's plenty girly." To him she said, "How about that... Jewel?" He cringed but conceded, "That's fine." To be safe he added, "Thank you." They laughed at him. "Jewel" Cheyenne repeated. "Without much jewelry between her legs." "That's it," seconded Tiffany. "Hardly any family jewels." More laughter, while Jack cringed and blushed from shame. Tiffany got out of what she was wearing and into the abbreviated dress. It showed off her shape very well. She didn't go without panties, but what she selected was a thong that was barely there in the front and just a string in the back. Jack worried that, in such a short dress, she might expose herself disgracefully. She didn't seem to be worried about that at all. Quite the opposite, he saw, as she bent forward to get her flashy red heels, far enough to make the dress ride up revealingly behind. "Yo," Link grumbled. "You ready to go, bitch? Put me in a bad mood now, and when I bang you later on I'm going to be extra rough." She gazed at him dreamily and sighed, "I hope so." He gave her a scowl and said, "Move it, slut," though he didn't sound serious. Tiffany put her arms around him and ground her crotch against his lasciviously. "I'll move plenty when I'm on my back under you, later tonight, with that shotgun barrel of a cock inside me." That got a half-smile out of him. "Truth," he said. "Later." Jack watched brokenhearted as they left. His mourning for love lost didn't last, however. Cheyenne clamped a hand firmly on the back of his neck. "I'm sure they'll have a terrific time," she said. "Especially when he's boning her." Jack tried to quash his mental image of the lovers in bed together, having unrestrained sex. He pictured how well equipped Link must be, considering the way Tiffany had raved about him. If only Jack could somehow redeem himself in her eyes. Cheyenne said, "Time to start playing some twisted games, Jewel. Time to get you broken in. Link can see you'll never give him no trouble. We made how you really are on the inside be how you look on the outside. But by the time they come back I want Tiffany to see that you're an even bigger loser than she already thinks. I don't want her to just not want you for a boyfriend -- I want her to look at you like you're a real freak, like you're something out of a sideshow. I want it so just being in the same room with you will make her feel like she's around some weird sex geek. You'll never have a chance with her again after I'm done." "But..." he said desperately, "she might get tired of Link. She might want me back someday." "Not likely, sissy boy. But just in case she gets soft like that, I'm going to make sure there's no 'you' for her to take back. Won't be no Jack. Just Jewel. And Jewel is going to be a messed up, sick girl." He felt cold inside. Cheyenne challenged him with unblinking eyes. He whimpered and sniffled. She said, "Let's get started, Jewel." With that she seized him by his slender upper arms and pulled him to her. She rubbed her breasts against his narrow chest, pressed her crotch against his, and bit his ear. Her hand snaked down between them and she discovered that she had gotten what she wanted. His dick was hard. Cheyenne pulled down his panties in front and stepped back. She sneered, "You call that a cock, girl? It's not even a dick. It's just as small as one of them put-it-on-a-toothpick pickles." "A... a gherkin?" "Yeah. What you called it. A gherkin. Let me see you jerkin' your gherkin." She got her cell phone and used it to start taking pictures as he put his fingers around his laughably small penis. "Just use one finger and a thumb," she ordered. "That's more than enough for that itty bitty thing." He performed the mortifying act as she got several good shots. She made him touch his nipples while she got more digital images. He knew the capacity of the phone was probably impressive. And once she had them, they could be sent to others. Cheyenne made him assume a few slutty poses before she was satisfied that his first round of humiliations was complete. "Now," she announced, "seeing you queer out like that got me all hot. How about we tussle some and, if I beat you, you have to eat my pussy... and whatever else I tell you to get your mouth on." He felt queasy but nodded anyway. If he stood up to her she might lose her temper and injure him. But if she beat him, he was expected to... perform that act she said. He assumed a poor attempt at a wrestling stance and she did a much better job of the same across from him. They circled briefly, she feinted, and when he fell for it she shifted to the side and caught him unguarded. Suddenly she had Jack's arm behind him and was hurting it. He was helpless and, worse, looking like an absolute weakling. With her free hand she roughly fondled his penis, keeping it hard, and pinched and twisted his nipples, making him yelp but also adding to his stimulation. She ran her hand over him at will, licked his ears, and bit his neck hard enough to leave marks. When she released Jack and flung him away, he landed in a heap on the floor. Cheyenne snatched up her camera again to capture more unflattering images. He had shed a few tears and the cheap make-up they had intentionally used on