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Chapter 65
by
Kindred
What happens next?
Spying on mom
After their ‘bonding time’ together, John didn’t see his sister again for a few hours. When he did see her though, she was back to her usual self. She seemed to have gotten over whatever it was that was eating at her, only making John more curious as to what it was. He didn’t want to push her into telling him and make her uncomfortable though.
A little while after their mom returned, Claire approached him. Though her face was resolute, John could tell she was embarrassed.
“Alright John. I’m going to go masturbate again.” John was speechless. He couldn’t say a word as she slunk back to their room. When Claire told him she’d be announcing her masturbation sessions in solidarity with him, John had imagined it might happen something like every few days. He certainly wasn’t expecting her to make that announcement to him several times that very day.
He had no idea Claire masturbated as much as she did. He couldn’t be sure, but he was pretty confident women just didn’t do it that much. His sister really was a raging ball of hormones. It brought up memories of things he’d heard about her last night that he really didn’t want to dwell on. He felt a pit in his stomach thinking about it, but all the signs pointed to Claire being a nymphomaniac. Those thoughts only grew more intrusive with every time Claire told him she was going to masturbate.
While Claire had been getting herself off plenty that day, John was having trouble doing so himself. He’d still been making his announcements to keep up appearances that he was following his treatment plan, but he’d since realised the futility of actually trying to go through with it. The time after he’d masturbated with Claire, he’d really gone for it out of desperation and actually managed to reach an orgasm, but only after almost an hour without interruption. That just wasn’t a reasonable option for him to maintain. It made John actually miss his premature ejaculation.
His inability to self-pleasure was really going to make life difficult for John, especially as he struggled with his heightened libido. It wasn’t simply that he needed regular ejaculations to keep up with his treatment anymore. It was more like he felt like he needed to ejaculate. His lust was becoming more like a relentless hunger. The more he let it build up, the more it demanded his attention until it was all he could focus on. John realised he just needed to acclimate to his new libido, but until then he was going to lose himself to it repeatedly if he didn’t keep his sexual needs sated.
Claire was not the only one to come to him to announce her masturbation that day. His mom came to him a short while after returning from her trip into town.
“Listen honey. I know it’s been difficult for you having to tell us when you’re doing your thing. We had a talk with the doctor, and we decided it would be best for you if Claire and I were to support you by also doing the same for you. Please don’t think it’s weird if your sister says anything unusual to you today.”
‘Little late for that’ John thought to himself. “Sure mom. I understand.”
“In that case, darling, I want you to know I’m also going to go masturbate in a little while.”
“Okay mom.” John tried to play it cool, despite feeling incredibly awkward about the situation. Her words reminded him of something. He still needed to take a video of his mom masturbating for tomorrow morning. He’d been putting it off all week hoping to find some way out of it, but Dr Valentine had assured him everything would turn out okay if he followed along with the **** demands. Now his mom was presenting him with the perfect opportunity like it was some kind of divine sign.
He had no time to think about it. It was a gross invasion of his mother’s privacy, but he had **** in the matter. Once Lilith left for the kitchen, John rushed upstairs and slipped into his mom’s room before he could second-guess himself.
It didn’t take long to find a good place to hide his phone. There was a shelf above Lilith’s dresser that had a few decorative pieces on. John propped his phone up among them and angled it down perfectly to capture the full length of her bed. John was happy it was hidden well enough. Mom never needed to look up there and she was far from the most observant of women, so he was confident she wouldn’t spot it. He set it on a one-minute timer to start recording, then carefully slid it back into place.
Before he departed the room, something familiar caught the corner of his eye. Lilith’s room had a bit of an odd shape to it. There was an alcove in the corner she’d partially covered with her wardrobe. It had been a favourite hiding spot for the siblings back when they were kids thank to how dark and difficult to see into it was. Seeing it now made John’s head whir with an idea. He knew he shouldn’t even be entertaining the notion of spying on his mother, but he hadn’t came in hours and his lower head was starting to take over. It wasn’t like it was worse than secretly filming her and he really needed to cum.
John shook the intrusive thought from his head. He couldn’t believe what he’d turned into where orgasms were the only thing on his mind.
Still, he was curious whether he could still fit into that little alcove. There was no harm in trying it while he was here, if only to let the nostalgia of it distract him from his inappropriate thoughts. He pressed himself against the wall and pushed himself into the gap by the wardrobe. It was a tighter fit than it used to be, but he still managed it well enough.
There was enough room in the alcove for the siblings to stand together, and John used to love having his sister squeeze in with him for multiple reasons, but there was no way Claire would fit in these days with her fully developed chest. The hiding nook gave a good view of much of the room and anyone coming in, with only the dresser invisible from his location. The light didn’t quite reach the corner very well, so it was quite dim as well. It really had been a great hiding spot, but once mom learned about it, it always became the first place she checked.
Having sufficiently relived the memories of their hiding games, John was about to squeeze his way back out when the door flew open, and Lilith stepped into the room. No sooner was the door shut behind her then she started to remove her clothes.
