My Weekend Encounter

Jake had all but forgotten about the girls he’d slept with on Monday night. It wasn’t until he saw them in the hallway the next day that it all came flooding back. Maria gave him a friendly hello, while Dani looked at him with a puzzled expression, as if wondering why he was acknowledging her at all. It was outside the school library that he ran into Candice, the busty blonde girl he’d shared a wild night with just a few days prior. He gave her a casual greeting, which she met with a bright smile and a hasty departure.

As Friday rolled around, Chloe caught up with him between classes. “Hey, we’re still good for this weekend, right?” she asked, her eyes sparkling with anticipation.

“Yeah, my parents will be at a friend’s party Saturday night, so I should have the house to myself,” Jake replied, trying to sound nonchalant.

“Cool, I’ll be hanging around the area. Just shoot me a message when everything is ready,” Chloe said, her voice dripping with seduction.

“Sounds good, will do,” Jake replied, smiling to himself as he watched her walk away. He quickly texted Katie, his girlfriend, to let her know he had the house to himself on Saturday night.

“Still on track for tomorrow? Want to come by around 6?” Jake texted Katie, who quickly replied with a enthusiastic “Sure, sounds good. Anything I should bring?”

“Just your sexy little self,” Jake replied, his eyes wandering as he thought about the upcoming night. “I won’t complain if you’re wearing anything too revealing.”

Katie’s response was immediate: “Haha, I’m sure you won’t. I have an outfit in mind. See you tomorrow, babe.”

With his plans set for the night, Jake settled in for a relaxing evening. He made his way to the locker room after the final bell, got changed, and headed out to the baseball diamond for practice. Coach Hendricks had one last practice session for him before the big game tomorrow.

“Tomorrow’s the day, Jake. Just light toss today, nothing too crazy. Save your arm for tomorrow’s game,” Coach Hendricks told him, his eyes serious.

“Too easy, coach. Will do. Thanks for the support,” Jake replied, feeling a sense of gratitude towards his coach.

Practice flew by, and before he knew it, the team was packing up and heading home. Jake showered and changed, and headed downstairs for dinner with his family. They chatted about his upcoming graduation and his hopes for college, but Jake’s mind was already on the night ahead.

“Hey, I need the house tomorrow night,” Jake said to his sister, Alexis, as they were doing the dishes.

“No way, I already have people coming over,” Alexis replied, her voice firm.

“Alright, how about this? I get upstairs, and you get the basement. Deal?” Jake asked, his eyes locked on his sister’s.

“Yeah, that’s fair. We are doing a sleepover, anyway,” Alexis said, smiling.

With the matter settled, the twins finished their chores and went their separate ways. Jake was relieved to have the house to himself, even if it was just for a few hours.

He spent the rest of the evening cleaning up his room, getting ready for the night ahead. He texted Katie to confirm the plans, and sent a message to Chloe, his other conquest from the previous week, to let her know she could stop by around 7.

“Katie will be here around 6, so stop by around 7 or so? I think that should give enough time for me to get started,” Jake texted Chloe.

“Cool, I’ll be ready,” Chloe replied, her response filled with anticipation.

With the night ahead of him, Jake called it an early night, knowing he’d need to be fresh for the game tomorrow and the night’s activities.

The next day, Jake woke up feeling refreshed and ready to go. He arrived at the baseball diamond early, giving himself plenty of time to warm up and get loose. The game was huge, and he knew he had to give it his all.

He pitched an outstanding game, throwing seven innings, striking out 12, and only allowing two hits and no runs. Coach Hendricks was proud, and the scouts were impressed. But Jake’s mind was already on the night ahead, and the two girls who would be joining him for a night of fun and games.

He showered and changed, and headed home, noticing the note from his parents on the refrigerator: “Will be gone all night, likely be back in the morning. Don’t do anything crazy.” Jake smiled to himself, knowing that Katie would be joining him for the night.

He texted his sister, Alexis, to let her know he was home, and to remind her about the boundaries for the night. “Hey, it’s all yours,” he told her, as he headed to his room to get changed.