his eyes was running. The overwhelming Black woman stepped up to him and declared, "You still owe me some more foot kissing, Jewel. And some toe sucking." He moaned sadly but got his mouth where she wanted it. Cheyenne made him adjust his head so she could get better shots. She had him look up at her and smile, then lick his lips, as if he enjoyed what he was doing, as she recorded more incriminating views of the action. When she set him to worshipping her feet in earnest it involved not just kissing and toe sucking, but licking the soles and even getting his tongue between toes, so he could taste sour perspiration. When she finally allowed him to stop, Cheyenne immediately said, "Let's keep going. I have so much to cram into the next few hours. Lucky for me that Link can make a trip to bed last for a real long time." That was another of Jack's shortcomings. He couldn't keep himself from finishing once intercourse began. Sometimes he had even lost control before he was all the way inside. But the fierce Black amazon didn't give him time enough to stress over that. She went into a shopping bag that was waiting in the corner and pulled something out. At first he couldn't tell what it was. Then he realized it was a long thick artificial cock. A black one. She thrust it at him and, by reflex, he took it. The cool rubber overfilled his hand. Cheyenne laughed and asked him how he'd like to have one like that instead of his baby pickle. She told Jack, "Showtime, Jewel. I'm going to switch to my digital camera and get a bunch of shots of you slobbering on that fake cock and sucking it like you're a faggot on his knees in the backroom of a gay leather bar. Let's see some suction, Jewel." He stared at the foot long dong and opened his mouth. Slowly he brought it nearer. Cheyenne urge him to 'get to gettin', and called him 'snowflake'. He put his lips around the fat head and closed them. She took the first of what he was sure would be a large batch of shots. Jack had to give mouth-loving to the ebony dildo any way he was ordered to, as well as smiling for the camera while looking at it hungrily. She had him swallow as much of it as he could, even getting him to manage his gag reflex more than he would have believed he could. At last she was happy with those pictures and said they were ready to move on. Dizzy with shame and despair and, though he hated to admit it to himself, lust for the woman tormenting him, Jack crouched before her and, when she told him to, worked her panties over her firm thighs, past her solid calves, and low enough for her to step out of. She laid back on the bed and told him with sadistic joy to position himself between her legs, on his belly, with his face near her mound. Cheyenne got a few pictures that showed her breasts and legs, his face staring at the camera, making it plain where he was and what he was ready to do. She said that this group of photos would depict him as a male lesbian, a slave to a woman's pussy. "Now get your mouth right in there, so you can lick me where it counts, but let me see your eyes still looking at the lens. That's right, Jewel. Now look down where that pie you're eating is. Ha! One more shot. Okay, I'm done with the pictures. Now you can just pay attention to getting me off. Come on, loser. Tiffany told me you're good at it, after she made you do it so many times. Kind of makes up for not being able to fuck worth a fuck. But not really." As he sucked on her clitoris she stopped speaking, started breathing harder, and laid back her head to enjoy having a bed slave devoted to her pleasure. He lapped and probed and even kissed. She made him slow down several times to prolong her excitement. Jack ran his hands over her sleek hips and moved them down enough to get a feel of her queenly bottom. He hoped she wouldn't find out that he was hard again. He was getting more and more mixed up between shame and arousal. His penis was straining against those snug panties. The smooth material of the camisole seemed to be caressing his nipples. He groaned with simultaneous desire and degradation. He tried to focus his mind on Tiffany but couldn't do it. All he could think about was Cheyenne, as his willpower was replaced by an unnatural need to please her, his cruel captor. The Black woman became more vocal and he knew she was approaching an orgasm. Jack slowed once more, this time without being told. Was he just afraid of upsetting her if he rushed her climax? Or was he extending the time because he was, against his will, enjoying it in some unnatural way? He paced himself a bit longer and then focused on her clitoris, driving her to her limit and beyond. Cheyenne exploded, grabbing his hair and pulling his lower face more firmly against her mound. She got extra wet and he had to swallow some of her juices. The loudly breathing woman peaked and then began to descend from the heights of ecstasy. He also decelerated, still giving her pleasure but at the same time staying in synch with her descent. At last she took a deep breath and lay still, releasing his hair. Jack's scalp was sore. "Not too bad, Jewel," she said lazily. "I could get used to have a sissy mouth like yours handy whenever I wanted it. Maybe