Alternative, MILF-oriented branch

The next morning, the harsh light of the sun pierced through Kyle's eyelids like a knife, and he groaned as he rolled over in bed. His body felt like it had been through a marathon, a marathon of fucking. The events of the night before replayed in his head, and he couldn't believe it was real. He had to have dreamed it all up, right?

But as he looked down, he saw the stain on his boxers and the smell of sex still lingered in the air. It was real. He had done the unthinkable with his neighborhood MILF, and she had enjoyed it. The realization made him hard again, and he couldn't help but grab his cock, re-living the sensation of her mouth on him.

"Wait! I'll never have to jerk off again!"

Barely coherent, he fumbled for his phone and dialed the hottest girl from high school. After two redials, he finally heard a himan's voice, "What the fuck do you need at 8AM?" The voice definitely belong to a girls, so Kyle decided not to tempt connection. With a cocky, husky tone he demanded, “Send me your address—I’m in the mood.” The reply was instant and brutal: “Fuck off perv.”

*Beep-beep-beep* The sound of his phone ringing snapped Kyle out of his delirious haze. Okay, maybe the magic only works in person? Either way, he had to figure out how to get more of that sweet, sweet action without getting in too much trouble.... Upon rational consideration calling the girlfriend of the football captain and asking for a hookup was probably a bad idea.

But, that is a trouble for a Kyle from the future. After doing the morning business, and splashing cold water on his face, Kyle decided it is time for a breakfast. The smell of the coffee beans filled the first floor of his parent's mansion, and he felt the warmth spread through his body as he took a sip. The toast was crunchy, and the butter melted on his tongue, but it all felt so mundane after what he experienced last night.

He took a seat at the kitchen island, his mind wandering back to Emma's wet lips wrapped around his cock, her cheeks hollowing as she sucked him deep. Fuck, Kyle knew there are rules not meant to be broken. Not because of legal or some moral concerns, but just cause of convenience. And yet he was about to do some sin.

His hand found its way to his crotch, his cock already starting to stir at the thought. He squeezed it lightly, feeling it swell and throb. He closed his eyes, letting the memory wash over him, while his teeth chewed on the crispy toast. He could almost feel her soft lips again, the way she had taken him in so eagerly, the way she had struggled to him deeper. He stroked himself slowly, savoring the sensation of his cock and the taste of a toast mixing together.

*Ding-Ding* What the? *Ding-Ding* "I didn't order anything!" Kyle grumbled to himself as he swallowed the last bite of his toast and shuffled to the door, his morning wood tenting the fabric of his shirts. "Fuck" The wardrobe mirror showed him a noticeable wet spot on his pants, right where his erection was pointing at. He sighed heavily, and hoped the delivery man is not too judgmental.

"What's u-p?" The last syllable of his greeting was muffled as he stared at Emma leaned against the doorframe, dressed in a light robe tied so loosely, that he could see her belly button while looking down in her cleavage.

"M-morning," Kyle stuttered, his heart racing as he took in the sight of Emma. He couldn't believe she was here, looking like she had just stepped out of a wet dream. "I-uh-I didn't expect you."

"Oh, sorry about that. It's just that you left me so pent up yesterday. And Tom was so tired last night, and he had to leave early, so... Can we fuck?" She said the whole thing as if she was asking for some matches during a blackout.

For a moment Kyle struggle to comprehend her words. Was he still dreaming? He pinched himself, but the sting was real. This wasn’t a dream. "F-fuck? Now?"

"Well, yes. I hoped you can spare a minute." Emma’s voice was soft, but her eyes flickered with something else. She quickly glanced down, her expression tightening, as if she had suddenly realized what she might have implied. “I didn’t mean... you know, that you’d only last a minute. I just—uh, meant—well, I thought... maybe you’d be up for something quick?"

Her words stumbled out, and a brief, worried look flashed across her face. She was clearly concerned that she might’ve offended Kyle’s pride, and her anxiety only added to the tension in the air. She quickly added, “Not that I think you can’t... uh... last longer, of course.”

"Of course," Kyle muttered, moving away from the door, his mind racing. He was still processing what Emma had said, but his brain couldn't quite connect the dots—he was, after all, a complete virgin until yesterday. He had no clue what he was supposed to do, especially when someone like Emma was standing there, practically offering herself to him.

“Would you like some tea?” Kyle asked, trying to buy some time, his voice awkward as he gestured toward the kitchen.

