Jackie's Final Punishment

"I need your chair for a minute. While I'm in it, go into the restroom and remove your panties...of course, I'm assuming you're wearing panties?"

"Yes, I am, and no, I'm not going to remove them. I refuse to do anything in the office. I don't care what you say." She crossed her arms in front of her and glared at him.

"Yes, you will take them off, and don't worry, we're not going to be having down and dirty sex right here in your office. I'm saving that for this afternoon. 1:00 o'clock again, by the way. Same room. Now, move it, I need to get to work."

She stood up, left her office and walked down the hall to the restroom where she went into a stall and removed her panties. Realizing she had nowhere to hide them, she wadded them up into as small a ball as she could make and gripped them in her hand as she walked back into her office. She walked behind the desk, opened a drawer and dropped them into her purse that she kept in the back, all the while keeping her eye on Darryll, who was working diligently at her desk, running diagnostics on her computer.

"Squat down like your getting something down there," he commanded. She did without question, and watched as he reached into his case, pulling out a bottle of K-Y. He opened it up, squirted some on his hand and reached down to find her ass, where he rubbed it across her tight hole, massaging it before slipping a finger inside. "Ahhh, I love a tight ass," he murmured in her ear. She felt her pussy getting wetter as his finger moved in and out. When he removed it, she felt empty. He applied more lubricant, rubbing it in again and this time inserting two fingers deep inside her ass. She groaned out loud, pushing into his hand.

"You are such a slut, Jackie. You love my fingers in your ass, don't you?" he asked.

"Yes, Darryll, I love your fingers in my ass," she whispered back.

"Good girl. For that, you can have my next present." He removed his fingers again, and she turned to watch him pull out a string of beads from his case. Not knowing what they were, she was confused only for a moment as he took the first one and pushed it against her hole. It popped in easily, and she moaned quietly. The next one followed, and the next one after that. There were five in all, smooth, round balls, 3/4" in diameter, and every last one of them was shoved up her ass. A string dangled out with a little round ring on the end, bumping into her legs as she squatted on the floor next to him.

Darryll sat back up, put the K-Y back in his case, and closed it as he stood up. "All done here, enjoy the rest of your morning." He scooted her chair back and was gone.

Jackie dropped down to the floor, in shock at her brazen behavior. "What am I doing?" she berated herself for once again failing to stand up to Darryll. Instead, here she had anal beads up her ass, making her feel strange as she felt them settling inside of her. With nothing else to do, she got up off the floor and sat back down in her chair, feeling the string pull on the beads as it was caught under her leg. She sat back up, pulling the string around so it rested between her legs, then smoothed her dress back down over it.

She found it hard to concentrate the rest of the morning, every time she moved, she was aware of a feeling of fullness in her ass, and if the string got held up, it pulled on the beads and made her feel as if she needed to shit. The feeling caused more humiliation than arousal, which in turn aroused her. "God, I'm sick," she muttered to herself.

At exactly 12:50 pm, Jackie reached into her drawer, pulled out her purse and waved goodbye to Thomas as she left for her rendezvous. Walking out the front door of her building, she mingled in with the crowd of people on the sidewalk, wondering what any single on e of them would think if they knew she was walking beside them with beads shoved up her ass and a string hanging out of her asshole and dangling down between her legs.

"Please don't let me get hit by a car," she thought as she crossed the street. If she had to go to the hospital, she would be humiliated for the rest of her life. Fortunately, she crossed the street safely and felt the desk clerk's eyes on her as she walked to the bank of elevators. Looking into the mirrors, she saw him watching her. Their eyes met and before she could look away, he winked at her. "Oh no!' she thought, he knows! Horrified, she dropped her head and didn't raise it again until she was stepping out of the elevator and walking down the hall.

Darryll was waiting for her again as she knocked tentatively on the door. She looked around for cameras as she entered the room, but didn't see any. That didn't mean they weren't there, she was sure he could hide them without her seeing anything.

As the door closed behind her, Darryll's hand lifted her dress from behind and he tugged on the string, causing her to come to a dead halt in her tracks. She squeezed her ass, but he pulled harder and she felt the first one pop out.

