Calista Begs Her Master for Anal

Raven sat at her computer, masturbating to a video of Jadyn Daniels and Kevin Warhol passionately kissing, the crossed swords of their erections rubbing with each motion of their hips as the boys lay poolside on a beach towel with a big-titted image of Marilyn Monroe from the first Playboy issue.

She had just lifted her fingers to sniff her juices when Calista came in. Taking off the headphones, she clicked on a dummy spreadsheet, quickly wrestled her robe closed over her breasts and belly. Master Noxyus didn't allow locks on any doors in the house, but at least Calista could have knocked, the skinny neurotic little cunt.

"Hey beautiful," she greeted Calista with her best fake smile, sucking absently on her middle finger. And she was beautiful, in a creepy, emaciated supermodel way. She was wearing a snazzy dark turquoise dress, which boasted ornate embroidery at the bust. Master Noxyus had bought it for her at the household's latest shopping trip to Mary Adams.

But my dress was more expensive, Raven thought to herself, and smiled even more broadly.

"I hope you don't mind," Calista said, sitting on the bed, her legs carelessly open far enough for Raven to see her teenage slit (Master was really taking chances, Raven thought, bringing a 19-year-old into the household) even glimpsing a glance of her pink when she shifted nervously. Calista never wore underwear. It was forbidden to household residents who hadn't passed the Initiation (women with breasts above a certain size could get Master's permission to wear a brassière).

"Something's bothering you," Raven asked with what she hoped was a warm, generous smile, etched around with an element of concern.

"Oh, yes!" Calista couldn't conceal the relief, "It's about the Initiation."

"You're almost complete. I'm impressed." Raven was, genuinely, impressed.

"But I'm NOT complete."

Raven remembered what was hardest for her: service, scrubbing floors, cleaning toilets, washing dishes by hand in hot water, naked at the sink, laundry -- Master had them do the sheets and towels, sopping wet panties, semen-stained jockstraps they had to pick up from wherever they'd been thrown in the rumpus room after a party. When there was somebody up for Initiation, the candidate had to start work the minute the last guest left. Exhausted, post-coitally sore, no waiting even for sunrise to run the washers and dryers, fold everything afterwards and respectfully put it away. At least he didn't make them mop the floors!

"I-I can't do the -- " she struggled to even say the word, "The ANAL tribute to Master." Raven could hear the capital letters screaming, even in her whisper.

"You do remember," Raven reminded her, "that you were told when you entered the household that Initiation is strictly voluntary?"

"Y-yes, but -- "

"I know, I know," Raven looked up her skirt again. Crazy teenager or not, that girl had a delightfully hot cunt. "But you think you have to and you can't bring yourself to do it?"

"N-no," she looked down, plucking at the hem of that designer dress, "I think there must be something wrong with me."

Raven had inspected her body intimately and knew the only flaw (at least in Raven's eyes) was there wasn't enough of it on her bones: girls who belong on magazine covers just aren't as much fun for a thigh rub or tit-squeeze.

"You want me to see what I can -- "

"It's just that it's INITIATION and how can you start without being initiated? so I have to do it but it hurts and it's disgusting please, please don't tell Master!" she blurted out.

"Oh, darling," Raven moved to sit on the bed and put an arm around her, robe falling open to reveal heavy swinging breasts and enormous prominent brown nipples. The tattoo on her upper arm (six circles in a circle inside a circle of six circles with lines connecting the circle centers -- why had Master made her get that?) caressed the back of Calista's neck. "It's just patience and careful stretching exercises."

"Would you --"

"Do it for you? Of course! C'mon, get undressed and," she reached behind her to grab a couple of pillows, "lie down on these with that tasty arse of yours in the air."

Calista carefully put her dress on a hanger: Master wouldn't want it tossed on the floor! Raven sneered; it was a much smaller size than any of the outfits hanging in Raven's closet.

