Overtime (13 page)

She nodded, unable to speak.

“The safe symbol is two fingers, crossed, and held up, like this, he said, showing her his crossed fingers in the air. “It’s a nonverbal
hippopotamus
.”

Valerie nodded again.

“Get ready,” Jasper whispered.

Then, something whistled through the air and struck Valerie, right on the back of her thighs through her stockings. She gasped around the gag, through her mouth and nose all at once, her grip on the bed frame tightening. Even after the flogger left her skin she could feel a thick welt there, tingling and stinging. Her knees trembled.

It hit her again.

This time she stayed quieter, biting down into the hard rubber of the ball gag, making only a low grunt from her chest. He’d hit her in a different place and the same sensations flooded through her: stinging, tingling, pain, pleasure. Her cunt was right there, open to the air, to anything he wanted to do with it, and she could feel herself practically dripping.

Jasper struck her again and again, staying perfectly silent. Valerie’s knees were going weak, her legs shaking as she stood on her toes, in the heels, torso bent ninety degrees. Her palms went sweaty where she was holding onto the bed frame, but she didn’t move, didn’t look backward at him. He hadn’t told her to.
 

The next two strikes were still on her thighs, and then, at last, he struck her ass, right across the middle, the thickest part. Valerie grunted again, not meaning to, and for her efforts, the next strike just brushed her pussy lips, just barely stinging them, the sensation a shock through her whole system, every nerve ending going off in a flurry.

He struck her once more, and then she heard the flogger drop to the floor.

“You did so well,” he said, bringing one hand slowly down her back, between her butt cheeks, through her dripping slit. He caressed the welts he’d raised, though he hadn’t broken the skin. His fingers felt so cool and good on them. Her legs were still shaking hard, and her back felt near muscle failure.

“Stand and then sit on the bed,” he said.

Valerie obeyed, sinking down into the plush duvet. Down, it felt like, probably worth an entire month’s salary.

Gently, he took the ball gag out of her mouth, a single strand of saliva following it as he removed it. She rubbed the back of her hand against her mouth and swallowed, hard.

“Lie back,” he said, and she did. He was still fully clothed, wearing his shirt and pants, but even against hope, she wanted him to fuck her.

“Turn over and stretch out your arms,” he said. She did, and then he walked around the bed, calmly., handcuffing each wrist to the bedframe, locking her in place.

Then he took something else out of the briefcase and walked around to the opposite side of the bed, holding up a silver object: tapered, and then flared at the base.

Valerie knew what a buttplug looked like.

“I’m going to begin training you,” he said. “This is a starter, but I’ll be using thicker and thicker ones as we progress.”

Valerie’s stomach squirmed. Even though she’d offered out of desperation, she’d never actually had anal sex before. She’d never put anything in there.

He went on, softly. “You’re to wear this twenty-four-seven, except in times of
necessity
. I doubt I need to spell that out for you.”

Valerie shook her head no, arms still spread wide, still pinned down on the bed.

“We’ll begin, then,” he said.

Finally, Valerie couldn’t keep it in anymore. Her cunt ached and ached, and ache that couldn’t be filled with machines or dildos or fingers. She wanted a cock in there.
His
cock.

She worked up her courage.

“Does that mean you’ll...” she trailed off. She wasn’t sure how to phrase the question:
fuck me
seemed like something a harlot might say. “...Have sex with me yourself?” she finished.

She felt like her heart was shaking the entire bed.

“What do you mean?” he asked, softly.

“I mean, you and me, having sex,” she said. “I like this. It’s wonderful, it’s things I’ve never felt before. But I want... I want
you
,” she went on, the words rushing out now. “Here I am, naked and ass-up and vulnerable all the time, and I’ve never even seen you naked.”

Jasper looked at her for a long, long time. Valerie was positive that he was going to untie her and ask her to leave. Politely, of course, but that almost made it worse. She wanted him to shout, yell at her.

Instead, he put the buttplug in his pocket. Then he untucked his shirt, never breaking eye contact with her.

And then he unbuttoned it, slowly, from top to bottom, and tossed the shirt onto the chair with Valerie’s dress.

Her first, dumb thought was:
he must work out all the time
. He didn’t look like it when he was wearing clothes, but shirtless, his chest and abs and arms all looked sculpted, more muscled than she would have thought.

Her next thought was simply:
damn
.

Then he took the plug out of his pocket, smeared something on it, and put it to her back hole.

“Better?” he asked.

“Yes,” she moaned.
 

“You’ll pay,” he whispered, his lips right on her ear, the cold, hard plug hard up against her hole. He pushed it a little, and Valerie tried to relax, tried to let the plug through. Slowly, she felt herself being stretched out, little by little, as she breathed harder and harder.

Then his fingers were on her clit, too—no, not his fingers, something
else
, hard and buzzing, and then all at once her ass relaxed, the plug slipped in and it felt
wonderful
.

Valerie moaned into the expensive duvet, feeling the sensation inside her rise fast and hard, like it always did when he used a vibrator on her. Her back arched and her hips lifted, almost against her will, the pure animal instinct taking over.

“Oh,” she said, gasping for breath. “Oh, I’m com—“

Abruptly, he removed the vibrator from her.

Valerie’s mouth remained open, frozen in place. The metal tip of the vibrator moved between her lips, stroking her,
teasing
her.

Valerie swallowed, hard.

He turned it back on, just barely grazing her cunt, her lips, the folds there — just enough to let her know what was happening, but he wouldn’t touch her enough with the vibrator to let her come, to let any of that delicious sensation build up inside her. She squirmed and squirmed, arching her back and raising her ass, trying anything to get to that delicious feeling, but her handcuffs kept her tight to the bed. The plug in her ass didn’t help: she’d never known it could feel so good to have something in her ass, or that the nerve endings there were so sensitive. Everything she felt from the vibrator was intensified by the plug, until her body felt like an echo chamber of pleasure, going around and around with no release.