"How did those feel all morning, Jackie? Did you think of me every time you felt them?" Darryll had come up right behind her, one hand coming around and squeezing her breast as the other hand continued to pull on the string. He stopped short of the second one coming out, instead choosing to drop the string and focus on her other breast. Both hands squeezed and kneaded her breasts as she stood silently, head bowed. She knew her nipples were hard, it was only a matter of time before he knew, too. The bead was lodged right inside her hole, she thought it was going to pop out on its own and concentrated on holding it in, not wanting that embarrassment.

His hands reached for the hem of her dress, pulling it up and over her head, leaving her in just her bra, no underwear, they were still in her purse. The bra was quickly disposed of, freeing his hands to run up and down the length of her, stopping to pinch her nipples and pull her breasts taut, before releasing them to move down to run across her stomach, down to her heated pussy where he pulled her apart, pushing and prodding with his fingers as he felt her wetness. He dipped two fingers into her pussy, rubbed them in and out, then brought them up to her mouth. "Suck them clean," he murmured, pushing a finger into her mouth, holding it there until she finally closed her mouth around it and sucked and licked the taste of herself off of the digit. That one came out, the second finger came in, where she repeated the process.

"Tastes good, doesn't it?" She shook her head in the negative, and in response, he shoved his fingers into her pussy again, bringing them back to her mouth and forcing her to lick them clean again.

"Are you sure you don't like the taste?" He asked.

She nodded her head this time, "Yes, I like the taste, Darryll."

"I bet you'd like to eat another woman's pussy, wouldn't you, Jackie?" His breath whispered against her hair.

"No!" she cried. He let it go, not forcing her to admit to something she wouldn't do. Instead, he let her go, prodding her towards the bed. "Hop up there like a good girl, ass in the air for me, please." She crawled across the bed until she was in the middle of it, ass sticking up, head down on her arms, humiliation engulfing her as the one anal bead swung against her ass cheeks, the next one ready to pop out.

"Spread your legs apart farther," he directed. "Pull your ass cheeks apart now." She froze, not believing what she had heard. "Do it now." While she hesitated, she saw him move over to the table and hurried to comply when he lifted up the riding crop, holding it in one hand and running it through his other. Her hands gripped both sides of her ass as she pulled them apart, shame filling her as he stood at the foot of the bed, watching.

"Push," he further commanded.

"What?" she was sure she hadn't heard him right.

"Push the next bead out." He stood with the crop in his hand, slowly tapping it against his other hand as he waited for her to obey.

"Darryll, I can't. Please don't make me." Jackie pleaded.

She cried out as the crop came down on her ass, barely missing her hands, but leaving an angry red welt across both cheeks.

"Do it."

Tears ran down her cheeks as she pushed the bead out. She felt him tug on the end, pulling the next bead down to the entrance.

"Again."

She pushed again, the next one popped out; he pulled again, more tears fell.

"Again."

It continued until all five of the beads fell out and landed under her. She let go of her cheeks, letting her arms drop back down to her sides. Before she could move, another stinging blow landed on her ass, then another.

"Did I tell you to let go? Pull them apart again." Jackie could tell he was really enjoying this, which made her angry. She grabbed her ass cheeks and pulled them as far apart as she could, her puckered hole opening as it was forced apart. Not looking anymore, she listened to him move around the room, heard his clothes dropping on the floor, then he walked into the bathroom. All the while, she held her cheeks apart, letting him view her whenever he wanted. She knew he really wanted her to feel the humiliation of having to do whatever he said.

She felt the bed dip under his weight as he knelt down behind her. This was so debasing, but she didn't know what else to do. She was at his mercy and his whim. His breath whispered across her ass, moving down to her pussy, he blew gently on her. Something extremely cold was being pushed against her ass, trying to gain entrance. She realized it was an ice cube, and prayed he wouldn't hurt her with it as he shoved until it popped in. "That should melt quickly," he laughed. "You have such a hot ass."

"Fuck you, Darryll."

"Tsk, tsk. Such a mouth on a lady, Jackie. Actually, it's the other way around, I'm going to fuck you. But before I do, I have one more thing for you to try. Here, take a look."