Emma raised an eyebrow, clearly impatient but trying to remain polite. "Tea? Right now?" she asked, her gaze flicking toward him with a subtle hint of irritation.

"Yeah, you know... just trying to be a good host," Kyle stammered, fumbling for the kettle. "So, uh, how’s the weather out there?" He muttered the question, immediately regretting it as soon as the words left his mouth.

Emma crossed her arms, shifting her weight slightly from one foot to the other. She was clearly trying to mask her frustration, but the impatience was still there. "Kyle..." she started, her voice low and almost playful, “It’s a bit chilly. But I don’t really care about the weather right now.”

Kyle turned to face her, the awkward tension thick in the room. He could feel his cheeks flush. "Oh, yeah, right. The tea... Sure. I just thought, you know, we could—"

Emma didn’t let him finish. She stepped closer, her voice now much more direct. “Listen, I’m not here for tea, Kyle." Her eyes locked with his, as if silently urging him to understand something unsaid.

With a soft sigh, Emma shrugged off her robe, letting it pool at her feet. Kyle’s jaw dropped, his spoon clattering to the floor.

Emma spun, giving him a teasing glance. “Well? How do I look?”

Kyle froze, his mind scrambling for the right words. His mouth opened and closed a few times before he finally stammered out, “Uh, y-you look… um, great. Really… wow.”

He tried to focus, but everything in his body was screaming at him to process what was happening, yet he couldn’t seem to wrap his head around it. His hands fidgeted at his sides, unsure what to do. “I mean… wow,” he repeated, his voice cracking slightly.

Emma’s lips curled into a knowing smile as she stepped closer, her eyes glimmering with amusement. "I’m glad you think so, Kyle."

She reached out, lightly brushing her fingers across his chest, and he nearly jumped out of his skin. "So, you ready for that... minute?" she teased.

Kyle swallowed hard, his throat dry. He nodded, eyes fixed on her body. She stepped closer, her breath warm against his cheek. "Good," she whispered, then was in his arms, skin pressed against his. He could feel her nipples harden and his cock resting against her inner thigh.

Finally, his voice shaky, Kyle managed, “Why… why are you doing this?”

Emma paused with a playful smile. “Because I’m horny—and you’re the only one I can fuck without it being cheating.” Her hand slipped into his pants, gripping him firmly. “Plus, you’re well equipped.”

“Than-ks,” Kyle stuttered as she yonked his pants down, her grip firm on his shaft and balls. “You’re pretty good-looking yourself…” For a moment, the world stopped making sense, and Kyle surrendered to his perverted instincts.

He grabbed her hair and guided her down, his heart racing as her breath grew hotter and closer to his crotch. "Just a little," he managed to murmur, trying to sound as suave as he could. "Needs a little lubrication."

Emma tried to suppress a chuckle, yet opened her mouth slightly to take his cock in. She licked the tip tentatively, her eyes watching Kyle's reaction. His pupils dilated, his breaths grew shallower, and she felt a smug satisfaction at having that power over him. She began to bob her head up and down, her mouth forming a perfect 'O' around his shaft.

Kyle's hips began to buck, but Emma firmly stopped him with a gentle yet firm hand. Her mouth left his cock with a noticeable pop, "Hold your horses, boy! I am here to get fucked, remember?" With a quick move Emma reached for the robe and pulled out a condom, quickly and efficiently rolling it over him. “There."

She turned her back to him, leaning on the kitchen table. The smooth curve of her ass cheeks taunted him, begging to be grabbed and squeezed. Kyle's cock twitched in response, and he felt his heart thumping like a bass drum in his chest. This was really happening—Emma Taylor, the woman he had lusted after for years, was about to let him fuck her for real.

"Well, b-o-y," she spelled each letter with a smirk, "you better make it worth my time." Her hands reached behind her to spread her cheeks, the pink flesh of her pussy peeking out at him.

Kyle took a deep breath, his heart racing as he stepped closer. He grabbed his cock, the tip of it wet with pre-cum, and guided it to her entrance. With one hand on the small of her back and the other on her hip, he pushed in, feeling the warm, wet embrace of her pussy.

Emma gasped, her body tense as he filled her up. It was a tight fit, but she was already so wet that he slid in with ease, the sound of their bodies slapping together echoing in the quiet kitchen. Kyle’s eyes rolled back in his head as he felt her muscles contract around him, her heat enveloping him.

