Kyle loses his virginity

“I can’t believe that just happened,” Kyle muttered as he walked up the stairs. He stuck his spoon in the bowl of soup he’d taken with him and put it in his mouth. The soup had gotten cold in the time Janet had spent giving him a blowjob, but he barely noticed. His mind whirled a million miles a minute, a smile tugging at his lips.

Kyle couldn’t get the image of Janet licking cum off the floor out of his head. Barely half an hour ago, the woman would never have considered doing anything sexual with him. Now, she was licking up the thick, creamy sperm that hadn’t made it into her mouth or on her face. And off her own floor, nonetheless. Jim had eaten at that table, had probably put his foot in the exactly spot Kyle’s cum had fallen and his own mother lathering with her tongue.

He paused.

Jim’s mom just sucked my dick. What else could I make her do? Do I really want to go up to Jim’s room to study? He’s probably busy making out with Maddy and I can always come back another time, right?

He shook his head.

No, I came here to study. Jim’s going to wonder if I don’t come up to his room. The last thing I need is for him to catch me fucking his mother.

He kept moving upstairs, eating spoonful after spoonful of pea soup as he walked. It was delicious, the sweat taste of ham in the soup contrasting perfectly with the thick broth.

Kyle stopped in front of the Jim’s room, grasped the doorknob, and twisted, opening the door. The door squeaked loudly on its hinges.

He caught a flash of nude feminine flesh and long blonde hair.

“Hey!” a girl yelped.

“Shit, sorry!” Kyle shut the door in a panic.

She’s still naked?

“Bro, what the fuck? I told you to text me before you came up here!” Jim yelled. The door muffled his voice somewhat, but not enough to disguise the anger in his voice.

“I said I was sorry,” Kyle said, his face scrunched up in annoyance. “I think I’ll go back downstairs.”

“Yeah, you do that,” Jim muttered, and Kyle thought he heard something along the lines of “fucking moron.”

“Maybe you should have locked the door if you didn’t want anyone coming in,” Kyle whispered to himself.

Why the hell did I even come here? Mom’s waiting for me at home and I’m getting closer and closer to getting enough AP with her to make her do whatever I want. Maybe I should just leave. But I have to finish this soup first and give Janet her bowl back.

He licked his lips. Janet. It was strange to think he was on a first-name basis with Jim’s absolute MILF of a mother. She’d practically been Kyle’s own second mother and had babysat him more nights than he could count.

I wonder if she ever thought her lips would ever be wrapped around my cock. Or that she’d be happily licking my cum off the floor?

His manhood hardened again with arousal. It seemed that despite having just ejaculated, he still had more than enough energy for another sexual encounter.

This is so weird. I mean, I can usually cum a few times before I get exhausted but it’s like I never came at all.

His cock throbbed energetically as if to signal its readiness for further use.

Still dipping into his soup, Kyle walked back downstairs. The wooden stairs creaked softly under his feet. Amber sunlight poured warmly from the small glass windows which hugged the front door. Beyond lay the open world, full of opportunities for him to explore with the Dialogue Menu.

He wondered what he would do when he finally made his mother his. Would he keep her penned in the house she’d helped buy, nothing to live for but serve her own son’s cock day and night? Or would he change their relationship into something far more intimate, effectively stealing her heart away from his father?

Dad. He’d probably the biggest obstacle to me doing anything with Mom if he were ever home. I’ll have to see how much AP I have with him and try to keep him out of the house as long as possible. After I get Mom under my complete control, I’ll do the same with Dad.

It’d be strange to have absolute control over the household his parents had bought, and over his parents themselves.

Maybe I’ll have Dad move out permanently. Then I could have Mom all to myself. But people would ask questions if I kept her home all day. We could move, pose as a couple for people who didn’t know us, but this is the digital age.

Someone was bound to find them, no matter where they moved. It was only a matter of time.

I’ll have to broaden my control, then. Get people in positions of power and influence on my side along with everyday folk.

It would take a lot of time, but he could do it. The AP system seemed to ensure that while his control over others was limited at first, they would inevitably become more easily influenced by him as he built up their AP scores.

Danielle. Samantha. Ms. Torres. Janet. Mandy.

There would be massive utility in bringing more people under his influence, but he couldn’t deny that he wanted them for reasons other than sheer pragmatism. He would not stop there either, he knew.

They all have relatives and people who care about them who will need to be influenced, too, along with anyone influential like the police and government to serve as a safety net if all else fails.

He furrowed his eyebrows.

I sound like some sort of supervillain plotting to take over the world.

