Part 1
Prolog
She lived with her excess weight long before she experienced anything else… a permanent tooth, crushes, pimples, pubic hair, budding nipples, her period, masturbation to climax, French kissing, orgasm with someone else, handjobs, blowjobs, cunnilingus, fucking, a lesbian affair, a threesome, an orgy, marriage, a gangbang, divorce, or anything else noteworthy. Although she was always confident in her sexiness, like most people, she tried everything while her weight fluctuated and eventually crept back up.
Almost always.
She couldn't even remember what had motivated her to make one last desperate attempt in a place that made such outlandish promises of success, even though she didn't really believe in them herself. She vaguely remembered it had something to do with her stomach getting in the way of insertion, but she couldn't recall exactly whether it was a man's penis being too short, another woman with a strap-on, or even one of those dominant types who insisted that their hand and wrist were the perfect substitute for their flaccid penis.
The combination of alcohol and drugs clouded her thinking and, in her twisted mind, allowed her to do things that horrified and humiliated her when she was sober again. Then she did them again anyway.
So she sat slumped in an uncomfortable folding chair, only half-listening to Gary as he explained his unique program. She estimated she might last two weeks, three if he was willing to share the obviously above-average-looking penis that pressed against his sweatpants. She wasn't particularly interested in most forms of physical activity, but she was always perfectly happy to sweat through even the most mediocre fuck or pussy-licking.
It turned out that Gary captivated her with his enthusiasm, charisma, and above all, his talented use of his penis, fingers, and tongue. A few months later, they were living and working together. Both strictly adhered to the self-imposed minimum of three orgasms a day, whether alone or together. This was the most enjoyable of the strenuous physical activities that Gary's weight-loss program at her spa required, and in which she specialized. She had helped her lose over 50 kilos and keep it off.
Although by no means slim or thin, she was proud that her revitalized, Rubenesque body remained strong yet soft in all the places Gary liked, attracting both men and women. It helped that they enthusiastically encouraged each other to accept every one of the many offers from men and women, whether alone or together. The only condition was that such activities didn't involve anything that would still be sore the next morning or leave visible marks on casual clothes after two days. She even seriously researched the pros and cons of pregnancy for a 47-year-old woman and was strongly inclined to try it despite the many warnings and dangers of pregnancy at her age.
Then he was gone, killed instantly by a drunk driver who didn't even stop after running a red light and hitting Gary and his motorcycle. Her last, and one of her last, ovulation periods began two days later, exactly as planned, after she stopped taking the birth control pill.
•••••
Lori looked up as the rather nervous, studious-looking, and obviously overweight and out-of-shape guy shyly approached the reception desk she happened to be temporarily manning. The latest skinny blonde with the big tits and perpetually hard nipples, whom she always hired for that position, was having a late lunch.
She continued running the gym and spa after Gary's death almost a year ago and was honestly surprised by how successful she had become—another first on an ever-shrinking list of milestones, the achievement of which mattered less and less to her. Frankly, she was pretty sure that the days of climbing those mountains, shattering those glass ceilings, and experiencing yet more firsts were behind her, and she had fully accepted that.
"Can I help you?" she asked, putting on a radiant smile that didn't quite reach her eyes.
“I was hoping to get some information about this facility,” the chubby guy stammered uncomfortably, his gaze fixed on her stiff, silver-ringed nipples, which pierced through the deliberately too-small halter top and the tight, figure-hugging shorts that emphasized rather than concealed the clothing of all the female employees.
“Of course, all the facilities, classes, personal training options, costs, etc., are listed in our brochure,” Lori replied, pleased that her stiff, thumb-tip-sized nipples still held his attention as his gaze returned to her chest, even though her breasts were noticeably losing their eternal battle against gravity. “What’s more, the first week is free, including an hour with a personal trainer who will help you create a plan tailored to your individual goals and needs.”
In the next few moments, he studied the brochure carefully, his gaze repeatedly lingering on her and her hard nipples. She simply continued to smile, because the income from a new membership was more than worth enduring a little staring now and then. Besides, she enjoyed the attention and the control over others that came with it.
While she waited, the blonde chick with the much larger breasts and even more prominent nipples returned from lunch. His jaw dropped when he saw how her much larger nipples proudly pierced her halter top and how her tight shorts rode up to the crease of her pubic area.
