There were few words to describe how much Laura hated her situation. She tugged futilely at the silk scarves tied around her wrists for the twentieth time, but she was still tied and helpless on her bed. She tried to relax, but she was face-down and being slowly screwed up her ass; relaxing was more difficult than usual.
Jim had though that after three or four months of having Laura in hopeless financial domination, he'd have grown tired of coercing humiliating sex out of her. He'd been wrong; though Laura wasn't really his type, his sheer hatred of her and the feeling of power as he took his pleasure from her thin, angular body was one of the greatest aphrodisiacs he'd ever experienced. Sweat ran down his body as he clutched her by her shoulders and slowly sank his thick cock into her quivering ass again and again. With anyone else, in any other circumstances, he'd have gone just a little faster and gotten off a lot sooner. With Laura? The long, slow, humiliating and painful sessions of anal in bondage were transcendent.
To be fair, she seemed to enjoy herself a scant few years ago when she constantly crushed his hopes and dreams as Jim was dating Diane, Laura's daughter. He'd been a struggling college student at the time, and Diane was clearly "too good for him." When the relationship had crumbled, Jim thought he'd seen the last of Laura.
He'd focused his energies on building success in the meantime and had managed to aim high and invest well. He'd accrued so much personal wealth and potential that when Laura fell on hard times and burned all her other bridges, Jim was the only person she could turn to. After the death of her husband left her with debts too great to manage, Jim had agreed to cover all of them, and a large amount of expenses she couldn't afford, in exchange for pleasuring him.
Even at a thousand dollars an orgasm (two thousand for anal), the debt was being repaid far, far too slowly for the older woman's tastes. She whimpered as Jim slowly plowed her aching back door, groaning in relief as the tightness and power rush finally brought him to a powerful orgasm. He trembled as his throbbing cock pumped gush after gush of hot cum into her bowels, then slowly withdrew before rolling onto his back. He pulled loose the slipknot on her wrist as he got his breath back; the more-or-less regular workouts were keeping him in good shape.
Laura slowly untied her other wrist and rolled onto her side. "Two?" she asked.
Jim nodded. "That's the deal. Two thousand when it's anal. That makes five thousand this week... not bad at all."
Laura grimaced... with fifteen thousand dollars of expenses a month, IF she could keep up this pace, she'd only be able to pay off a small amount of the back debt. The deal, as much as it let her keep all her nice things and services, was more akin to slavery.
"Do you want to shower with me, again?" she asked. She would rather have cuddled a rattlesnake, but she could occasionally manage to get him off with a handjob in the shower afterwards. Every spurt of cum was another chunk taken out of her debt.
"Sure, we can both use it," he agreed.
In the shower, under the hot running water, Laura soaped his back and ran her hands over his muscular body. She had almost no interest in sex, but she was learning what it took to please a man. As the soreness of the evening's activities leeched out of her muscles, she considered her next actions carefully.
"You said, if I could get Diane involved, doing things with her would earn twice as much?" she finally asked, as she started to soap his cock.
Jim raised an eyebrow. "I did," he agreed. "But she's out east with what's-his-name. Doesn't seem likely."
Laura curled her fingers around Jim's member and gently squeezed. "They broke up. She wants to move back home."
She could feel the throb that brought to his dick. She capitalized by starting to stroke him softly, lathering him and letting the soap lubricate her gentle manipulations. "Wouldn't you rather have her?"
Jim moaned and leaned back against the tile wall of the shower, letting Laura work at earning another grand. Physically, Diane was much more his type, softer and curvier than her mother. She was also a great lay. She'd been downright cruel in breaking off their relationship, though. He wasn't hating the idea of things going in the direction they were heading.
"That's... that's really good," he said. Laura felt him hardening in her hand and went down to her knees in the shower, getting in a better position to work out a load of cum.
He looked down at her. "Tell you what," he said, brain working even as his cock was filling with blood. "It's twice as much to have her instead... but if you're both there when she brings me off, I'll give you three times the going rate."
Laura's hand slowed as she considered the ramifications, but she picked the pace back up pretty quickly. "So... if Diane and I are both there, and she makes you cum, it's three thousand dollars?"
Jim nodded. "Or six," he said, "if you're there when I cum in her ass."