Calista obediently lay on the pillows, her hips propped up, her legs open to reveal her pink anus, gently pulsing as she breathed, and her open slit below it, both with sparse brown curls. She didn't shave, had only a few girlish young hairs. Raven stroked her thighs, trying to coax her into relaxing. "You're so lovely, I wanted to touch you the moment Master brought you into the household." She bent down and traced her tongue around the girl's outer lips. Calista was fresh and supple, clean with the scent of herbal enema and vinegar douche. She slipped her tongue in to taste and Calista purred, then gasped as Raven flicked her clit. But when she moved up to probe the girl's only virgin orifice, Raven felt her stiffen up. How could she accommodate a cock, even Master's unremarkably average organ, if she couldn't stand a woman's gentle tongue? Then it hit her -- Calista wasn't even wearing an enlarger! How could she hope to get her delicious third way to relax enough without constant pressure? Raven wore a buttplug most of the time herself, never knowing when Master might want to plow her muddy field.

The night-table by her bed had a dozen drawers. The one she opened had two ceramic trays, one with a few choice dildos, vibrators and other toys, the second empty, white and clinically spotless. She selected a smooth powder blue rubber probe about the size of a Bill Clinton cigar and applied two squirts of lube from the pump jar next to the table lamp. She spread it liberally with her index finger, then dapped the rest on Calista's too-tight anus.

So tense, she thought as she applied the tip of the dildo. "Push out, dear," she said, knowing that "relax" would only make her tighten up more (if that were even possible!), "Like you're on the porcelain throne trying to go," as an encouragement, she added, "for your Master."

"Eww!" Calista groaned, "Big Thelma gave me two enemas and I still feel gross just thinking about doing that!" But she complied, or tried to, opening herself a few, innocent millimeters. Raven slowly pushed in, a little harder than she would usually with an anally inexperienced girl, but this girl was so constricted!"

"Almost there," she lied. Even though the dildo had barely passed the tender outer muscle ring. Raven was hoping that was the hard part.

Calista grunted miserably, coughed, then yelped in pain. What IS this? Raven thought. It had been sliding in so nice and easy.

But then the girl's sphincter clenched hard and she began to sob, "OoooOOOHHH! I c-c-c-can't DO it, I can't take it, oh, Master will whip me and kick me out!" Her body shook as she cried. She rolled over, fell off the pillows. The dildo popped out into Raven's hands; she had to scramble to grab it before it fell on her just-washed sheets. Calista curled up in a ball while Raven watched in fascination as her anus closed tight again like a magic maiden reclaiming her enchanted virginity.

She carefully set the soiled dildo in the empty tray and grabbed a pillow -- still smelling of Calista's delectable cunt! -- to put under her head. She took her into her arms. "It's all right," she hugged her tight. And her body was all right. It felt so good, if a little skinny, against Raven's bare boobs and belly. Calista only buried her face in Raven's shoulder and soaked the white terrycloth of the robe with her tears.

"Master will be displeased," she sobbed, "He's always patting me on the behind, telling me I'm almost perfect and to take all the time I want to enlarge myself." Raven thought of how Master savoured that word ENLARGE as if his cock was huge and the boys and girls in the household would all have to really exert themselves to accommodate him.

"But I know he's impatient," Calista was blubbering now, incoherent. Raven wished she could just push her on her back, open her legs and lick that teenage slit to one of those screaming orgasms Raven herself tried to imitate whenever she had to fake it. But instead of a soft post-orgasmic sleep, Raven had to hold her until a weary, sad unconsciousness ended her sniffles.

Awkwardly stiff, Raven extricated herself from Calista's embrace, leaving her voluminous robe covering Calista's thin, angular body. Stretching, she cracked her back and neck. She considered getting dressed, but decided it would be fun to tell Master Noxyus why she had come to see him nude.

So, naked, except for the glitter of the pink jewel that ornamented her own steel buttplug peeking out between her generous buttocks as she walked, Raven headed out.