She opened her eyes to see a dildo in his hand. It was easily the size of him, which wasn't exactly small. Her eyes grew round as she wondered what he intended to do with it. As if reading her mind, he informed her, "This is going in your ass while I fuck your pussy. I bet you've always wanted two at once, haven't you?" Not waiting for an answer, he applied more K-Y to her asshole, and started working the dildo into her. Surprisingly, it didn't hurt as it reached her sphincter muscle and stretched it, seeking entrance. He kept constant pressure on it, slowly easing it in until it reached as far as it could go.

Her ass didn't object when he began to slowly fuck her with it. "Play with yourself, Jackie, let me watch you pleasure yourself." She needed no further urging as her fingers found her swollen nub and she began to rub it in a circular motion, applying pressure and pushing into her hand at the same time. Her hips began to move in time with her hand and with the dildo fucking her from behind. "Look at you getting yourself off," Darryll spoke from behind her. Past the point of caring whether she had an audience or not, Jackie let herself go, reveling in the overload of sensations she was experiencing. Her legs came back together as she clutched her hand, which was pressing hard into her clit, rubbing round and round, she arched her back and felt her climax seconds away. "That's it, Jackie, rub it harder," he prompted. She rode it to the top, held there for a moment before going up and over, spasming uncontrollably as each wave brought her crashing back down. With each convulsion, her ass tried desperately to push out the intruder, but Darryll held it in, not letting it move. She gasped as she fell down on her side, pulling her legs up, then stretching them back out straight, grasping to wring every last twitch out of her climax before finally laying still and silent.

He scooted himself up on the bed so his cock was level with her face, a hand holding and stroking himself as he pressed its tip against her lips. They parted enough to let him push his way in before she began to twirl her tongue around the rim. "Suck on it," he urged. She began to suck as hard as she could, given her position on her side. "Don't you dare let that thing come out of your asshole," he commanded. It was doing just that, she could feel it starting to slip down as her muscles worked to push it out. Quickly, she reached down and pushed it back in. "Hold it there," he directed.

Pumping in and out of her mouth, grunting with each thrust, she watched him grab his balls and rub them. His cock grew even harder and thicker, before he pulled out quickly and lay gasping on his side. "I'll say this for you Jackie, you sure give good head." He held his cock and rubbed it along her face, over her eyes and forehead, back along her lips, all the while she laid still, holding the dildo in place, afraid of what he would do if it fell out.

Sitting up, he moved back towards the end of the bed, flipping her back over on her stomach. His hand moved hers out of the way and gripped the end of the dildo, pulling up, not out, so that she knew he wanted her up on her knees. She left her head and shoulders on the bed, ass pointed high in the air, waiting for him to take her. Testing her pussy, he laughed, "God, you are so wet. You should feel your clit," as his fingers played with it. "It's as hard as my cock!" He laughed aloud, finding her pussy with his cock and shoving it in, hard. She cried out, not realizing how tight she would be with her ass filled.

His cock seated deeply in her pussy, he began fucking her ass with the dildo. "No," she moaned, she didn't think she could take it, there couldn't possibly be room for both. "Yes, Jackie," he replied. He began pulling his cock out of her pussy as he rammed the dildo up her ass, then pulled the dildo out as he rammed his cock up her pussy. Back and forth, in and out, she fell forward, unable to keep herself upright. He stopped, pulled her back on her knees and before starting again, his open hand slapped her hard on her ass cheek three times before he started his pistoning action again.

By the time she finally felt his cum exploding inside, she was sure she'd never be the same again. Her ass felt like it had been split wide open, her pussy felt abused, she could only kneel there in front of him and wait for whatever he chose to do next. His cock came out first, slipping out with cum dripping off the tip. "I know you really like this in you, but I think it's time for it to come out now," he spoke as if he believed what he was saying, as he started pulling the rubber cock from the depths of her. Shudders of relief ran through her as it slowly slipped out. She felt emptied out, her body felt used, she was sore to the point of painfulness, and hoped to God that Mark wasn't in the mood for sex tonight.