For a moment, he pressed it to her clit again, hard. She thought she heard his pants unzip but she couldn’t be sure over the sound of the vibrator. Then the vibrator left her totally, moving away across the room. She looked over her shoulder but could only see his back, and she let her head slump into the down duvet, barely still watching.

It was the dildo. The enormous dildo he’d fucked her with before, and he was bringing it back, glistening with something.

Involuntarily, Valerie moaned again, the sound breathy and tired. Jasper tapped the plug in her ass twice, the feeling sending a jolt through her.

“I’m going to fuck you with this,” he said, his voice low. “I’m going to stretch you out and fill you up, and you’re going to come until you can’t come anymore.”

“Yes, sir,” she breathed.

He put the huge head against her, and then slid the monster in and in and in. Valerie could feel the plug in her ass shift, pushed a little out of the way by the enormous dildo, but her cunt felt
hungry
, felt like even that wasn’t enough. She moaned and moaned, trying to push herself back on it, fuck herself hard and fast, the way she ached for it. Instead Jasper was slow and controlled, pushing it in and out at a measured pace, no matter how much Valerie moaned and wriggled.

Just as she thought that maybe, just maybe, she would come, finally be satisfied, he stopped, the thing inside her up to the hilt.

And he walked away.

She was stuck on the bed, ass and pussy both full, aching with need and utterly helpless. Valerie breathed hard, the duvet beneath her soaked with sweat.

Finally he walked back in, brandy in hand. He took a sip and Valerie heard the
clink
when he set it on the marble bedside table. Then she heard the whir of the vibrator again and thought
finally, thank God
.

He pressed it to her and she came before she even had a moment to think, so turned on and ready that it was almost instantaneous. She thought her spine might leap out of her body or that she might go blind, it felt so good, rush after rush of pleasure passing through her body, unable to do anything but moan and moan, hoping that the hotel had good, thick walls.

She finished and the vibrator was still pressed to her now-sensitive nub, sending odd muscle spasms through her body. He was still moving the dildo inside her, and after a few moments, Valerie came again, still hard, her whole body moving and spasming. She could feel her cunt close on the dildo, trying to push it out but his hand was there, steady, making sure it moved as his pace.

Everything was at his pace.

That was her lesson, probably.

The vibrator stayed on her and Valerie kept coming, again and again, the orgasms now so close together it was hard to tell one from the next. It was beginning to hurt, just a little, the definite feeling that a body wasn’t meant to handle that much, but she still loved it, just came and came, utterly under his control, waiting for him to decide when it was over.

At least, she felt the hot splash on her ass and thighs. The vibrator shut off. The dildo pulled out, though the plug stayed. Valerie breathed deep and then sighed, as Jasper zipped his pants and undid her handcuffs.

Slowly, she sat up, the plug making it a little awkward. She could feel it shift inside her as she rubbed her wrists, feeling a little bruised.

“How are you feeling?” Jasper asked.

Valerie just nodded.

“You look like you need a minute,” he said.

She nodded again. He reached out one hand and stroked her face, gently.

“Use the robe hanging over there. Take all the time you need,” he said, and then walked back into the room with the white leather couches.

Valerie took a long, long bath. The room’s bathroom had a tub with whirlpool jets and so she turned them on and let them relax her, even though she still had the plug in.

She needed to think about what she wanted. Because of the way they were — the age difference, the vast wealth disparity, the fact that he was her boss — she didn’t feel like she should want more than sex from him. The problem was, Valerie thought that maybe she did — the sex was thrilling, that was for sure, but she also liked the time they spent together outside it, liked the gentle way he touched her when she wasn’t being flogged.

He’d taken her shirt off when she asked. That was something, wasn’t it?

When the water began to cool off she got out, showered quickly, dried off, and put on the bathrobe. It felt like it was made from angel wings, it was so soft and warm. There were slippers, too, and she put them on and went into the other room.

Jasper sat on a couch in front of the fire, reading a book.

“What are you reading?” she asked, sitting on the couch next to him, though they didn’t touch.

He turned the cover to her:
The Art of War
.

She raised one eyebrow. “What for?” she asked.

Jasper sighed and put it down on the coffee table. “One of our board members swears by it,” he said, clasping his hands behind his head and leaning back. “He keeps telling me that business is war, and there’s nothing better for thinking of
tactics
.”

Valerie’s eyes flicked from him to the book on the table, and then back. “Okay,” she said doubtfully.

“You don’t seem impressed.”

“I’m skeptical.”

“I think he’s an idiot,” said Jasper. “He has an MBA from Yale and I don’t even have a BA, so he thinks his word is gold, like he’s some sort of business god and here I am, a mere peon, who’s only taken an ad agency and nearly quadrupled it in twenty years.”

“You don’t have a BA?”

Jasper’s lips thinned a little and his eyes flicked to the fire. “Don’t tell anyone. It’s not a secret, exactly, but I don’t go around telling people. I got my first job because my father was partner at Declan and Soames, so I had to prove myself that way.”

Valerie was quiet for a moment. “I thought you were a rich kid,” she said.

“I was, until my father cut me off in my late twenties,” he said. “I had to beg for a year for an assistant job at the agency. By the time he died, he left me his fortune, but I liked working too much to stop.”

Valerie stood, poured herself a little more brandy out of the bottle. It seemed that the time after sex was the time they had that was normal, not so charged with submissive-and-dominant roles. She liked it this way too, she thought.