John froze in place in panic. For a moment he’d forgotten why he’d come in here. He’d intended to be out of the room before his mom finished her business downstairs. How could he possibly explain what he was doing hiding in the corner of her room moments after she told him she was going to masturbate. If there was a possible moment to reveal himself and get out of an awkward situation, it passed as he hesitated while Lilith finished stripping to her underwear.
His mom’s eyes drifted across the room. For a moment John’s heart leapt as he thought her eyes locked with his, but her gaze continued past him, unable to see into the gloom of his hiding place. Finally, she allowed herself to lie back onto her bed and John knew where things were headed. There was no good way out of this situation. Whether he liked it or not, he was trapped spying on his mother in her intimate moment.
John very rarely saw his mom in her underwear. He’d only really known her to wear practical, supportive brassieres, rather than the lacy, seductive lingerie Claire now favoured. Today was no different, though it was in a more daring colour of red rather than the creams and whites he’d noticed in the laundry. Her panties were equally lacking in eroticism, fully covering her crotch and ass. What her underwear lacked in titillating design however, Lilith more than made up for in the sheer volume of what she packed into them.
John’s mom had always been a curvy woman, but she’d gained weight in the years after his dad passed. That extra padding had only further filled out her curves and given her an irresistible mature body. Lilith had always drawn eyes to her no matter how conservatively she dressed, and now seeing her like this he couldn’t tear his eyes away.
Before he knew it, John had his pants unzipped and his cock in hand. If he was going to be stood here leering at his mom masturbating, he might as well use the opportunity to get in one of his ejaculations. He didn’t plan to voyeur on his mom. He was just being optimal now he was **** into it. That’s what he told himself at least.
***
Lilith always looked forward to these private moments of hers. They were the only times where she could dare to feel sexy and desired. If she’d only known years ago that women were supposed to do this multiple times a day, she would have embraced it fully. She hadn’t had a man to satisfy her in over a decade. She relied on these private moments to feel good in her own body.
“Before a woman, I am a slut. Women only exist to pleasure men.” Lilith had gotten into the habit of starting her masturbation with a few repetitions of her mantra. It got her into the right state of mind where sex and pleasure were all that mattered. “Before a mother, I am a slut. Women only exist to pleasure men.” With every repetition she strayed further from the mindset of Lilith, the mother of two, and more into Lilith, the slut who existed to bring men pleasure. Her pussy throbbed at the idea of that side of her taking over, making her body do all manner of perverted things to make men cum.
Now she had her mind ready, she let herself lay back and spread her legs wide like she was preparing for a man to fuck her. She closed her eyes and began to imagine she really was. She could almost feel the presence of some faceless man towering over her, ready to thrust his manhood inside of her. She pushed aside her panties and began to play with herself. She was already wet from the mental stimulation and her fingers slipped inside herself readily.
The doctor told her to imagine pleasuring men with every inch of her body to bring up her confidence. Gently running her tongue over the tip of their cock, pressing her heavy bosom into their body, letting their hands run over her thighs, giving them free access to her pussy. Letting them fuck her mouth, her tits, her pussy, her ass.
As her thoughts turned to her ass, she felt a familiar jarring sensation as an intrusive thought of her son washed over her. Bent over, offering herself up to him. That thought had drifted back to her over and over that day like the doctor promised her it would. Now she was adrift in her own fantasies it came to her more vividly and persistently.
She banished the thought from her mind and turned her attention back up top. With her free hand she began to paw at her breasts. She was glad to admit she had much more sensitive tits than most women of her size. Though she couldn’t cum from nipple stimulation alone, it contributed immensely to her sexual enjoyment. It almost made up for how fat and unwieldy they were. She pulled down on her bra to release her ‘fat sacks of lard’ and they spilled out to either side of her.
Pleasure was starting to build up now and Lilith allowed herself to sink into it. With one hand grinding into her pussy and the other tweaking on her nipples, stimulation was growing on multiple fronts. She parted her lips and allowed her moans to leak out as waves of pleasure rolled through her body.

In her mind, Lilith saw herself performing on a stage, having sex in front of a room full of strangers. Every one of them had their eyes locked on her, admiring her body, and wishing they were in the place of her partner. The faceless man above her played with her tits as he pushed himself inside of her. His actions were completely controlled by his lust for her. He couldn’t help but need to have his cock inside of her. She could feel his desire for her growing with every thrust inside her.
Lilith’s body was heating up. She could feel sweat trickling down her skin. She felt her bra squeezing into her ribs as her breaths became deep and ragged. For a moment she paused her self-pleasuring and arched her back to get at the clasp, releasing her chest from their restraint and tossing the obstructive garment across the room. With her tits now free, she brought her hands down to slide her panties down her legs to her ankles. There were no obstacles to get in the way of her pleasure anymore. She returned her hands to their places without once having let her mind drift from her fantasy.
The faceless man leaned in to bring his lips to hers. It had been so long since she’d received a kiss her body yearned for it. She let his tongue **** its way into her mouth. His hands moved across his body, exploring every one of her luscious curves. His touch felt electric on her skin. A tweak of her nipples **** a moan out of her before he brought his hands down to her thighs. Lilith’s body trembled in anticipation as the imaginary hands moved further up her legs.