could loan you out to some of my sisters. I got one girlfriend, Bessie, she's way fat. Bet you'd love gettin' your head between her big thighs and locking your lips on her sweaty pussy. Ain't that right?" "Y... yes, Ma'am," he replied meekly. "Whatever you want." "Well, what I want right now is to see how far I can push you. Kind of a test." She got up and, with him following obediently, returned to the bag from which she'd taken the dildo. This time when she reached inside she came out with something shorter. It was bright pink and narrow at one end, then got much thicker, before narrowing even more and then flaring out into a wide base. "Know what this is, Jewel?" "N... no, Ma'am." "A sissy like you don't know a butt plug when she sees one? Damn, I've got some educating to do." She went to a wooden chair in the corner and set the sex shop purchase in the middle of the seat. Jack saw that she had also picked up something smaller, like a tube of toothpaste. "Get over here, girl," she said with an amused look on her dark face. "Pull down them panties and bend way over. I'm gonna do something nice for you." She swore briefly, went to the bag again, and fetched an item she had forgotten before. A latex glove. As she returned he remembered her order, tugged down his panties, and bent far forward, thrusting out his soft bottom. She chuckled as she moved in front of him so he could see what she was doing. Cheyenne donned the glove, unscrewed the cap from the tube, and liberally coated her first two fingers with some sort of cream. She recapped the tube and set it aside. Then she got behind him and he felt her index finger probing between his buttocks. OMG, she was intending to -- to insert -- her lubricated finger into his anus. And that was exactly what she did, after a minute adding the second digit, all the while taking her time and appreciating his every whimper, moan and sniffle. At last she was done. He stood there quivering, possessed by a confusion of strange feelings, both physical and emotional. Before he had time to gather his thoughts she picked up the butt plug and turned it over. There was a suction cup on the bottom. Cheyenne made Jack lick it and then she put it back where it had been and pressed it down hard. A quick check assured her that it was firmly attached. "Now all you have to do, Jewel, is get your bottom hole right over the top of that thing and sit down. I'm sure a wimp sissy like you will enjoy it. You might want to drop your pretty panties a little further," she added helpfully. He gazed at the vertical shaft, with its wide section seeming like it would be impossible to get inside him. In a strained whisper he asked, "Please, couldn't you do something different to me?" "Sure, baby boy. I've got a dildo bigger than that one you had in your mouth. It's got straps on it so I can wear it like a real dong. I mean, not a tiny one like you've got, but a huge one like Link will be stuffing into your EX-girlfriend before they get back here. Now if you want, I can belt that one onto my hips and shove up right up your poop chute. You know, so you won't have to look like an asshole planting that one on the chair up your asshole. Which one's it going to be, pansy?" Jack swallowed drily and let out a tight cough. "I... you mean you would... " "I mean, paleface, that I would cram my rubber cock in as far as it would go and then rape your wussy ass until you cried like scared girl. I mean I would leave you sore for a week. I mean you would never forget having me pop your cherry. Sounds a lot easier to just do yourself on that chair, take your time, and ease down slow like you're making love." "All... all right. I'll... sit on the chair." "And I'll watch. Let's see if it gets you all heated up and your miniature dick gets hard again. It's damn funny watching that thing get stiff but not grow much." She laughed devilishly. "And thank me for greasing up your hole." "Th... thank you, Ma'am. Thank you for lubricating..." She gave him a hard look. "I mean for greasing up... my... my opening. Ass. Hole." She laughed again, took him by the shoulders, and positioned him in front of the chair with his back to it. She retrieved her camera. He lowered his bottom until he felt the business end of the plug bump one buttock. Jack adjusted his angle of descent and got the rubber penetrator between his cheeks, then directly against his anal ring. He tried to make himself sit, to jam it into his tightness, but he was so scared that he was clenching. Cheyenne eyed him, in that femme finery, his face and hair all done up, his body denuded of hair, and got aroused by how effectively she was controlling him and, she felt confident, squeezing the maleness out of him like juice from a piece of fruit. Jack tried again, getting the tip in but then lifting up and losing it. He was fluttering his eyelids, trying not to cry. His dick was still flaccid. He got the end of the plug in and this time, with a grunt, compelled himself to push downward. The lube helped and he got it partway in. He let is weight carry him lower, moaning as his anus was stretched painfully. Just as he was close to succeeding, Cheyenne leaned close. It was a small distraction but, as