As he entered the kitchen, he was struck with the sight of Janet Connelly bent over as she washed something in the sink. She hummed softly, swaying her fat juicy ass back and forth. Her tight jeans seemed ready to tear and burst. It hugged each of her asscheeks like a second skin and dug into her asscrack. Kyle was sorely tempted to find a command to make her stand still so he could explore her body at his leisure. The fact that he probably could was something that still hadn’t fully solidified itself in his mind. He had to constantly remind himself that the life he’d lived up to the point that the Menu had showed up was effectively over.

He could see himself running rampant with the power the Dialogue Menu offered. It was a power that would make even the most tyrannical figures in history quake with envy.

One could propel himself into a seat of absolute power over humanity, given enough time. Luckily for humanity, Kyle was a boy who had just reached adulthood. He had far simpler concerns.

Jim’s busy and Janet’s right here. Even if I don’t have enough points to get Janet to have sex with me, I can always make her give me a blowjob again.

He thought back to the blowjob. Janet’s mouth had been eager and practiced for a woman who’d divorced her husband half a decade ago and hadn’t dated any men since, as far as Kyle was aware.

Then again, it was my first blowjob. Janet could have had no idea what she was doing and I wouldn’t realize it.

He smiled.

Somehow I doubt it, though.

As if sensing his thoughts, Janet turned. She’d put her blouse back on, hiding her naked breasts from view. His eyes flicked down to them regardless, drinking in the pale expanse of her cleavage.

A dollop of white liquid had accumulated along the top of her right breast. As if sensing it, Janet reached a finger down and scooped it up. Looking Kyle in the eyes, she brought her cum-stained finger up to her lips and sucked it clean, moaning as she did so.

“Ah. So good,” she muttered before addressing him more loudly. “Oh, Kyle. I thought I heard yelling from upstairs. Is everything okay?”

Yeah. Jim’s just being an asshole.

He shrugged, activating the Dialogue Menu. The blue screen comforted him him like a lit fireplace on a cold day.

Janet Connelly (966 Agreeableness Points)

<450> Yeah. Jim’s just being an asshole.

<450> Your son being a complete dick, Janet.

He’d have blinked if he could.

Huh. I can just insult Janet’s son right in front of her and she’ll just… what? Take it in stride? Agree with me?

He sighed mentally.

I don’t need to know. Hell, I don’t even know if I want to know. Whatever I do with Janet, badmouthing her own son in front of her doesn’t sit right with me.

The Menu shifted to accommodate his newly-chosen criteria.

<10> Yeah, everything’s fine.

<10> Oh we were just messing around like always. Nothing to be worried about.

Kyle shrugged mentally and chose the second option.

Janet smiled and nodded.

“That’s nice. It makes me really happy to see the two of you being close like you were when you were younger. I’ll never forget when Jim broke his leg,” she said.

Kyle smiled despite himself.

“I told him not to climb that tree, but he didn’t listen. As usual.”

Janet sighed loudly even as her green eyes regarded him warmly. She put a hand on each of his shoulders.

“But you looked after him before your mother and I found you. That’s what I mean. He needs you to keep him on the straight and narrow, Kyle. I worr- I’ve always regretted not having more than one child. Lord knows my sisters were anything but perfect, but looking back on it they always seemed to have my back when bad things happened. I’d hate for you and Jim to lose that connection.”

She took her hands off his shoulders. Her innocent green eyes were so caring and adoring, and so oblivious to the guilt that waged a losing war within him. He’d already as good as spat on whatever friendship he’d had with Jim when he mind-controlled Jim’s mother into giving him a blowjob. He should have felt bad about it, he knew. He should have hated himself. Why didn’t he hate himself?

“So why did you come back downstairs? I thought you all were going to study,” her eyes flicked downward for a few moments, and Kyle got the impression that she’d just snuck a look at his crotch. She took a step closer to him and whispered. “Did you want another blowjob?”

Kyle’s eyes widened. Janet smirked at him and leaned forward slightly, drawing his eyes to her cleavage.

God, she’s so hot.

“I certainly wouldn’t mind giving you one. Just say the word,” she opened her plump lips invitingly and swirled her tongue.

I’ve always wanted to hear that from you, Janet, but I want something different this time.

The Dialogue Menu winked into existence again. Time paused, freezing Janet’s lips into a permanent smile.

Janet Connelly (967 Agreeableness Points)

I wonder how far I can go with her. Could I make her have sex with me?

<800> No. Let’s have sex, Janet.

The option popped up almost immediately, and it was followed by seemingly infinite variations of that same command.

No way. No fucking way. Wow.