He put on a pair of loose-fitting jeans and a polo shirt, and settled in for the night. His phone buzzed with a text from Katie: “Your brother is so cute, Alexis said. Oh god, shut up, I don’t want to hear that. I hear that all the time.”

Jake chuckled to himself as he heard the doorbell ring. He answered it to find a delivery guy with a few pizzas, which he quickly paid for and brought inside.

He texted Katie to let her know she could come on up, and settled in for a relaxing evening. The door opened and closed downstairs, and a minute later, Katie was standing in his doorway, looking stunning in a white crop top and the shortest pair of cutoff jean shorts.

“Hey babe,” she said, her voice seductive as she walked towards his bed. Jake’s eyes locked on her, and he knew it was going to be a great night.

Katie climbed onto the bed, her eyes locked on Jake’s throbbing cock, as she quickly laid on her stomach and propped herself up on her elbows. She gently kissed the tip of his cock, teasing him with soft, gentle motions.

“Oh fuck,” Jake groaned, his cock twitching in anticipation. Katie’s pace started off slow, but quickly picked up as she got into a steady rhythm. With Katie preoccupied with his cock, Jake quickly grabbed his phone and sent a text to Chloe, letting her know they were ready for her.

Minutes later, Jake heard the muffled sound of the front door opening and closing. Chloe stood in the doorway, wearing a plaid skirt and a red corset with red heels. She walked across the carpeted floor, careful not to alert Katie to her presence.

“Surprise slut!” Chloe called out playfully, flipping up her skirt to reveal a small pink strap-on dildo. “How does it feel having my cock inside you?”

“Ungh, it feels good,” Katie managed to grunt, as she looked over her shoulder at Chloe.

“Hey, I didn’t say you could stop sucking my cock,” Jake commanded, his hands still on the back of Katie’s head, holding her in place.

Katie quickly resumed sucking off Jake, before Jake announced that he wanted some of Katie’s pussy. The trio re-arranged themselves, with Katie on all fours, Jake behind her, and Chloe at the head of the bed.

“Clean up my cock,” Chloe said with authority, as Katie eagerly cleaned up her pussy juices from her friend’s rubber penis. Jake started to get into a good rhythm, fucking his girlfriend from behind, as Chloe watched, a look of pleasure on her face.

“You’re such a cute little slut sucking my dick while Jake fills you up with his big fat dick,” Chloe told Katie, her voice dripping with lust.

As Chloe repositioned herself, Jake squeezed Katie’s round ass, feeling the thin fabric of her assless panties in his palms.

“Eat her cunt,” Jake commanded, his voice husky with desire.

Katie eagerly obliged, licking Chloe’s muff as Jake continued to fuck her from behind. Chloe’s body began to tense, and she threw her head back, an orgasm washing over her body.

“Let’s switch positions,” Chloe said, her voice husky with pleasure.

The three teenagers adjusted their bodies, with Jake on his back, Katie on top of him, and Chloe behind Katie, her fake penis at the ready.

“Let’s see how much you enjoy being double stuffed, you little slut,” Chloe said to Katie, as she inserted the head of the strap-on into Katie’s ass.

Katie screamed in delight, her body shuddering with pleasure as Jake and Chloe took turns thrusting inside her. It wasn’t long before Katie’s body tensed, and she came, her juices spilling out all over Jake’s cock.

As Jake continued to pump into Chloe’s tight teenage pussy, Katie’s breathing intensified, and she eventually looked up at Jake with a mischievous glint in her eye.

“Mhmm, go for it girl, I know you’ll love it,” Katie panted, as Chloe whispered into Jake’s ear, “Shoot it into me, I want you to fill me up with your cum Jake.”

But Katie had other plans, and instructed Jake to pull out, just as he was about to cum. Katie quickly moved her head down, presenting a target for Jake’s seed, and he unloaded his nuts, coating her cheek and nose before she sucked the rest of his cum straight from the source.

Once Jake was finished, Katie shared a mouthful of his cum with Chloe, the two girls making out with each other, until all of his cum was swallowed between them.

As they made out, Jake couldn’t help but think that this was all a setup, a ruse for Katie to share his cock with her friend, and try out some pussy. But he wasn’t complaining, he was having the time of his life.