“By the way, I’m Lori, and now that Nikki is back, I’d be happy to show you around for five cents,” she smiled at him, thinking that she might have to give the busty blonde a small raise so that she wouldn’t suddenly leave after seeing firsthand the effect she had on the male customers.
“I… I am… Oren,” he stammered, his gaze quickly shifting back and forth between their breasts.
"Nice to meet you," she replied cheerfully, leading him away from the entrance. Nikki's grin told Lori that the young blonde was relieved to no longer be stared at so brazenly.
"So, Oren, what do you want to achieve here?" Lori asked kindly as they walked past the countless training machines, neatly sorted by type in the large, open area.
She only asked to get him talking. Lori recognized from the first moment that he was a guy in his early to mid-thirties with a growing belly who hadn't done any exercise in years, except for pacing back and forth between the couch and the refrigerator. She doubted he could even last ten minutes on the treadmill at half speed.
On the other hand, compared to her situation and state when she walked through the door, he was a veritable Adonis. With the right encouragement and incentives, he might even be a real catch. Besides, she'd only had one orgasm that day and, strangely enough, felt attracted to his nerdy nature. At the very least, his mere presence had given her some masturbation material for the next few days, during which she could imagine his naked body and all the various, decidedly perverse ways of enjoying it.
“I… I was… playing ball with my son… and realized how… out of shape… I’ve become,” he stammered, still glancing at her erect nipples as he walked.
"With a little time and effort on your part, we can certainly help you with that," Lori smiled, noting that he wasn't wearing a wedding ring. "How old is your son?"
“He just turned eleven,” Oren replied, looking at the various training equipment.
“As you can see, we have the latest equipment,” Lori continued. The tingling deep inside her made her nipples harden again, pressing even harder against her top. This fueled her masturbation fantasy, in which she imagined a naked father and his hairless teenage son masturbating together. “The weight room is to the right, and classes are held in the glass-walled rooms. The monthly schedule is posted on the bulletin board and, of course, online.”
"The brochure mentioned a swimming pool," said Oren as she stopped talking.
“Oh yes. It’s 25 meters long and runs along this corridor, past the men’s and women’s changing rooms,” she explained to him, a disturbing image of him and his protruding belly in swim trunks flashing through her mind. “You can take a look at the men’s area through the door. Just walk past the showers and out there, and I’ll meet you by the pool and hot tub.”
Lori walked along the edge of the whirlpool for only a minute or two before Oren came out of the men's changing room.
"I think I'll give it a try," he said quietly. "I really like the facilities."
"Then this way," Lori smiled brightly and pointed back towards the reception. "Let's get the paperwork done."
Over the next month, Lori noticed that Oren regularly came by three to four times a week, shortly after lunch. On his first full day, he diligently completed the one-hour workout on the various machines that she had recommended, swam his laps in the pool, and relaxed for 15 to 20 minutes in the hot tub before showering and going home when his son returned from school around 3:30 p.m.
She felt increasingly attracted to the awkward, studious type.
•••••
“I must admit, I’m a little nervous about meeting your son,” Lori said to him as they approached Oren’s apartment door about a month after his first contact with Lori at the spa.
"Don't be silly," Oren giggled, opening the door and then stepping back to let her enter in front of him. "I'm sure he'll love you."
Lori wasn't nearly as confident as she took a deep breath and followed Oren further into the apartment. Their relationship had developed quickly, a whirlwind she wasn't entirely comfortable with, before she met his eleven-year-old son…
… “Do you have a moment?” Oren asked while running on the treadmill, as Lori walked by about a week after his first visit.
“Sure,” she replied, stopping to look at him as he switched off the device and got out. “What can I do for you?”
“I have a few questions about the other programs offered here,” he replied, his gaze returning to Lori’s hard nipples, which were clearly visible beneath her tight halter top.
"Other Programs?"
“Yes, especially the weight loss program,” he continued quietly, almost apologetically. “I heard something in the changing room that piqued my interest, since nothing else I’ve tried so far seems to work.”
"So, what about this?" Lori asked, wondering how much Oren had heard from other members.
“How does it work? Am I qualified to participate? Things like that,” he said.
“Perhaps it would be best if we discussed this in private,” Lori murmured. The bulge in his pants told her much of what he had undoubtedly heard about the proprietary program. “My office?”