Collapsing on the bed, she buried her head in the crook of her arm. When Darryll tried to pull her over, she resisted. "Please just leave me alone. You got what you wanted."

"Ah, but I haven't gotten everything yet. I want you to cum for me one more time before we have to leave. You know you want to." He pulled her harder, not letting her stay where she was, puller her until she was on her back. "Just stay right there, you don't have to do a thing," he whispered.

She couldn't have done anything if she had tried, so it was a simple thing to lay where she was and not move. Her legs were spread apart, a wet cloth wiped off the stickiness left from his cum, before being replaced by his tongue. His hands parted her legs wide while his tongue buried itself in her, then began to manipulate her clit, licking it, blowing on it, sucking it, nibbling it, drawing circles around it and causing her to groan in ecstasy. She drew up her legs and grabbed each one behind the knee, opening herself up as wide as she could and arching her back up for more of his ministrations. He continued to eat her, lapping up her pussy juices that began to flow again. Her clit was the center of her universe, nothing else was important except his tongue and mouth working on it. As his mouth closed tightly over her nub, he sucked hard on it, and she felt her insides contract tightly before bursting wide open, sending her soaring up and up, each pulse of her climax sending shudders rushing through her. She knew she had yelled out. She didn't care if people in the next room, or out in the hallway had heard her.

Minutes, hours later, when she finally felt able to open her eyes, she could tell by the smug look on Darryll's face that he knew this orgasm had been more intense than any she had experienced before.

"You know, Jackie, I think we make a good pair. I know you're angry that I've put you in this position, but think about it for a minute. You act as if I'm forcing you into this, yet you love it." He put his hand up to stop her from speaking. "No, don't deny it. You don't have orgasms like the one you just had when you're unwilling.

"I don't know if you like the thought of being taken against your will, but what I do know is that you love it when I fuck you. You love it when I turned you over my knee and spank you, you love it when I whip you, you love it when I eat your pussy, and you love it when I fuck your ass."

He was still laying between her legs, looking up at her from her crotch. She shook her head, denying that she enjoyed any of it.

"Come on, Jackie!" he yelled at her suddenly. "Stop the horseshit! Stop denying it. You're an extremely sexual woman and you enjoy rough sex. There is nothing wrong with that."

"I'm a m...married w...woman," she stuttered.

"So? He obviously doesn't give you everything you need. I'm not asking you to leave him, God forbid. All I'm asking is that we quit this charade and enjoy what we give each other. If you want to think you're being forced, so be it. But you're not. Not now that I know you want it just as badly as I do."

"Oh God..." she looked at him, knowing that he spoke the truth. His tongue came back out and licked across her clit again, causing her to jerk, then moan.

"Come on, time to get back to work." He helped her up from the bed, handing her the dress and bra laying on the floor where they had dropped, as she retrieved her underwear from her purse. Putting them all on, she stood in front of him, looking him in the eye, searching for something, although she wasn't sure what.

Sure that she was making a mistake, but unable to stop herself, her hand came out and stroked his face, her thumb running across his lips. He opened his mouth and pulled her thumb in, sucking on it, before giving it back to her. He took a step towards her, pushing her back against the wall, as his mouth descended onto hers, crushing it beneath his. His hands grasped her ass, yanking her into him, grinding his hips against hers. Her hand dropped down between them and gripped his soft cock, before she dropped to her knees and wrapped her lips around it. She tasted herself on him, and kept on licking and sucking him until he was clean. His hands were bracing himself against the wall as she worked on him. He stepped back, pulling himself out of her mouth, "Jackie, darling, I have to get back to work and so do you."

He pulled her up into his arms, holding her tightly while she clung to him. "Darryll, I don't know what I want, I'm confused."

"Shhh, don't worry about it right now. We'll talk. Just remember this, with me you can be whatever you want to be. You don't have to worry that I'll condemn you for something kinky. Anything you want, I want, too. Whatever you want to try, I want to try. And things you don't want to try? I'll convince you that you do, either by words or by that little whip laying over there." He kept kissing her neck while he spoke, finally pulling himself away from her.

"Go...now, before I don't let you leave at all."

She grabbed her purse and opened the door, turning around to look at him before she left.