Jim had been waiting a few minutes when Laura finally opened the door; he had been beginning to suspect she wasn't ever going to answer the bell.
The young man surveyed the older woman; she was dressed in a simple skirt and blouse with modest heels, and she wore the same make-up she seemed to wear every day. Business-like and subtle, almost enough to hide her age.
"Come in," she said, her voice resigned. Jim walked into the modest home, hands clasped behind his back. The place looked very much the same as the last time he'd seen it, over three years ago. Some of the more ostentatious pieces of furniture and decoration were missing, heavy indentations in the old carpet showing where they had once stood.
Laura closed the door and turned to face him; she couldn't bring herself to look him in the eye. "I... I've never done anything like this before," she said, wringing her hands a little. "I have no idea how to start or what to do..."
Jim smiled at her. "Well, why don't we have a sit-down in the kitchen and make sure we're both on exactly the same page. You know, just like old times."
She winced at that, but slowly nodded. Jim knew the way well; he'd been in the house a lot the scant few months he'd dated Diane, Laura's daughter. Of course, the conversations at the kitchen table used to go another way.
There was a little bounce in Jim's step as he walked through the familiar kitchen and held out a chair for Laura. She seemed to be more uncomfortable with every simple courtesy he showed, and Jim wasn't hating it. He sat across from her and leaned back in the chair; much more comfortable than the last time he'd been here.
The last time, she'd been telling him in no uncertain terms that he was wrong for her daughter, that she was going to tell Diane to stop dating him and that there was nothing he could do about it. There had been a lot about how Jim was never going to amount to a single damn thing in his worthless life. True to her word, Diane had broken up with him the next day.
A lot had happened since then. No longer dating the somewhat demanding Diane, he had been able to devote himself fully first to his studies, then a startup business. Three years had been good to him; he was more than financially secure, he was almost sickeningly rich compared to where he'd been.
Three years hadn't been so good to Laura. She'd been sponging off of her crippled lawyer husband for years, using their joint income to maintain not only the fancy little house but also his expensive boat. Dan, he husband, had passed away around a year ago, and Laura had discovered multiple mortgages and other loans that the crippled but criminally wiley lawyer had concealed from his family.
Diane was living out of state with someone or other, and Laura had run out of places she could appeal for funds. When she'd agreed to this arrangement with Jim, it was literally her last hope.
"Let's lay it all out," Jim said. "No hints or innuendos. Let's both be very clear what we're both agreeing to, here."
"Do we have to?" asked Laura. "Can't you just... just do what you need to do?"
"See, that's what I'm talking about. No ambiguity: it will save us both a lot of time and frustration later. Tell me exactly what you need from me."
Laura didn't like that at all, but despite the heat of the blush rising to her face and her hands nervously running through her hair, she squared her shoulders. "I am a hundred thousand dollars in debt and have over fifteen thousand dollars in payments every month that I do not have the ability to pay. I need you to pay that debt and cover my payments for as long as possible."
Jim nodded solemnly and frowned as though she were talking about a great deal of money. Three years ago it would have been. These days, that was practically pocket change for the young man.
"And what are you willing to give me in exchange for this considerable sum up front, with continuing payments?" He leaned forward, looking her in the eyes even if she kept her gaze down to her lap.
She swallowed and the blush increased. "The only thing I have left. Me. My body. Sex. I'm offering you sex with me."
Jim smiled, almost happy to see the tears forming at the corners of her eyes. She was hating every minute of this, and that made it all worthwhile.
"All right," he said, sitting back and unbuttoning his suit jacket. "Here's how it's going to work; this arrangement is non-negotiable, take it or leave it."
He took a deep breath; he'd been practicing this in his head for a couple of days now.
"I will pay the loan and maintain the monthly payments; you will compensate me my making me cum. Every time you get me to ejaculate, I will remove one thousand dollars from your debt."
He leaned forward again. "That is you making me cum; not you watching me jerk off on you. If I have to finish myself, no pay, try again later. This is not about your orgasms; I don't care if you get off or not."
She winced again as though his words were causing her physical pain; to some degree, they might have. Laura had never struck Jim as a particularly sensuous woman, all angles and business.
"To make sure the arrangement is followed," he continued, "when I pay off the first two mortgages, I will retain the title on the house. When you finish paying your debt, I'll turn the title over to you."