A few minutes later, they were sitting opposite each other in two comfortable armchairs. Lori could see that the bulge in his pants hadn't diminished in the slightest. When she told him about the strenuous exercises and the strictly controlled diet of the weight-loss program, she avoided the topic of masturbation, as she didn't know how to broach the subject.
"There's one thing... I'm not sure... I heard right... about the program," Oren stammered sheepishly after finishing her description. "I wasn't sure, but I thought... um... one of the guys... um... mentioned... uh... it was about... um... masturbation... and lots of masturbation."
“Yes, regular masturbation is an integral part of the program, as the released endorphins alleviate the discomfort of dieting and strenuous exercise,” Lori replied stiffly, feeling a sharp pain deep in her vagina. She wondered how far this conversation would go. “A little built-in reward for doing what’s necessary to be successful. How often… um… do you masturbate or otherwise reach orgasm… now?”
Oren hesitated and squirmed embarrassed by such an intimate question from someone he barely knew. Lori found his discomfort touching.
“Don’t be ashamed. If you participate in this special program, you’ll find that you’ll be sharing many such personal details with me, your personal advisor and trainer,” Lori continued, absentmindedly pulling the silver ring in her right nipple through her halter top. “I’m guessing you’re currently only masturbating once or twice a week and haven’t been with another partner for quite some time.”
“Yes… that’s about right…”, he quietly admitted, his face turning red.
“There’s nothing to be ashamed of when it comes to masturbation. We all do it from puberty onwards and continue into adulthood. I certainly did it in both of my marriages and many other relationships,” she smiled warmly at him. Her nipples were so hard they pierced her halter top, outlining the rings that pushed them into the thin fabric. “For example, I’m in the maintenance phase after losing about 110 pounds over the past few years. At the height of my weight loss program, I was masturbating at least six times a day, in addition to other physical activities. Now I only need to orgasm twice a day, but usually more often because, frankly, I enjoy it so much.”
"Wow, that's a lot," he gasped, his gaze remaining fixed on her erect nipples. "I don't think I've ever done it that often, even as a young teenager."
“Well, different orgasms, so to speak,” Lori laughed, placing her free hand on her right thigh, about two centimeters from her throbbing pussy. “Of course, you have to work your way up to six or more orgasms a day. I always recommend starting with three… once in the morning, once in the late afternoon, and once before bed. Part of the program is keeping a journal where you note the time of each orgasm and your thoughts at the climax.”
Oren simply stared at her for a moment, unconsciously running his hand over the growing erection in his sweatpants. She could see the hesitancy in his face, so she slipped her hand under her halter top, allowing him to see her fingers pull the ring in her left nipple through the fabric.
"If you decide to join the program, I will be your personal trainer until you achieve your goals," she told him, as she pulled the ring in her left nipple tighter and faster.
"When... when could I... start?" he asked, just before she noticed a small wet spot on the front of his shorts.
"How about right now?" she grinned, pulling up her halter top to expose her breasts and lifting her hips to pull her shorts down to her ankles. "I haven't had my midday orgasm yet, and we can... ahem... encourage each other."
Then Lori spread her legs wide and began fingering her dripping pussy. Oren simply stared at her for a moment before a smile spread across his face. As he pulled off his shorts and jockstrap, his swollen penis sprang out, and a drop of precum oozed from the tip. He wrapped his right hand around the throbbing shaft and began to stroke himself, slowly at first, then faster and faster, watching Lori begin to press herself against his fingers.
"Very nice," she gasped, her breathing becoming increasingly irregular and her fingers making louder, smacking noises inside her wet pussy. "Now hurry up and come! I'm so close and I'd love to come while I watch your sperm spurt from your beautiful cock."
A few moments later, Oren grunted and closed his eyes as his semen sprayed onto his stomach and chest, all the way up to his nipples. Lori moaned softly as she watched his semen spurt from his penis, while her own orgasm coursed through her body, her juices soaking the chair cushion. When they were finished, they both sat in silence for a few minutes, Oren following her example by pulling her shorts back on and her halter top up over her breasts.
"I'll give you the nutrition tips before you leave today, and tomorrow we can start the training program. That'll take about an hour. Come early enough so you have half an hour at the end of the session to jerk off with me," she grinned at him before they left her office. "Don't forget to jerk off twice more today and at least once tomorrow morning, and write everything down."