He couldn’t believe this was real. His hips began to move of their own accord, his mind racing with thoughts of finally getting to fuck the hottest MILF of the street. He grabbed her boobs from behind, his hands squeezing and kneading as he drove into her, feeling her rock back against him. Her skin was so soft, her breasts heavy and firm in his palms.

"You're doing good, Kyle," she moaned, her voice a low purr. "Much better than... well, you know."

Kyle's thrusts grew more confident, his rhythm steady. He smirked, his voice low and teasing. "No, I don't. Tell me!" His slap against her ass made her yelp and push back into him even harder.

Emma's cheeks flushed, but she couldn't help but laugh. "Well, Tom is... let's just say, he's not exactly a stallion." Her voice was breathy, each word punctuated by a moan as Kyle's cock hit her g-spot. "He's more like... a tired old mule."

"I'll show you how it's done," Kyle grunted, his hips smacking against her ass as he picked up the pace. "Fuck, you're so tight, Emma."

Emma's moans grew louder, her pussy clenching around him like a vise. "Oh, God, Kyle," she panted, her voice strained with pleasure. "Fuck me harder!"

Her words were like gasoline on a fire, and Kyle slammed into her with all the strength in his legs. She was so wet, so hot, and he could feel her orgasm building, her muscles tightening around his cock. He watched in the mirror across the room as she bit her lip, her eyes screwed shut in ecstasy. "You like that, don't you?" he taunted.

"Yes!" she screamed, her back arching as she came, her pussy spasming around him. "More!"

Kyle's mind was racing, the sight of her coming pushing him closer to the edge. He didn't know if he could hold on much longer. "I'm gonna cum," he warned, his voice thick with lust.

Emma looked back at him over her shoulder, her eyes wild with desire. "Fill me up, Kyle!"

The words sent him over the edge. She bucked and moaned, her body milking every drop of his cum into the condom. Kyle felt his legs wobble, and he leaned against the counter for support as he watched her shake through her orgasm.

As the last tremors of pleasure left her body, she turned to face him, her cheeks flushed and her chest heaving. "Wow," she breathed, a grin spreading across her lips. "You're definitely not a one-minute man."

Kyle chuckled, his cock still twitching. "Guess not." He leaned in to kiss her, but Emma stepped back, her smile fading slightly. "What's wrong?"

Emma looked down, playing with the hem of her robe. "It's just... you're pretty good for your first time." She couldn't hide the amusement in her voice.

"You noticed?" Now, that he managed to get out a full sentence without stumbling, Kyle felt a bit more like a man who just nailed a MILF and less like a teen who'd just lost his V-card.

Emma's laugh was light and airy, like a summer breeze that makes you believe in the goodness of the world. "How could I not?" She took the condom off him with the grace of a pro, her eyes never leaving his. She tied it off and tossed it into the bin with a flick of her wrist. "But hey, don't let it get to your head. I've had better, but you're not the worst I've had either."

The way she said it, so casually, like she was rating a meal at a restaurant, made Kyle's chest tighten. He felt a flash of inadequacy, but then her hand was there, her fingers playing with his now-sensitive cock, and she leaned in to whisper, "But you do have potential."

With that, she leaned down and took him into her mouth again, the condom gone but the taste of his cum still lingering. She sucked and licked, her eyes locked on his, as if daring him to cum again. The feeling was so intense, so unexpected, that Kyle had to lean on the counter to stay upright.

Her eyes sparkled with mischief as she pulled away, her tongue flicking out to catch a last drop of his essence. "Mmm," she hummed, licking her lips. "You taste good, Kyle."

Before he could say anything, she was dressed again, tying her robe with a swiftness that seemed almost magical. "I've got to go," she said, her voice still a little breathless.

And with that, she was out the door, leaving Kyle standing there, his cock still out and his mind racing. He couldn't believe what had just happened. He had just fucked his neighbor, the woman he had jerked off to countless times, and she liked it enough to want more. "Until next time, stud," she called over her shoulder as she left.

He watched her go, his mind a whirlwind of thoughts. He had to figure out what to do now. He had to keep this secret from Tom, obviously. But how could he get her to come back for another round? That last question was really the only one on Kyle's mind.

The place felt weirdly quiet without her. Kyle practically stumbled to the couch, his legs like jelly. He plopped down, his mind playing back the reel of her naked, sweaty body all over again. He needed more of that. Whatever it took, he'd make it happen.