The tears were flowing freely now, and Laura tried to speak through a throat choked with regret and despair. Jim handed her a Kleenex from the box on the table; when he'd broken down her a few years ago, he'd had to pull his own tissues.
"I don't... just a thousand? I was thinking more like five..." she said, waving her hands, trying to find reason.
"You're lucky I'm giving you a thousand a shot," said Jim. "I don't generally pay for sex, and if I did, there isn't a pussy in the world that I would spend five grand on. You're going to have to work pretty hard to make yours worth one grand, let alone more."
Defeated, Laura just nodded. "I'll never be able to make it all..."
"Tell you what," Jim said. "You do a really good job, you give me some very good times, and we'll look at ways you can earn more, maybe get a percentage taken care of. But that's strictly depending on performance."
She nodded again, wiping her eyes. Then she took a deep breath and set her shoulders straight. "So, now?"
"No time like the present," said Jim. The situation and conversation had him rock hard in his suit pants. He stood up and held out a hand, helping her to her feet.
She turned and walked across the hall to her bedroom, Jim following casually.
It wasn't going to be the first time he'd had sex in that room; Diane had enjoyed the occasional rebellion of fucking in her mother and stepfather's bed when they were away. Jim had a feeling this was going to feel better.
Having moved with grim purpose into the bedroom, Laura stopped and turned around, looking a little lost. Jim had suspected that Laura's marriage to Dan had been more a business arrangement than anything else; the diminutive, crippled lawyer had most likely not had much in the way of function below the waist. After her divorce from Diane's biological father, she probably hadn't had much need for physical intimacy; she was practically in new territory.
"What do you want me to do?" she asked.
Jim sat down in the armchair in the corner. "Take off your clothes. All of them. Slow. Strip for me."
The look of mortification on her face almost made Jim cum right then and there. He hadn't thought he had a sadistic streak, but apparently there were exceptions.
He could see that she wanted to hurry through it, to get it all over with so she could get on with her life until the next time. He wasn't about to let her off easy; this was going to be a difficult night for her.
She unbuttoned the striped blouse and slid it off, revealing a no-nonsense cream-colored bra. She kicked off her heels and unzipped her pencil skirt, letting it slide out of her hands and onto the floor. Clad only in panties that matched her bra and thigh-high stockings, the tears started to flow again.
"Turn around, let me see you," said Dan, his voice tightening with lust and excitement. It had been a while since he'd been with a woman; running a big business took a lot of his time. He was going to get some mileage out of this arrangement.
The slim woman slowly turned around, hands at her sides. Jim had to admit there wasn't a lot to see; he liked a woman to have some curves and Laura was almost painfully thin. The bra was more of a fashion requirement than a physical need; Laura's A Cup breasts barely strained the fabric.
Jim stood up when her back was turned to him, and stepped up close behind her, dropping his jacket as he went. She gasped when he wrapped his arms around her from the back, pinning her arms to her sides.
"It might help if you relaxed," he hissed into her ear, "but I understand if you don't."
Then he was kissing the side of her neck, sliding his lips from the back of her ear to her shoulder, and she shuddered against him.
"Oh, god, I can't do this," she said, not struggling, but her whole body tight.
Jim loosened his grip, only to slide his hands up her arms to her shoulders and slowly slide the shoulder-straps of her bra back down her arms. "Of course you can," he said. "You don't really have a lot of choices, do you?"
She shook her head and wept quietly as Jim deftly unfastened the clasp at her back; doing that one-handed was a skill he'd worked on in this very room. As Laura's bra fluttered to the floor, he slid his hands onto her soft little mounds, capturing her large and already erect nipples between his fingers.
She gasped again, pressing back against him. His lips kept working at her neck as he played with what little breasts she had. Eventually, he felt her hips starting to press back against him, her tight little ass rubbing his throbbing bulge. He let her feel his teeth on her neck then, making her yelp a little.
Her hands came up to his, clutching his fingers as they played with her breasts. He allowed her to set a rhythm of rolling her tits and squeezing her nipples, making her breath come in pants.
He pulled his hands free, then, slid them down her sides, and worked her panties down her thighs. She began to cry again as they slid down her legs to the floor.
Her body was reacting in ways it probably hadn't in a while, and she was as confused as an inexperienced virgin. Jim slid a hand around to softly fondle her sex, the fuzz-covered mound hot and moist against his palm.
