Not What I had Planned

This was definitely not what she had planned for the evening as her wrist was placed into the handcuff. She heard the click and felt the cold metal against her skin. Carol had started this evening thinking she would be the one in charge.

After all, how long had she known Josh? Four, maybe five years while they worked together. Then another three since they'd seen each other. Josh had worked for her for most of the time that they'd worked together. He'd been a very submissive employee when he'd worked there. He was "yes, ma'am" and "no, ma'am" all the time.

Carol remembered a time when she'd needed Josh to work late. He hadn't protested at all, just given in and done what she wanted.

Later she'd overheard him talking to a friend. "I had a hot date last night, but the bitch boss had me work late. Damn her." Carol had been surprised at the sharp words from one of her meekest employees, but it had also been a turn-on. She'd had the power to keep his zipper up and to keep him unsatisfied for a day. She thought about trying it another night, just to see if she could, but she knew that the current workload wouldn't require it.

When she'd run into him at a friend's party, Carol had thought nothing of it. Carol knew she was considered attractive when she thought about it. Men complimented her on her dark hair and piercing eyes, but she was more interested in the boardroom than make-up and fashion.

She did recall that moment, when she'd made Josh miss a date, and the erotic charge it had given her, but the feeling was washed over by time. It no longer held the same thrill for her that it had then. She'd barely felt a tingle when she thought about it at the party.

She and Josh had made small talk over drinks, and then gone their separate ways. Carol had nearly forgotten it when he called to ask her out.

"I'd be delighted," Carol had said. She would be. It had been months since she'd met an available play partner. She had needs that had to be scratched, and Josh seemed like a good candidate for her particular needs.

The dinner had gone well. They'd split a bottle of red and enjoyed catching up over gourmet burgers. Now that she could look at him without feeling like a stalker, Josh seemed to have grown up since they had worked together. His dark hair was slicked back. There were just the traces of crows' feet around his eyes, but his body showed definite signs of working out under the jeans and Oxford button down shirt. Carol approved of the new look.

"I'm a manager at Young and Rustin," he shared over the second glass of wine. "I have to say that the time I worked for you really gave me the skills I needed to get this job. I thought you were a real ball-buster," he said. His face blushed as he stammered out an apology. "Well, you know what I mean, but you were a great manager."

Carol, who hadn't really felt much through most of dinner, had a reaction to the word "ball." She didn't blush, but she felt a yearning in her stomach that she hadn't expected, that same yearning she'd had years earlier. She wanted to tie Josh up and have her way with him. Let him see that she what a ball-buster she really was.

She hadn't been paying attention to him, reliving this fantasy of hers, when she realized that he'd been talking to her. "I'm sorry," she said with a guilty smile. "Could you repeat that?"

"I just asked what you were up to these days. Workwise, that is?"

"I'm still at the same company, but I'm a managing partner now. Youngest one ever. So I'm pretty swamped most of the time. I'll be heading to Macau next week."

Josh filled her glass again with wine. "Nice. I was there for a conference last year."

They made small talk about travel and different places they'd been throughout the rest of dinner. Josh had paid for it, and Carol was surprised that she'd let him. Normally she insisted on paying for her half of a date.

Josh had invited her back to his place for a nightcap, and she accepted, again surprised because normally she liked to take her dates back to her place, where she had toys and paraphernalia for a night's pleasure.

Josh's condo was on the tenth floor, and they drank another glass of wine on the balcony overlooking the city. Carol had to admit she was impressed. He had done well for himself. She was still lost in her thoughts when he walked up behind her, slid an arm around her waist and then let it move down her thigh. She caught her breath. Normally she would have rebuffed such a move, but Carol knew that tonight was not a normal night. She still had those fantasies of Josh. Plus it had been weeks since she hadn't taken care of her own needs. She had hoped that they would end up in the bedroom tonight.

She turned around. Josh kissed her without prelude. She parted her lips slightly to allow him to enter. His tongue met hers. He was hungry for her. His tongue danced with hers until they found a rhythm that promised what would happen soon.

Carol pressed herself up against him, letting him know that she was more than willing. Apparently so was he. She felt his erection through his jeans, hard and larger than she'd imagined. She pressed up against him again, and this time he moaned into her mouth. Carol liked being in charge and wanted tonight to belong to her.

Josh broke away for a second. "Maybe we'd be more comfortable in the bedroom?" he asked.