When Calista woke, Raven was stroking her hair away from her face. It was a mess, matted and soggy from tears. Calista saw Master sitting in Raven's desk chair, his erection tenting his silk robe. She shrieked and clutched Raven, "You told him, I begged you not to tell him, why were you talking to him, oh Master I'm so sorry, please I'msosorry."

"It's all right," Raven stroked down Calista's cheek to her left breast, "We're both here for you."

"Has she been disobedient?" Master asked Raven mildly.

"Of course not," Raven replied, tracing her fingertips around Calista's nipple.

"That's the thing," Master leaned forward and put his elbows on his knees, "As long as you are obedient, your place in this household is secure. You were told that when you joined."

"Yes, Sir," she sniffled, "You and Raven and Thelma and everyone told me!" She sat up in bed and pulled her hair back, "But I thought I had to... I mean... Initiation means what you do when you start out, isn't it?"

"Big Thelma," Raven said softly, "has been in the household from when it was first established and she hasn't been through the Initiation. She told you that, didn't she?"

"Y-yes, I thought, but, because she was a -- "

"A doctor?" Raven said, "Well, she's a wonderful person," Raven thought of evenings sharing Thelma's bed, scissoring, rubbing their pussies together to wonderful soft climaxes, then falling asleep in each other's arms, "But she doesn't get treated any different than anyone else." Raven kissed Calista gently on the forehead, thinking of Calista's first day here, when Thelma had conducted a thorough exam, with everyone else watching closely and applauding frequently. When she sat back, Calista saw Master was standing up and shrugging off his robe.

"Calista," he said, climbing in bed next to her and holding her in his arms, "What I need you to do now is lie on your back and open your legs for me."

Raven moved to the side and in seconds he was on top of her, sliding his cock into her tight, teenage vagina.

"Th-that feels so good," she moaned, glad to have the thought of her backdoor passage fade from her mind.

"You were right," Raven whispered in her ear, "I was talking to him. He said you have permission to cum."

"Yes?" her eyes gleamed as she turned her head to whisper back, "I can cum for you Master?"

Master answered her as he began to thrust, "Of course. Cum for me like a good girl!"

Raven stroked her breasts, kissed her cheeks, whispered stupid things about how desirable she was. And she was; everyone in the household Raven had talked to said they wanted Calista. Her nipples were so tasty! As she sucked on them, she heard Calista's breath go faster and faster until her good-little-girl mind broke and she was yelling filthier than Nice Guy Eddie, the sweetest guy, biggest cock and foulest mouth in the household ever did when he hit his thumb with a hammer. Her screams to be rammed, to be filled with Master's hot loads, to "rape me, take me, hate me" trailed off to incoherent fratboy grunts as she climaxed, almost shaking him off her before she sagged back, eyelids falling closed over disturbingly glazed eyes.

Raven managed to untangle her robe, but it was such a sticky mess she just tossed it back over the two of them dozing in her bed and grabbed a towel from the linen closet. Draping it over her desk chair, she went back to her computer. She thought about Calista's problem as she reopened the site she'd been on. Raven hated having a cock up her own arse as much as Calista did (although she managed it somehow) so it was funny that she liked videos of boys humping so much!

But the boys weren't talking anymore. She couldn't get off on videos where it was just humping and sucking. She needed the talking. It was the gay boy attracted to his straight friend and talking him into it, the professor or boss taking a young man under his wing and helping him explore his sexuality along with his career. They had to be vocal, talk about how good it felt the first time, how much he wanted to lick the other boy's balls or nipples, how he just had to relax and let his body accept the backrub that slowly moved down to those perfectly curved arse-cheeks, tell each other where they wanted the load squirted when they finally ejaculated, passionate boy-boy talk that Raven adored.