The moment the man’s hands touched her ass, her fantasy shifted. The featureless face of the man morphed into her son’s. John had his lips locked with hers, his tongue buried in her mouth. As she watched on, he pulled himself away from her then began to guide her body to turn on its front. Lilith knew what was happening, but she was too turned on to bring herself to stop the fantasy now. She was powerless to control where her fantasy was taking her.
Lilith’s body twisted of its own accord in tandem with her fantasy, turning her onto her knees to push her ass up into the air. Her face planted into the pillow to brace herself against the coming onslaught. She was about to fantasise about having her son fuck her ass in front an entire audience and all she could think about was how much she needed it. She needed to cum so bad.
Without any ado, her imaginary son pushed himself inside of her. In her fantasy she felt no pain but pleasure as he thrust into her tight organ. Her body rocked back and forth in time with him forcing his cock inside her. Her fat tits cushioned her body as it mimicked the motion of his powerful thrusts. Lilith was too lost to the fantasy now to resist it. It felt so real dominating her senses, like her body knew what it would feel like to be fucked by her son.
‘I’m John’s little slut’ She heard the words from her recording inside her head. ‘I need his cock. I’d do anything to get it inside me’ The same ones that had played on repeat in her voice at the doctor’s office. ‘I need his cum. It tastes so good’ The same ones that had filled her dream. ‘Fuck me like the little cum-slut I am’ They’d been burned into her mind when she heard them, and now she heard them once again. ‘I’m John’s little slut’
As her climax approached, she couldn’t help but moan along to them. “Fuck me John. I need your cock. I’m your little cum-slut. FUCK ME!” she screamed into her pillow. Her muffled voice was barely audible over the rocking of the bed. Her arousal spiked. She was so close to cumming, she just needed one last push.
In her mind’s eye, John pulled himself back. She imagined his cock twitching as he pulled it out of her ass, ready to unleash his load at the slightest stimulation. He realigned himself, aiming for her other hole. Lilith was powerless to control where her fantasy was going. She was about to orgasm thinking about her son cumming in her pussy and there was nothing she could do. It just turned her on even more. She looked around and saw the excited faces of her audience anticipating the act of defilement about to take place.
The imaginary John paused for just one moment, then with a sudden thrust pushed himself all the way inside her. His cock erupted, shooting his seed deep inside her, filling her up completely with his load. The thought of it pushed Lilith over the edge. Her hips buckled as an intense orgasm ripped through her body. She screamed in ecstasy. It was the most intense pleasure she had ever felt, and it reverberated around her body, filling every inch of it with pure bliss. The fantasy John continued to pump his load inside her, and every twitch of his cock surmounted the pleasure she was feeling.
Slowly the pleasure began to dissipate, leaving Lilith’s body in a relaxed slump. She couldn’t bring herself to move. All she could do was wallow as full realisation of what she’d just masturbated to washed over her. John was being treated for unwelcome incestuous fantasies but clearly, she was the one who had it worse. She’d been harbouring that fantasy of John fucking her all day, and even now that she’d gotten off to it, she knew it would remain stuck in the back of her mind.
Her posture reflected the internal shame she was feeling, with her panties around her ankle and her ass pushed out towards anyone who would walk in. Her body was just too relaxed to move though, and a sleepiness was beginning to settle in. A little nap would do her some good and settle her mind before she had to face John again. She closed her eyes and let the sleep take her.
***
John took a deep breath, recovering from the scene he’d just witnessed. From his vantage point, he’d watched as his mother writhed in pleasure on the bed and moaned from whatever erotic fantasy her mind had conjured up. The doctor was certainly right that his premature ejaculation wasn’t cured, as he came long before Lilith reached her climax. In a **** attempt to avoid making a mess all over her floor, John had grabbed his mom’s discarded bra that had landed near his hiding spot and wrapped it around his cock to shoot his load into. The cups had just been just large enough to capture the full capacity of his seed.
John caught his breath as quietly as he could. He could hear his mom gently snoring, but he was hesitant to emerge from his hiding place in case she awoke. Eventually he psyched himself up and pushed himself through the gap. Slowly as he could manage, he crept across the room and grabbed his phone from above the dresser. He was relieved to see it was still recording before he stopped it. He would have to check over the recording later, to see that it had captured the scene right and for no other reason.
He turned to look at Lilith. He knew he should have just left, but he couldn’t help but catch one last glimpse of her body. She was still lay on the bed in the same position with her ass aloft like she was presenting it to him. It would have been so easy for him to mount her right then and give her the rough fucking she had been fantasising about. John paled as the thought came over him. It was disturbing how tempted he was to abandon all moral decency in pursuit of sexual pleasure. With great difficulty he prised his eyes away from the sleeping woman, grabbed his phone and fled the room. He felt he was forgetting something, but he couldn’t allow himself to stay there a moment longer.
What happens next?
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Sex therapist
Sexual healing, or sexual breaking? You decide.
Choose to be a boy or girl who goes to see a therapist with unusual methods.
Updated on Mar 23, 2026
by Pawnshop56
Created on Sep 1, 2016
by qaz
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