After a few minutes, Jake got up and left the bedroom, absentmindedly closing the door behind him. He walked down the hallway, his semi-hard cock flopping between his legs, as he entered the bathroom.

Candice was in the hallway, kneeling down to pick up the bedding that she had dropped. She looked up, and her eyes landed on Jake, who was standing in front of her, completely nude.

“Oh I’m so sorry! I didn’t see you,” Candice said, still kneeling down, oblivious to the fact that Jake was completely naked.

As she finally turned her gaze to Jake’s feet, she took in his muscular calves and thighs with her eyes, before her gaze moved up to his semi-flaccid cock, which was inches away from her face.

“Here let me help you with those,” Jake said, feeling the tip of his cock graze her cheek as he kneeled down.

“You have such a beautiful penis, you’re girlfriend is so lucky,” Candice blurted out, before the realization of what she said hit her.

“It’s alright,” Jake said, “Let’s just forget this happened, okay?”

Candice quickly agreed, and the two teens stood up, Jake helping her with the last of the bedding as he gazed at her supple ass, which was stretching out the fabric of her cotton athletic shorts.

As Candice walked down the hall and turned to walk down the stairs, Jake couldn’t help but feel that this was just the beginning of a very interesting night.

Jake’s thoughts were interrupted by the faint sound of rustling coming from the living room. He rubbed the sleep from his eyes, wondering who could be up at such an ungodly hour. As he made his way to the kitchen for a glass of water, the sound grew louder and he could sense that someone was on the couch.

He poured himself a glass of ice-cold water and stood at the kitchen island, sipping it slowly as his eyes adjusted to the darkness. That’s when he saw her, his sister’s friend Candice, lying on the couch with a look of pure ecstasy on her face. He could sense that she was pleasuring herself, and his curiosity got the better of him.

He cleared his throat loudly, and Candice’s moans ceased abruptly. “Hello?” she squeaked, her voice barely above a whisper.

“Hey Candice, what’s up?” Jake asked, his tone soft and nonchalant. He walked towards the couch, standing at the armrest closest to him, where her head happened to be propped up.

“Oh, just… uh… relaxing,” she stammered, not wanting to admit what she was doing.

“Playing with yourself?” Jake asked, his eyes locked on hers. He could see the outline of her left leg propped on the top of the sofa, and her right leg resting on the floor.

Candice looked sheepish, but nodded slowly. “Yes,” she whispered, her hand still hidden under her shirt.

“Well, don’t let me stop you,” Jake said, a sly grin spreading across his face. He gently tugged at his own crotch through the thin fabric of his boxers.

“Can I see it again?” Candice asked, her voice barely above a whisper.

“Nobody can know about this,” Jake said, hesitating for a moment before nodding. “It’ll never leave this room.”

Candice assured him, and Jake slowly pulled down his boxers, revealing his flaccid cock. He could see Candice looking up at him, her eyes fixed on his member dangling above the couch.

“You’re so big,” she muttered into the darkness, her hand starting to move underneath her shorts.

Jake felt a surge of excitement as Candice’s fingers wrapped around him, gently milking him. He recalled the fun they had at Ms. Dyers’ house earlier in the week, and the recent compliment seemed to be enough to stir his cock to life.

As Candice’s hand continued to stimulate him, she adjusted her body, draping her head over the side of the couch. “I want to taste you,” she stated authoritatively.

Jake let it happen, feeling her lips wrap around the head of his cock. He slowly dipped his hips down, letting Candice get more and more of his member into her mouth, causing her to gag slightly.

“Let’s change positions,” Jake called out, withdrawing his cock from her mouth and moving along the couch. He climbed between her legs, using his arms as a rest, and leaned in to share a kiss with Candice.

The two made out as Jake started thrusting his hips into hers, his penis gliding across the cotton fabric of her shorts. He could feel her hand still playing with herself, and the two of them continued to explore each other’s bodies in the darkness.

Candice’s eyes locked onto Jake’s as he leaned in, his fingers dancing across the fabric of her shorts. She felt a shiver run down her spine as he searched for an entry point, his fingers deftly navigating the fabric to find the sweet spot.