Carol just nodded, allowing him to lead the way since she wasn't familiar with the layout of the condo. He took her through the door into a large master suite. The bed was a king-sized model with lots of room for them to play. Carol could feel her own juices start at the thought of what she wanted to do. A slight trickle ran down her leg, making her aware of how much she wanted this.

Now inside the bedroom, Josh traveled the distance between them quickly and began another kiss. This one was equally hungry, and their tongues battled for dominance in her mouth. She was a little surprised, thinking that she would be taking the dominant role. She'd always thought him meek, but he was anything but shy now. Maybe tonight she would be on the receiving end of the treatment she'd given to a few men who needed to be subdued.

The thought of switching roles for one night made her excited. She pressed her body against him again, wanting to feel the heat of his dick once more. She grinded her pelvis against him, letting him know that she was ready. His moans were louder now, escaping her mouth and filling the room.

Josh let his hands slide down her thighs and caught the hem of her dress. He slowly brought the skirt up her legs, his fingers exploring her skin as he did. When his fingers found her panties, he traced the outline of the fabric running over legs and stopping when he reached the V in her legs.

"Carol," he said, pulling back for a moment. "I wanted to ask you about something special."

She looked at Josh and knew what he was going to say. "You want me to be the sub tonight?" she asked with a smile.

There was a visible look of relief that washed over Josh's face. "Yeah, how did you know?"

"Not my first time around the block," Carol said. "I've had a few men be my sub."

"I can believe that," Josh said. "Maybe another time I can sub for you?"

She nodded and began to shed her clothes in anticipation of what was to come. She shucked off her blouse and threw it on the floor. She undid her skirt and stepped out of it as it fell on the floor. She stood there in a black bra and panties. Those she'd let Josh take care of.

Josh pointed to the bed. He stopped by the nightstand and found a length of rope, handcuffs, and some other items that she couldn't clearly see. She climbed on to the bed and waited on her knees for him to start.

"Safe word is Smith, okay. Our old boss is enough to get anyone out of the mood," Josh said as he approached the bed. "Hold your hands out."

Carol did as she was told and put her hands together in front of her. Josh clicked on the handcuffs. He slid the rope through a ring that was discreetly hung on the wall, and then tied the handcuffs to the rope. He pulled on the rope so that Carol's arms went over her head. The rope felt tight, but not uncomfortable.

She watched him as he found a piece of silk and spun it so that it made a neat thin strand. He pulled this into her mouth and tied it in back, so that she wouldn't be able to speak. Josh didn't go back to the pile for anything else. Now that she was secure, he took his time and unbuttoned his shirt. He was cautious, undoing one button at a time. Once all the buttons were undone, he pulled the shirt out from his jeans and let it hang on him. He didn't bother to take it off yet.

His jeans were another matter. In one fluid motion, he unzipped them and stepped out of them. He wore black boxer briefs. Carol could see the head of his dick stick out of the waistband. He was big. She could feel her own arousal build.

"We're going to play a little game here. Have some fun. You hold up fingers from one to ten. I'll do the same. If the sum is an even number, I'll take off my underwear. If it's odd, I'll take off my shirt. Nod if you understand."

Carol nodded vigorous. She hoped for his underwear, wanting to start things sooner rather than later. She held up three fingers. He held up four. Seven. Damn. He took off his shirt. Josh had a nice upper body, smooth, muscled, flat stomach with just a trace of hair running down into his waistband. With his shirt off, she could see the head of his uncut dick. It had just a drop of fluid on the end, meaning that he wanted it too.

"Your turn," Josh said. "Even for panties. Odd for bra." He held up six this time and Carol held up two.

"Your lucky night," Josh said as he climbed on to the bed. He walked across the mattress on his knees until he was only inches away from her. Carol could feel the heat of his body as he kissed her neck and bit at her collarbone.

His hands were busy too. Starting in the back of her panties, he took two fingers and ran them under the elastic. He pushed them down slightly as he went. It took him three times until he brushed hair and one more time to touch her lips. She shuddered as the first caress of his fingers.

With her reaction, he shoved them down roughly. His hands slid around and cupped her ass. He pressed up against her, letting her feel him still hard and still sticky. He grinded up against her now. She moaned around the gag, and he stopped.

"Can't let you have too much fun yet," he said. He leaned over the pile of items on the bed and grabbed a bottle of lube. Carol could feel her juices running down her leg. He wouldn't need much of this, she thought.