It was a while before Master woke up, and by then Raven had found the story of a very handsome boy who had persuaded his shy (but very well hung) friend not to be angry at his girl when she turned him down, "Just smile and give her a kiss on the cheek and come over to my place." Raven watched, one eye on the screen and one eye on the couple sleeping in her bed, as the handsome boy unzipped his friend's jeans, freeing his eager cock from his tight briefs, "And then next time she wants some," he was saying, "Why don't you just laugh and tell her you have a headache." He bent over and took the boy's cock into his mouth, bobbed his head a few times, then leaned back, "Serve the bitch right, her home frustrated and you here getting a primo blowjob from an expert!"

When Master opened his eyes and stretched, she took off the headphones reluctantly. "Better leave her sleep," Raven whispered, "If you send her back to her room, she'll just go crazy again."

He nodded and stood up, putting on his robe. Raven followed him out. As they walked back to his room, he asked, "Do you think you can persuade her?"

"I'll try," Raven liked the idea of spending time training Calista's body, "But I have a feeling it's a block for her. Maybe," she giggled, "If your cock weren't so big!"

"Well keep trying," he looked down, caught the sparkle that gleamed between her buttocks as she walked.

"Will you throw her out if I can't get her to take it up the arse?" Raven asked. It sounded crude, but she knew Master might. He'd promised he wouldn't, but he could make life so miserable for you you'd run away on your own.

"That piece of arm candy can stay as long as Big Thelma," he laughed, "Besides," he patted her rump, "I've got bitches who'll take it and beg for more!"

Raven put out her best fake laugh, "You wouldn't be wanting me to take off that lovely piece of jewelry you gave me, would you?" He looked down, his erection was tenting his robe. "I guess so! Let me just go back to my room and put it away?"

He nodded, not interested in seeing her struggle to pull something out of her butthole, "Come to my room right after," he said.

She turned and went back to her room. Calista was snoring, drooling on her pillow. Raven stared at her as she squatted on the floor. The body huddled under Raven's robe looked small and scrawny and not at all like a supermodel. The plug came out easier than she'd feared, didn't hurt as much as usual, just a bit slippery with lube and hard to get a hold of. At least she didn't drop it on the floor.

She dumped it in the tray next to the dildo she'd tried unsuccessfully to insert in Calista's insubordinate hole. Let her look at that when she wakes up, Raven thought, think about what I have to go through. Raven hated wearing it, but she hated it even more when she didn't wear it and a cock up there, even well lubricated, hurt more than usual.

What she did like wasn't taking Master Noxyus' cock, not in her overworked backdoor anyway. She wanted the designer shoes, the hot night spots, the Caribbean beaches, the first-class airplane tickets, the silk lingerie bought in boutiques where a salesgirl brought things to the private changing room and helped her try them on while Master watched. The cocks she wanted were ones like Nice Guy Eddie's, although half the time when she was riding one of them, Master would come in and tell him to get on top so he could get behind Eddie. That man was attracted to arse like a long-nosed dog.

She felt plenty lubricated back there already, but to be sure, she squirted a gobbet of lube from the dispenser into her hand and worked it into her arse, then wiped her hands on a corner of her robe. It stuck on Calista's thigh when she dropped it, but Calista didn't wake up.

She dragged out her highest pair of stiletto heels and put them on, walking unsteadily back to his room to perform her service. She knew how much he liked her to wear the miserable things and how much he'd get off on watching her boobs bouncing as she tottered across Master's Master bedroom on them.

When she arrived, she found him talking with Big Thelma. Thelma liked to wear a tight starched blouse and short white skirt, a caricature of a nurse's uniform. She'd made little tears in the blouse so her nipples poked through the thin cotton fabric. No panties, of course, eternal temptation for everyone to look at her when she sat down or crossed her legs. She'd never show up for her real job like that. At work she'd be wearing a boring grubby lab coat and giving orders to nurses and technicians who jumped and said "Yes, Doctor!" But in the household, she liked to play. Thelma was hot, so hot she only took cock inside her when and where she wanted it.