“Wait, do you have a condom?” Candice asked, her voice husky with desire.

Jake’s eyes crinkled at the corners as he smiled. “Well, not on me. But I can pull out,” he said, his voice low and smooth.

“Sorry, Jake, but the last guy I was with pulled out too late and came inside me a little. I don’t want to risk it,” Candice said, her voice laced with a hint of vulnerability.

Jake’s expression faltered, and he nodded apologetically. “I understand. I don’t have any condoms downstairs, but I have some in my room. My girlfriend is sleeping in there, and I don’t want to explain things to her,” he said, his voice laced with a hint of mischief.

“Yeah, I get it. I’ll just suck you off, then,” Candice said, her voice dripping with determination.

Jake’s eyes lit up, and he nodded enthusiastically. “That sounds like a great idea. Why don’t you kneel on the floor, and I’ll show you how it’s done?” he said, his voice filled with excitement.

Candice adjusted her position, her eyes locked onto Jake’s as she kneeled on the pillow he offered her.

Jake’s eyes roamed over her face, his gaze lingering on her lips. “Take off your shirt, and let me see those beautiful breasts,” he said, his voice low and husky.

Candice hesitated for a moment before lifting her shirt, exposing her bare breasts to Jake’s admiring gaze.

Jake’s eyes widened as he took in the sight, his gaze lingering on her nipples. “Go ahead, put it in your mouth, just like before,” he said, his voice filled with anticipation.

Candice nodded, her eyes locked onto Jake’s as she began to bob up and down on his cock.

Jake’s eyes closed, and he let out a low moan as Candice’s mouth worked its magic. “Play with my balls, gently roll them around in your fingers,” he said, his voice barely above a whisper.

Candice’s fingers danced across Jake’s thighs, her eyes locked onto his as she played with his balls.

Jake’s eyes snapped open, and he nodded encouragingly. “Now, with your other hand, jack me off slowly, making sure to pay attention to the head when your mouth comes up,” he said, his voice filled with excitement.

Candice nodded, her eyes locked onto Jake’s as she began to jack him off, her mouth working its magic on his cock.

Jake’s eyes closed, and he let out a low moan as Candice’s hands worked their magic. “Watch your teeth,” he said, his voice barely above a whisper.

Candice nodded, her eyes locked onto Jake’s as she continued to suck him off.

Jake’s eyes snapped open, and he nodded encouragingly. “Now, go ahead and try to take more and more of it in, hold the base of the cock if you need to,” he said, his voice filled with excitement.

Candice nodded, her eyes locked onto Jake’s as she continued to suck him off, her hand working its magic on his shaft.

Jake’s eyes closed, and he let out a low moan as Candice’s mouth worked its magic. “Don’t worry, let me help you,” he said, his voice barely above a whisper, as he placed his hand behind her head and helped push her down farther on his shaft.

Candice’s eyes widened as she felt Jake’s hand behind her head, her mouth working its magic on his cock.

Jake’s eyes snapped open, and he nodded encouragingly. “Not bad, good start,” he said, his voice filled with excitement.

Candice nodded, her eyes locked onto Jake’s as she continued to suck him off.

Jake’s eyes closed, and he let out a low moan as Candice’s mouth worked its magic. “Now, while you’re catching your breath, suck on my balls for me,” he said, his voice barely above a whisper.

Candice nodded, her eyes locked onto Jake’s as she began to suck on his balls.

Jake’s eyes snapped open, and he nodded encouragingly. “A little less force, try lapping them with your tongue, and don’t forget to jack it for me,” he said, his voice filled with excitement.

Candice nodded, her eyes locked onto Jake’s as she began to lap his balls with her tongue.

Jake’s eyes closed, and he let out a low moan as Candice’s mouth worked its magic. “Oh, fuck,” he whispered, as he felt Candice’s soft nose grind against his pubic bone, and her chin rest along the base of his testicles.

Candice’s eyes locked onto Jake’s as she felt him come, her mouth working its magic on his cock.

Jake’s eyes snapped open, and he nodded encouragingly. “Keep going,” he said, his voice filled with excitement.