she had calculated, enough to make him lose his concentration. He held himself there, his underdeveloped leg muscles already quivering, biting his lips, not sure which way to go. All at once he let his backside fall and impaled himself on the butt- blocker. Once the largest circumference was in him his body closed more tightly around the narrowness below. It was well and truly in with no easy way for him to remove it. He would have to get his fingers under the rim at the bottom and pull. Jack had a moment of panic at the thought that he might not be able to extract it. He sobbed and felt hot tears running down his flushed cheeks. Cheyenne couldn't contain herself. She laughed at his helpless vulnerability. She had also gotten a few more shots of him, and now used the camera again, taking several close-ups of his tear-streaked, distraught face. "There you go, Jewel. Right the way you want to be. With something thick and hard up your bung." She reached out and toyed with his nipples through the thin material of the camisole. His immature penis rose. She put one hand under it and bounced it up and down on her extended fingers. "Looks like your mini-dick like's what you're feeling. Hmmm? You maybe getting turned on?" She gave his member a squeeze. "Secretly liking what Cheyenne's doing to you? Well, in that case, let's do some more." He made a long sad wailing sound. She chuckled and patted the side of his face. More confused and distressed than ever, knowing that he still had to face Tiffany again later, all he could think of was to try to somehow appease the Black amazon who could dole out pleasure or pain on a whim. Jack said shakily, "Th... thank you, Cheyenne. Thank you for..." She straddled his thighs and sat down, leaning against him, letting him feel her breasts against his barely covered, hairless chest. "What, little love? What do you want to thank Black Cheyenne for?" The end of his penis was barely brushing her womanhood. She wriggled forward so that her pussy was firmly against it, even shifted side-to-side until she had the head partly between her moist warm labia. He gasped. She got her face close to his. "Jewel, do you want to thank Cheyenne for playing dirty games with you? Does all this sort of feel good?" "I... I'm not sure," he simpered. "I don't know. It's just that you keep getting me excited and hurting me and making me feel ashamed and ..." "And you don't want me to anymore?" She got his nipples between her thumbs and forefingers and played with them. "Is that it, sweetie? You don't want me to tease you?" She rolled the nubbins between her fingers. "Or do this?" She gave them a sudden and vicious twist that made him yelp. "Do you want me to stop both those things? Hmmm?" "No... I..." His head was lolling toward one shoulder and then the other. "I... don't know..." "Well, honey, I can't stop one and not the other. It don't work that way. Now I've got you looking all girly and you're having fun when I'm touching you here and there. But there's got to be some 'ouch' and some 'no-no-no', too. THAT'S the way it works." She twerked her bottom repeatedly, letting him feel it work against his smooth thighs, simultaneously stimulating his dick head with the entrance to her snatch. He pouted with frustrated need. She sneered and wanted to know, "What's your decision, little white girl?" Jack broke down and sniveled and pleaded, "Please, Cheyenne, don't stop. Tiffany doesn't like me anymore and she's dating Link and I'm so mixed up. And you're making me feel good and hurting me too and scaring me and..." He got too upset to speak. She kept teasing him, secure in the knowledge that eventually she would stop and leave him with a wicked case of blue balls. Into his ear she murmured, "That's my good girl. Just let Cheyenne take care of you. Sorry about the bad parts, baby, but I like doing that stuff to you. I enjoy being mean to your sissy panty ass." She gave him a few more lap- dance moves. "And now I'm going to bite your shoulders and leave some marks." Cheyenne proceeded to match her actions to those words, causing him suffering and pleasure together. She also alternated between playing with his nipples and stretching them. She whispered about how much she had liked having him worship her feet and how she knew he loved any kind of contact with her body. The clever Black stunner kept it up until he was breathing hard, his balls drawn up tight, his small testicles ready to release their contents, his head thrown back, as he wished desperately for more touching, more contact with her pussy, enough to make him finish. And when he was at his apex, every muscle straining toward that goal of gaining relief, the plug in his butt sending mixed messages of desire and disgrace -- that was when she slid effortlessly off his lap, crossed the room, and plopped herself down on the sofa. He sat where he was, shocked into stillness, every part of him wanting more. "That was fun," she observed. "Now you have to play two more games with me. One's called 'Dress Up for Tiffany and Link'. The other is 'Eat Cheyenne's Ass'. Sound like fun?" Coming partway back to his senses, Jack managed to say, "But I don't want Tiffany to see me looking like a