He stared at the options for what seemed like an eternity. Sex. He could finally have sex. Lose his virginity, finally, and to a woman he’d fantasized about for a very long time. And all it would take was choosing a simple Dialogue option.

I could fuck Jim’s mom right now.

The thought shouldn’t have excited him. It was wrong, perverse, and perhaps more than a little cruel. A better person wouldn’t have had such thoughts about his friend’s mother, much less act on them.

Yet here I am. I’m already well past the point of pretending I’m a decent person or a good friend. I’ve already **** Janet to suck my cock and eat up my cum. If Jim knew or saw what had happened, he would have tried to beat the shit out of me and he’d have been right to do so. And if Janet somehow found out what I’d done to her, she’d hate me. It’s too late to stop now. Too late to pretend that I won’t let temptation get the better of me.

With renewed resolve, he scrolled down the list of options until he found one that suited him.

<925> No, I don’t want a blowjob right now. Take me to your bedroom and let me fuck you doggystyle.

His gaze hovered over the option for but a moment before he selected it. Time resumed.

Janet stared at him for a long moment. Her green eyes widened for a moment.

“Hm. Okay, we can do that,” she said simply, as if he’d asked her if she wanted to go for a walk in the park with him. “Just let me get this real quick.”

She grabbed the empty soup bowl from his hand and placed it in the sink. She rinsed it out for a few moments before turning around to face him. She approached him again and grasped his right hand. Her skin was soft and smooth. He gave her hand an experimental squeeze and she responded with a warm one of her own.

Janet smiled at him.

“It’s been a…” she trailed off before shaking her head. “Come on, let’s go upstairs. Remember to be quiet. We don’t want Jim to get any funny ideas about us,” she led him to the stairwell like a mother would an errant son. His eyes fell to her ass again. It was almost in his face, now. It jiggled and swayed enticingly with her every step, as if tempting him.

They turned right at the top of the stairs instead of left where Jim’s room was. The wooden door to the master bedroom as open, revealing the room beyond. It had white carpeting and dark brown furnishings. The walls were light blue and seemed to have been painted recently.

He closed the door behind him and locked it.

When he turned to face Janet again, he found the woman was already taking off her pants. Her thick, creamy thighs came into view along with her asscheeks. She was wearing a pair of blue panties that had gotten sucked up into her asscrack, exposing the majority of her ass to his viewing pleasure.

She smirked at him as he stared at her, and stepped out of her pants. Then she put her hands on her panties and dragged them downward, bending over as she did so. Her asscheeks seemed to spread naturally, exposing the rosebud of her asshole and her pussy. He thought he glimpsed a sheen of moisture along the folds of her vagina, but that might have been his imagination.

The blonde MILF wiggled her ass back and forth.

“You like what you see, Kyle?” her lips twitched upward seductively.

He nodded numbly, even as his mind whirled at a million miles per minute. He’d wanted Janet for so long it was hard to believe this was even happening, but it was. And it was going to happen again and again, Kyle knew. He needed it to happen.

The Dialogue Menu winked it existence in front of him, stalling time once more.

Janet Connelly (969 Agreeableness Points)

He stared at Janet’s big, fat, juicy ass. He marveled at her exposed asshole and pussy. He’d be fucking both holes one day, but today would be all about taking her pussy.

Jim came out of that hole.

The thought hung in the back of his mind like a black fog. It was wrong, so wrong for him to even consider doing what he was about to, for reasons beyond mere lust. Some part of him wanted to violate and **** the bond between Janet and her son, to taint it by making her fall for her son’s best friend.

Dialogue options popped into the air in front of him, tempting him with their light blue glow. One in particular stood out to him.

<900> I do, but that’s not what this is about. You love exposing yourself to me, Janet. You love it when I see you naked. It turns you on.

Grinning mentally, he picked the option. Time resumed and he felt his lips move to accommodate sounds emanating from his throat. He couldn’t perceive or understand what he was saying. It was like he was speaking a language that couldn’t be produced with vocal cords or properly understood with human ears.

Janet seemed to understand perfectly, however. Her eyes glimmered happily as she watched him watch her. She wiggled her ass again and bit her lip.

“My god, you’re right!” Janet gasped. “I love it when you see me like this.”

“Like what, Janet?”

One of her hands crept between her legs before she withdrew it. She grunted in frustration, as if resisting a compulsion.

“I-I love it when you look at me when I’m undressed,” she muttered, lowering her eyes shyly. Shame suffused her voice like rain on fresh snow. “It turns me on.”