"That dildo," she was saying, "isn't even as large as the enema nozzle I used on her!" She must have been talking to Master about the dinky little toy he'd seen in Raven's room.

"So you think she can't be brought around?" He was sitting in a low armchair. She was on the edge of the bed, her knees obligingly open so he could look directly up her hairy crotch.

"I'll keep cleaning out her rectum," she sighed, absently stroking one of her nipples, "I'll try to use progressively larger probes for each enema, but... "

"But... " he echoed, "OK, thanks Thelma."

She struggled to her feet. Her heels were even higher than Raven's, and they were the only part of her outfit that weren't pristine white: they showed faint stains from repeated sessions standing with legs far apart and peeing or dripping some boy's cum from her cunt onto an unfortunate (or ecstatic?) member of the household forced (or eager?) to lie on the rumpus room floor beneath her.

"Need me to squirt a little lube up back there?" she whispered as she strutted by, patting Raven on the left buttock.

Raven ignored her. "You recover fast, sir," she said, hoping her face looked smiling and enthusiastic for what she knew was coming next.

"For you, Raven," he stood up, leaving his robe on the chair, "any cock would recover the moment you bent over."

"I know," she bent and touched her toes, boobs bumping her chin, buttocks opening for him to see, "I always have an audience when I do my calisthenics!"

When she stood up again he put his arms around her and asked, kissing her, "Would you like to be on the bed or standing up, looking out the window?"

"The window," Raven was delighted: there might be a little reflection in the window, but he wouldn't be able to get a good look at her face. On the bed on her back he'd see it. Even on her knees, there were mirrors all over. He'd look in her eyes when he made his first thrust, always too hard, and she'd have to contort her face, opening her mouth, closing her eyes and moaning with simulated ecstasy.

Supporting herself against the window sill, at least, she'd have a nice view.

She held on tight, trying to steady her feet on those vicious stiletto heels, and pushed out like she'd told Calista to. He gripped her hips and positioned himself. No hands to direct his cock, that made it enter at the wrong angle half the time, hurt even worse. She rocked forward as much as she dared, to ease the shock, but it still took an effort to pretend she enjoyed it when he rammed in so hard his balls slapped her open pussylips.

"OoooohhhHHHH!" she lied, "I've missed Master's cock!" It had been a week since he'd wanted to use that hole and she hadn't missed the pain or the humiliation one little bit.

He only grunted and leaned forward to reach around and cup her breasts. That, at least, she didn't mind, even warmed her up a bit when he pulled firmly on the nipples, stretching them out, but not trying to rip them off. Also, he couldn't thrust as hard from that position.

"Give this bitch some HOT cum," she begged, timing the loud "HOT" with his cock-thrust bottoming out, "I want to feel it fill my FAT arse!" Her body shook, "Please, sir, give me perMISSION to cum." It was working, she could hear him breathing faster, telling her she was his favourite, how she'd be allowed to spend the night in the Master bedroom, how, yes, he was allowing her to cum, how he liked giving girls anal orgasms.

She'd given up trying to get herself aroused during these degrading little sessions, she just tried to say her lines with feeling, imitate whatever hot, sexy pornstar scenes she knew he liked.

She waited until she felt him pumping as hard as he could. It wasn't long before she was screaming, "Yes, yes, yes, YES! Please, I want to have your CUMLOAD! I'm going to -- I'm going to -- I'm going to -- oh YES! Rape my filthy hole, masTER!" She shook and yelled for his sperm, his cock, his violent violation of her body.

It left her sore and unsatisfied. Maybe Master would want to watch her masturbate later, after they went to bed? But she knew, with his semen filling her rectum, that she'd have a comfortable life for a long while. She was never going back to stocking shelves or delivering packages. She'd rather be reamed up the arse every other day than work at a call center again. And some skinny cunt could have the job washing out her panties when they were stained with Master's cum dripping out of one or both orifices.