girl again. And I don't want to... to eat..." "To eat Cheyenne's thick hot ass? But you're going to do both those things anyway. First let's get you into something even more sissy looking. While we're doing that you can think about your midnight snack of prime ass." She chortled. "There's still plenty more fun in this for me." He trembled. What had just happened? What was going to happen next? Why couldn't Tiffany just be logical and understand that he was a better choice for her? He was stable and reliable. Sure he wasn't terrific in bed but he was willing to keep using his mouth between her silky thighs, even though doing it was unmanly and distasteful. He just wanted to be with her, to keep her, to protect her. He wanted her to look the way she used to. Even after all that had happened, she was his One True Love. The Black temptress snapped at him, "Get that butt toy lose from the chair and come with me, fool." He was able to use his fingertips to break the suction so he could stand up, with the plug still tightly fitted into place. He followed the domineering woman silently, back into the bedroom. She sorted through more clothes and found what she wanted him to wear now. It was a sheer baby doll nightie, short and without matching panties, in a very light shade of coral. Jack got out of what he had been dressed in and stood there naked. He sensed that Cheyenne would get angry if he tried to cover himself with his hands. She noticed how he kept moving his arms, wanting to gain even a suggestion of modesty, but that he was too afraid to attempt it. She liked that. She liked that he was surrendering opportunities she hadn't denied him. Cheyenne let him stay nude, squirming with discomfort, while she touched up his make-up and hair. Without letting him see what she was doing, she made everything more exaggerated, left him looking like a demented teen girl who had applied her cosmetics in near darkness. Afterwards, for an added ten minutes, she continued to leave him nude. Then with a brusque gesture she indicated that he should get dressed. He put on the brief bit of sleepwear and stood there, his body displayed by the see-through lingerie. He rubbed his thighs together, wanting something to cover him down there, even if it was panties. But instead she pulled from that bountiful bag a roll of wide lavender ribbon and a pair of scissors. Cheyenne began to unroll and cut, tie lengths of it around parts of him, and make big floppy bows. When she was done he had a bow under his chin, his wrists tied behind his back, elbows drawn toward each other and held there by another piece of ribbon. There was ribbon around his thighs, keeping them joined, and a bow at each ankle. She surveyed her work and smirked at how emasculated it made Jack appear. "Now," she announced, "it's time for your mouth to get friendly with my ass. On your knees, Jewel." Helplessly, he sank down. She made him shuffle forward that way, hampered by his bondage, to reach her. Cheyenne even moved a few times so he had to keep struggling ahead. When she was ready, she started him off kissing her firm jutting buns. Though he didn't want to, Jack became erect. She felt his little prick brush her calf and checked. "How cute," she said. "The white worm is up again. You're developing a real taste for me. Chocolate going to be your favorite flavor. So how about you taste what's in the middle of my booty, deep in the crack." He let out a shuddery sigh and pressed his face against the center of her ass. With his hands incapacitated, he had to push to get his features into the warm, perspiration-scented split. As he burrowed further he inhaled the earthiness of her most hidden part. Sounding seductive, she instructed him, "Come on, white girl. Get that tongue where it belongs. Kiss me like you mean it. Show me that you're my bitch now, Jewel. Show me that you're Cheyenne's sissy bitch." Jack did what he was told. He kissed and licked and finally used his tongue to enter her. She ground her backside against his face. He was half suffocated but persevered. Breath hissed through his nostrils. His little hard-on strained and clear fluid appeared at its tapered end. His balls ached. He had to satisfy her. Had to see that she gave a good report to Tiffany. Somehow, his disordered thinking told him, that would be a step towards reconciliation with his ideal woman. His soulmate. By that point Cheyenne wasn't concerned with his motives as much as she was with the fact that she was making him do something that would stay with him endlessly, something he could never forget, and that it felt damn good to her. She enjoyed his efforts for the next half hour until she heard Link's car pull up out front. Cheyenne walked away from Jack so abruptly that he overbalanced and fell on his face. She laughed at him and wondered if he had also fallen on his erection in a way that hurt it. She got into a short robe and belted it. When Link and Tiffany appeared, the Black woman was on the sofa looking relaxed. Jack was struggling to his knees, fighting his pink ribbon bondage. He got himself up and looked longingly toward Tiffany. She made a point to open her arms to Link, who held her close while they