Kyle grinned at her. His cock throbbed in his pants. Confidence filled him. The knowledge that he had a measure of control over Janet that went beyond anyone he’d ever met so far made him feel safe in telling her what to do.

“Then why don’t you take off the rest of your clothes and get up on the bed on your hands and knees?” he said.

She nodded hesitantly and turned to face him. She was completely bottomless now, but still wore her blouse. He stared at her wide, childbearing hips.

It’s almost a shame she only had one child. I could see her having a lot more.

“I’m not sure about this. I know I showed you my breasts earlier and you’re going to have sex with my doggystyle, but I still can’t help but feel what you said isn’t appropriate. You shouldn’t be telling your best friend’s mother to take her clothes off.”

Kyle blinked.

So you’ll let me fuck you, but asking you to take your clothes off without the Menu is a bridge too far?

He manifested the Dialogue Menu again.

Janet Connelly (973 Agreeableness Points)

A four AP gain this time. Mental changes are definitely the meta for AP increases. Let’s make another change and see if I can make her more obedient to me.

Dialogue options populated the area in front of him.

<500> That’s debatable. You should listen to me more often Janet.

No, not good enough.

<650> Are you sure about that? I give you the best advice, Janet. You should try to follow my advice.

Still not good enough.

<800> Of course I should. You like doing what I say, Janet. There’s nothing wrong with listening to me.

I like this one, but let’s see if I can take it even further. I want her to enjoy doing what I say.

<1000> Nonsense. You love obeying me so much it turns you on whenever I tell you to do something. Not only that, you know I make better decisions for you than you do, and you love that too.

Damn, I can’t pick that one, yet. But I’m close. So very close. I’ll pick the earlier one for now.

<800> Of course I should. You like doing what I say, Janet. There’s nothing wrong with listening to me.

The Menu dissipated and time resumed.

Janet stared at him for a long moment before nodding.

“You’re right. God, you seem like you’re always right, Kyle. I’m sorry. I should have listened to you before,” her hand crept between her legs again. This time she didn’t stop herself from lightly rubbing her pussy.

Fuck.

“Take off your shirt and get on the bed on your hands and knees.”

“Yes sir,” Janet said softly. She smirked when she saw his eyes widen, and he knew her words had been chosen to get a reaction out of him. The voluptuous blonde MILF obeyed readily, however, moving her hands to the bottom of her blouse before peeling it off of her. Her huge tits sprung into view again, demanding his attention. Her nipples hardened with arousal. She turned slowly and crawled onto her bed. Her big ass jiggled and swayed as she moved.

She glanced back at him invitingly.

“Come on up, Kyle.”

Kyle nodded and began unbuttoning his shorts. He slid them down along with his underwear, exposing his cock to the cool air of Janet Connelly’s master bedroom.

Janet’s eyes flicked to his cock almost immediately. Her pussy quivered.

Kyle’s heart hammered heavily in his chest as he crawled on to the bed after Janet. He positioned himself behind her, mere inches away from her fat ass.

Tentatively, he placed a hand on her left buttcheek. Janet twitched at his touch, but did nothing to indicate she was uncomfortable with him doing so.

“Are you ready?” he asked her, but a part of him felt more like he was asking himself.

His cock bobbed up and down as he moved it between Janet’s asscheeks. The head of his cock grazed her skin, and suddenly what was happening became a lot more real.

The mother of his best friend looked back at him, green eyes as loving as they ever were.

“I’m ready,” she said softly, lovingly. It only made her want to fuck her more. To violate her and turn her into a drooling, moaning mess on her own bed. An idea seized him then, and he triggered the Dialogue Menu and quickly found the option that he felt best suited his desires.

Janet Connelly (976 Agreeableness Points)

<825> You’ll never realize it consciously, but you become hornier and more obedient to me every time I spank your ass.

The Menu flickered as it dissipated, and he felt himself say something again. This time, Janet didn’t react. She didn’t even seem to realize he had even said anything.

Did it work? I guess I’ll find out.

Kyle gulped. Steadying himself, he lined his cock up with Janet’s pussy. The tip touched her folds. It was scalding and wet in ways Kyle never imagined. Her pussy pulsed, as if giving him permission to enter.

He gripped Janet’s ass with one hand, delighting in the way his fingers sunk into her plentiful assflesh. He maneuvered his cock with his other hand and pressed forward and within moments he was inside her.

Kyle groaned.

God, she’s so fucking tight.

Her slick cunt was wet and warm. It pulsed welcomingly around his cock. A dark, primal urge seized him and he pressed further, shoving another few inches of his cock inside her.