A few minutes later, she watched him leave the building, her pussy still tingling, wondering how long it would be before she felt his cock and his cum in her mouth, pussy, and asshole. She returned to her office and fingered herself to two more orgasms…
…“Will, we’re here!” Oren called out after they entered his apartment. Video game sounds were coming from one of the bedrooms, telling them both where his son was.
While Lori waited at the kitchen counter, Oren knocked on his son's door to make sure he could come out. A moment later, the door opened, and the eleven-year-old stepped out. Lori felt her nipples harden and her vagina twitch when she saw him. He was wearing only white boxer shorts, and his 8.8-centimeter penis was clearly visible through the worn fabric. He stood shyly, looking at her, while his father introduced her without commenting on his son's clothing.
"I'm so happy to finally meet you," said Lori with a warm smile as she stepped in front of the boy.
Will mumbled a noncommittal reply, his gaze fixed on Lori's cleavage—something she was trying to emphasize with great care for his sake. A quick glance downwards told her that Will's penis was reacting as expected, and she felt a strong twitch deep inside her cunt.
"He's starting to masturbate," she thought. "I wonder if his father knows."
After a few moments, Oren led Lori to the living room sofa and brought them both a glass of wine, while Will retreated to his room. As Lori snuggled under Oren's arm, she deliberately placed her hand in his lap to gently massage his soft penis. When it became erect in her hand, she wondered if his son in the other room was doing the same to his growing penis and tried to imagine her breasts. She felt her juices seep into her panties at the thought.
“I think you’re about to have your fifth and sixth orgasms today, and I have a strong desire to offer you my hand… or my mouth… or my warm, wet, greedy cunt,” she grinned, turned around and gently bit Oren’s right earlobe while squeezing his swelling penis tightly through his pants.
“But… what about… my son?” he stammered, as she hastily unzipped his trousers, reached inside, pushed his underwear aside, and placed her hand around his throbbing penis.
"What about him?" she whispered seductively before plunging her tongue into his ear. "He's busy with his game in his room, so we should mind our own business out here. Now take off your pants and hold your cock up so I can ride you."
As always, Oren didn't argue with her. She ripped open his shirt, the buttons flying in all directions as he slipped out of his trousers. Then she straddled his hips and let him use the tip of his penis to push her panties aside while she removed her top and bra. She thrust her tongue into his mouth and felt his hands knead her bare breasts as his thick, 13-centimeter penis slid effortlessly into her velvety cunt with a single thrust.
“Fuck me, Oren… fill my cunt with the same sperm… that made this sweet boy… and I’ll suck you hard… so you can come inside me again… wherever you want,” she gasped as she began bouncing up and down on his cock while reaching down to roughly rub her throbbing clit.
Oren buried his face between her breasts and moved back and forth, tugging at the silver rings with his teeth, just as she loved it. Lori closed her canal around his cock, sucking it with her cunt as effectively as with her mouth. When she heard him groan and felt his cock throb against the walls of her canal again, she threw her head back, waiting for the first spurts of his warm semen deep inside her, which would trigger her own climax.
Then she saw eleven-year-old Will standing in the living room's entryway, watching them, his right hand sliding quickly back and forth inside his boxer shorts. Her gaze met the teenager's. Then she smiled and winked at him before burying her face in Oren's shoulder to muffle the cry as the most intense orgasm she'd had in a long time washed over her. As their climaxes subsided, Will was out of sight, and Lori decided not to mention to Oren that his young son had watched them having sex or how aroused she found it.
Later that evening, after making sure Will was asleep, Oren brought them both another glass of wine. Lori leaned back and sipped it, while Oren obediently buried his face in her pussy and licked his own semen off her with his tongue until she shuddered and ejaculated another orgasm in his face. By then, his cock was rock hard again.
"Hand or mouth... pussy or ass... your choice," she teased him, squirting a drop of precum from his glans, anticipating that he would next fuck her face hard and wildly, just the way she loved it. "Your sixth orgasm today must be something special."
Instead of his usual gentleness, he pulled her over the arm of the couch, spread her buttocks with both hands, and rammed his throbbing cock into her asshole. She slammed her face into the pillows to stifle the screams that accompanied her next two orgasms.