passionately kissed. Then she went over to Jack. "Hello, Jewel," she said, looking down at him as if he was a sexual freak. "Have a nice evening?" "I... Cheyenne and I..." He shook his head. "I did everything she said. Because I knew you would want me to. Because I wanted to make you happy." "Yeah, well now I have something else for you to do." She easily got out of her brief dress, tossed it over onto the sofa, and stood there in just bikini panties. Those vanished and she put her feet wide apart. "Link left a flood of thick salty cum inside me and I don't feel like getting a shower or whatever. So you can lick it out." Jack's jaw dropped. Numbly, by then used to obeying even extreme orders, he inched toward her. She took his head between her hands and pressed his mouth against her oozing pussy. He immediately began to lap at it and swallow its messy contents. He gagged slightly but didn't stop. Cheyenne watched with satisfaction. She had set out in the beginning to crush him. So far, however, he had been merely deformed, bent and twisted into something even less than he had been when she started. And the sap still clung to the romantic notion that he might regain Tiffany. Let him have his stupid delusion. It would keep him coming back to his EX again and again. This was much better than destroying him. This was keeping him dangling, between hope and despair, endlessly reaching for what he could never have. And he would have to live with the knowledge of how low he could be driven... especially now that the final scenes of the evening were being played out as Cheyenne and Tiffany had plotted hours ago. Link just scowled at the servile feminized loser and then went to get a beer. Jack kept up, trying so hard to win back the object of his dreams that he even gave her a mild orgasm, despite the terrific sex she had enjoyed not that long ago. At last she was cleaned up and glowing from that bonus climax. Tiffany dropped onto the sofa, not caring that she was lewdly exposed. Jack stayed where he was and turned his eyes down, daring to look at only her feet and lower legs, though even that triggered his lust. Cheyenne went and got them a couple of beers. They drank quietly for a while. Tiffany said that she and Link had screwed in his apartment and he was fantastic, as usual. That made Jack's heart ache. He consoled himself with a reminder that he had just satisfied her with his tongue. That gave him hope. Then Tiffany, remembering something that had slipped her mind, went over to the shopping bag. She rummaged in it and pulled out a curious object. It was a pink plastic tube, a ring, and a padlock. With the wiggle of one finger she had Jack coming to her on his knees. "I almost forgot," she told Cheyenne. "This is something I ordered at the sex shop where we got all those other goodies. They had to send out special for it because it's the extra small model." "Is that what I think it is?" the cruel Black dominator wanted to know. "Yep. A chastity tube." Tiffany reached down under the bottom of Jack's nightie and took hold of his dick. It was hard so she violently twisted his balls. In seconds he went soft. She clipped the ring around the base of his genitals and slid the tube over his flaccid penis, aligned the openings where the parts touched his bald pubes and slipped the hasp of the lock through them. She fixed her eyes on Jack's and said, "Once I shut this, your baby dick won't be able to get hard. You won't be able to cum. Do you understand, dimwit?" "I... yes." "And if what I want is to lock it, if that will make me happy, do you want me to do it?" Was she testing his love? Would an affirmative answer show her how deep his devotion ran? He told her, "Yes. Lock it. Please." She did, and then added, "And if I want to give the key to Cheyenne, so that she has complete control over your useless, worthless little tool, if that is what I feel like, do you want that too?" "If... I mean..." He searched her face for any sign of what she was thinking, beyond the appearance of sadistic delight in the terrible changes she was making in his life. He whispered, "Yes, dear. If that's what you want, then it's what I want." Tiffany handed the key to her girlfriend and told her, "There you go. You now have your very own sissy sex slave." She snickered. "To have and to hold and to kick around whenever the mood takes you. Make him eat your pussy all them time, especially after you've had sex, like I just did to him." They both laughed. "Until you get bored with him." "Which could be a damn long time," Cheyenne decided. "Then maybe I'll toss him back your way. Or give him to my fat friend Bessie. I'd love to see the twerp with his dumb face buried in HER gigantic ass." Jack was shaken. His dream of reconciliation had been disrupted. But he would prevail. He would stay with his plan. And he would eventually win back his future bride, Tiffany. No matter how long it took. ********* (This story was written partly in response to one of the reviews of my previous effort, SISSY STREET SCENE. There's also a note at the end of that story about another of my inspirations. Would like to see any thoughts that readers might have about what else might happen to Jack/Jewel.)