Janet moaned.

“Oh god,” she muttered, lowering her head.

“You like that?” he said. His hands gripped her ass possessively, kneading her soft flesh.

“I-I don’t think-”

He smacked her rear. Her fat ass rippled with the impact.

Janet gasped, and her pussy clenched around his cock. Her head whipped back to look at him as if to admonish him, but instead she bit her lip. Her cheeks reddened as she looked up at him, and Kyle suddenly remembered that he’d made her feel aroused by being naked in front of him.

He spanked her again and pressed further inside her.

She let out a sharp yelp.

“Quiet!” Kyle hissed. He ceased his movements and listened, but no sounds came through from the hallway.

Why the hell did I come up here? Because I was thinking with my dick instead of my brain, that’s why. Although, my dick might have a point.

He traced his eyes over the voluptuous woman in front of him. He stared at where his cock entered her pussy. It felt so good to be inside her, to see her naked like this, utterly his for the taking.

“Try to keep it down. We don’t need Jim realizing what’s going on in here.”

Janet nodded obediently.

“Okay. Can you…” her eyes were half-lidded with lust. “Can you keep going? I really like this. It’s been so long since…”

He slapped her ass, drawing a sharp breath from her. Her tight pussy clenched so hard around his cock he thought it might cut off all circulation to it.

“Sure thing, Janet. All you had to do was ask,” he made one final push, bottoming out inside her. His abdomen collided with her plush asscheeks, squishing them outward.

“Holy shit,” he muttered.

Janet whimpered. Then she pushed back against him.

“More,” she whispered. “Please.”

He grinned wolfishly and finally began fucking her in earnest. Despite his inexperience, he picked up a rhythm rather quickly. It was surprisingly easy, almost like he was moving in autopilot even if it felt so amazing and profound for something so instinctual.

Low clapping sounds filled the room as Kyle’s hips slammed repeatedly into Janet’s fat ass. The MILF writhed and whimpered and moaned submissively beneath him. Her docile green eyes looked up at him every now and then, staring at him like she was seeing him for the first time.

She began talking dirty to him. The mouth that had once so readily chided him for bad language as a child was now doing anything but.

“Yes! Yes, Kyle. Right there. Use me. Oh god, you feel so good inside me,” she paused, then gasped. Her body seized up. Her tight cunt squeezed his cock, as if milking him, drawing him further inside.

“Oh god, Kyle, I’m…” she covered her mouth with one of her hands to muffle a pleasured scream. Her body quaked and spasmed on the bed.

It was too much for Kyle, and he kept fucking her Janet into a mess on her own bed. He felt his balls clench as he came inside her.

“Oh fuck,” sweat dribbled down his body as he spewed his thick baby batter into Janet’s unprotected pussy.

“Ah…” Janet took a shuddering breath before collapsing onto the bed. She rolled over slightly so her face wouldn’t be mashed into the bed. His cock left her pussy with an audible “splort.”

Kyle smiled as he looked down at her, at the sight of his cum dribbling from Janet’s pussy.

Janet’s green eyes rolled up lazily as she smiled.

“That was amazing,” she whispered. “You were amazing. Hm. I just realized something.”

Kyle smirked.

“What?” he said.

Instead of answering, Janet’s smile widened. She reached a hand down between her legs. She clenched her pussy, spewing his cum into her hand. She brought her hand to her face. It was absolutely caked in his gooey semen.

She brought the hand to her face and sniffed it.

"Ah... wow, this smells so good... but it tastes so much better."

She leaned forward and wrapped her lips around as many fingers as she could, sucking the cum off of her hand. She moaned desperately, as if she’d never tasted anything so good in her entire life and nothing else in the room mattered. Lewd slurping sounds soon filled the room, and Kyle couldn't help but feel as if his presence had been completely forgotten.

Huh. Serves me right for making her love anything that comes out of my dick.

Kyle looked down at himself. His body was caked in sweat and his cock was starting to deflate.

Everyone always said losing your virginity would make you man, but I don't really feel any different. Except, now I know what sex feels like. Real fucking sex.

He moved to retrieve his clothes. He felt somewhat more confident in his movements, more sure of himself and his surroundings. As he dressed himself, he wondered if that was what was different about him. Confidence.

Glancing at Janet, he smiled as she moved her hand back to her pussy again to scoop out more of his cum to feast upon. She was covered in sweat, too, and panting heavily. Her eyes were wide and warm and exhausted. They flickered over to him briefly. Something glimmered within them that he couldn't decipher.

He had just about finished dressing himself before someone knocked on Janet's bedroom door.