The offensively perverse thought made her clench her fist reflexively, bringing a little yell from Jim. "Or not," he said, moving to take her hand away.
"No, no, please," said Laura, realizing she was about to lose out on a chance to make her debt actually go away. She leaned in and suckled on the head of his cock as she stroked more gently, and Jim relaxed back against the shower wall.
Her sucking lips and lapping tongue soon brought another spurt of his goo into her waiting mouth. She swallowed it down; she'd have spit his cum out, but the last time she did that, he'd stayed away for a week. When she swallowed, he was sure to be back in a few days.
"You're getting very good at that" Jim said. Laura nodded, happy that she was pleasing him and assuring more payments in the future, rankling that she was becoming a proficient sex slave.
She stood up and finished rinsing them both off. "I'll talk to Diane," she said. "She's not going to be happy about this... I don't know if she'll agree."
Jim shrugged and turned off the water. "That's a 'you' problem," he said. "It's the difference between paying your debt off in years or paying it off in months. I'm sure you'll think of something... you seem able to convince Diane to do things."
The words stung exactly as they were meant to. Jim dressed and left, not sure when he'd be able to come back. Laura watched him leave, part of her hoping he'd be gone for a good lone time, part of her needing him to come back as soon as possible. Not for the first time, her stomach knotted from the conflict and tension.
Jim didn't really think much would come of the situation; Diane and he had not left on good terms, and it seemed unlikely the headstrong redhead would ever consent to anything as demeaning as helping her mother sexually pay off her ridiculous debt. He went back to his day-to-day of managing a growing business empire, figuring he'd go back over to Laura's in a few days for a quick fuck or two.
He was caught by surprise when Laura sent him a text... "Diane's here and wants to talk."
Responding that he'd be over that evening, Jim ran over some possibilities in his head before deciding that he'd just roll with whatever happened. He held the deed on the house, among other assets, until the debt was paid off; it was always nice to talk to an ex from a position of strength. He had a light dinner and went over to Laura's with an amused curiosity.
Laura had started to dress a little more pleasantly for his visits; she was in a peach-colored silk robe when she answered the door. Diane was waiting for them at the kitchen table in her usual jeans and t-shirt, along with a sour expression.
Jim smiled and extended a hand. "D! Been a while! How's it..."
She shut him down with a glare. "You're a sick fuck. I just want you to know that."
Jim let the hand fall back to his side, but the smile stayed. "Yeah, hit the nail on the head, there. I absolutely am." He'd gotten pretty good at reading her in the past... he'd known she was breaking up with him before she did. He was even better at it now; reading people was a large part of how he'd gotten as successful as he was. She really wanted him to believe she had some control in the situation, but it was obvious to him that she did not.
Laura put a hand on her daughter's shoulder. "I told her about our arrangement," she explained. "And about your offer."
"I figured. Mind if I sit? It's been a long day."
Laura nodded while Diane glared, so Jim sat down after pulling a chair out for Laura. The three sat in an uneasy silence as Laura composed her thoughts.
"Diane needs a place to stay," she finally explained, as Diane looked away. "The break-up; it wasn't good. Some bridges got burned."
Jim was entirely unsurprised. Like mother, like daughter.
"So, if she wants to stay here, she has to help me pay the debt off. It's that simple."
"I do NOT believe this bullshit," said Diane, her face going red from shame, anger, or a combination of both. "How the FUCK do you have the kind of money to cover this debt, anyway?"
Jim shrugged. "Turns out I'm good at a few things after all. Made some better choices, invested in the right markets, bought the right properties when they became available. All in all, covering the debt was pretty much pocket change."
He didn't need to be good at reading people to see her suddenly doing the math. Diane wasn't good with money on her own, no more so than her mother. She was more than likely starting over from scratch after the disastrous breakup, and she'd be looking for a source of the nice things she was accustomed to. Enter an old boyfriend who'd hit it big. The fact that the old boyfriend was screwing her mother and trying to get her into a three-way with them wasn't as much of a problem as she'd thought.
Jim wasn't entirely sure how to play that angle; his interests in his old flame was purely part of the sexual power trip he was enjoying. It would be fun to string things along, though; it might spice things up.
"If this thing is going to happen," said Diane, "I have some rules."