He slicked up two fingers and traced her lips with them. He slid them both in at once, and she gasped to feel him inside of her. He was fast about it. He pushed them in slowly until his knuckles touched her skin. He curled his fingers slightly as he removed them, making sure he touched her clit on the way out. He did this a second time and then a third. She felt the heat rise up inside of her. It started near her belly and then shot out, leaving her warm and sated all over. She knew it had been weeks, but she was surprised at the quickness of her orgasm. Her body was covered now with a sheen of sweat, and her breath came in gasps.

Josh made no move to unlock her. She was a bit surprised. He didn't move for a minute and then said, "You seem to like our game. What about another round?"

Carol looked down and saw a growing wet spot on the front of Josh's boxer briefs. He wanted this too. She nodded.

Josh went back to the pile of materials on the bed. This time he picked a dildo out of the pile. He slowly lubed it up, using his hand to ensure it was slick. He held it up to show her. It was bigger than she was used to. With his spare hand, Josh reached down and slid down his underwear. His dick shot out and he used his hand to wipe the rest of the lube on his own member. Judging the two right now, Josh was longer and thicker than the dildo. She wondered what the game would be this time around. Would she be choosing the dildo or the man?

"This time the game is going to be a little more intense. You seem to have won the last round, lucky girl. Even if the dildo goes in front and I go in back. Odd number and the dildo goes in back and I go in front. Ready?" He held a hand with some fingers up behind his back.

Carol held up four fingers, not sure what outcome she wanted tonight. Josh brought his hand out with only one finger raised. "Odd it is."

Josh moved towards her with the dildo still in his hand. He moved around behind her and squeezed one of her cheeks. He must have set the dildo somewhere because she soon felt both hands on her ass, squeezing and tugging the cheeks apart ever so slightly.

She definitely felt the sub at the moment. She couldn't see what he was doing back there, but it was soon obvious. Slowly, Josh was opening her up, sliding a finger around her hole and just pushing in the tip of his finger less than an inch. He took it out and then started again.

He was patient about it. He took his time, taking out his finger and then putting it in again. Each time he pushed in further. After she could feel him to the knuckle, he added a second finger on the next time. She felt the burn as her hole stretched a little.

After the second finger made it to the knuckle, Josh removed both. She felt the cold tip of the dildo on the pucker of her ass. Josh had lubed it well, because it smoothly slid past the muscles and inside of her. He started a rhythm with it, not removing it as he had the fingers.

Then he stopped. He left the dildo in her. Carol tried to turn to see what he was doing, but his hands were on her waist, keeping her in that position. He let go of her, but before she could swing around, he was in front of her.

His hands were on her waist again, now to give him purchase. He moved closer to her. Carol could see the trail of hair on his stomach was matted with his own juices. She moaned softly, thinking about what she'd done to him. He was hungry for her.

She could feel the mixture of lube and his own precum rub against her leg. He was moving so that he barely touched her lips. Carol could still feel the slight burn of the dildo, but now with him about to enter her, it gave her pleasure too. Josh rubbed the head of his dick against her lips, and Carol was surprised how ready she was for him. He stopped only long enough to slip on a condom and then he was at her entrance again.

The first thrusts were intense. She hadn't been with someone this large in a while and even slick to the touch, he filled her. She adjusted her position while he didn't move. Her clit was pressed directly against his shaft, and she could feel that she was starting to be aroused again.

Seeing her reaction, Josh smiled at her. His lips brushed her neck softly, almost like a breeze against her body. He started moving his hips, thrusting up into her and then nearly pulling out. The pressure against her clit was intense. Watching Josh, she knew that he wasn't going to last long. His cheeks had grown red, and his breath was coming in shallow gasps. She squeezed down on him, pressing as hard as she could. She knew it wasn't proper sub behavior, but she wanted him now.

Josh let out a long moan and thrust again and again, moving through his own orgasm. She could feel the spasm inside of her. He watched her, never closing his eyes during his orgasm. The entire event was intense, and Carol felt herself join him. She groaned as the heat circulated her body and sweat ran from her neck down to her shoulder. She panted for air as the waves of satisfaction slowed.

Without speaking, Josh withdrew himself. He took a moment to untie the gag and release her hands from the cuffs. Carol rubbed her wrists.

Josh gave her a lingering kiss that made her think about another round of his game, but it was getting late. "I'd like to do this again sometime," he said, his lips brushing her ear as he whispered to her. "I'm going to Hong Kong next week. Maybe we could meet up on the plane."