Candice nodded, her eyes locked onto Jake’s as she continued to suck him off.

Jake’s eyes closed, and he let out a low moan as Candice’s mouth worked its magic. “You’re a good student, I give you an A+,” he said, his voice barely above a whisper, as he came to a final climax.

Candice’s eyes locked onto Jake’s as she felt him come, her mouth working its magic on his cock.

Jake’s eyes snapped open, and he nodded encouragingly. “You’re a great teacher,” he said, his voice filled with excitement.

Candice smiled, her eyes locked onto Jake’s as she stood up, her shirt back in place.

Jake stood up, his eyes locked onto Candice’s as he admired her breasts. “I guess I should sleep over here more often,” he said, his voice laced with a hint of mischief.

Candice laughed, her eyes locked onto Jake’s as she leaned in, her breasts pressed against his chest.

Jake’s eyes widened as he felt Candice’s warm breath on his skin, his gaze lingering on her lips. “It’d be fun to let your dick slide through these tits, wouldn’t it?” she said, her voice husky with desire.

Jake’s eyes locked onto Candice’s as he nodded enthusiastically, his voice barely above a whisper.

Candice’s eyes sparkled as she leaned in, her breasts pressed against Jake’s chest. “Maybe you can finish and cum all over them,” she said, her voice laced with a hint of mischief.

Jake’s eyes widened as he felt Candice’s warm breath on his skin, his gaze lingering on her lips.

Jake’s voice was low and husky as he spoke. “Candice, listen, as much as I love pillow talk, it’s late, we’ve already been walked in on, and my girlfriend is upstairs, I should go.”

Candice’s eyes locked onto Jake’s as she nodded apologetically.

Jake’s voice was low and husky as he spoke. “But yes, I would love to slide my dick between your beautiful tits, and fuck them until they are covered in cum.”

Candice’s eyes sparkled as she leaned in, her breasts pressed against Jake’s chest.

Jake’s voice was low and husky as he spoke. “Candice, don’t ruin a good thing, remember this is our secret right?”

Candice’s eyes locked onto Jake’s as she nodded apologetically.

Jake’s voice was low and husky as he spoke. “Yeah, sure, our secret” She said unconvincingly.

Candice’s eyes sparkled as she leaned in, her breasts pressed against Jake’s chest.

Jake’s voice was low and husky as he spoke. “A lady never tells,” he said, his voice barely above a whisper.

Candice’s eyes locked onto Jake’s as she nodded apologetically.

Jake’s voice was low and husky as he spoke. “Goodnight, Candice, I had fun tonight. Let’s just keep it fun, okay?”

Candice’s eyes sparkled as she leaned in, her breasts pressed against Jake’s chest.

Candice’s voice was low and husky as she spoke. “Okay,” she said, her voice barely above a whisper.

Jake’s eyes locked onto Candice’s as he nodded apologetically.

Jake opened the door to the basement for her, his voice low and husky as he spoke. “Such a gentleman,” she said jokingly before walking down the stairs.

Jake’s eyes locked onto Candice’s as she disappeared from view.

Jake climbed back up the stairs, went to his room, tossed his boxers in the corner, and climbed in bed. The two girls had moved, and were spooning each other, with Katie behind Chloe, Jake scooted up next to his girlfriend and threw his arm over both of the girls.

Jake’s cock, still damp from the mix of juices from him and Candice, rested between Katie’s thighs as he drifted off to sleep.

He woke up the next morning around 8 o’clock, there was a handwritten note on his bedside table.

“Had to go, didn’t want to wake you. Thanks for having us over last night, it was a blast, text me when you wake up! XOXO Katie and Chloe” Each of the girls had kissed over their names, leaving lipstick residue on the note.

Jake stretched and climbed out of bed, after his morning routine, he walked downstairs to get some breakfast. Alexis and Candice were already awake, and seated at the table, each eating a bowl of cereal.

Jake sat down with the girls as they ate in relative peace. Except that Jake and Candice had a hard time keeping a straight face while eating breakfast together after their experience earlier that morning, especially with Alexis sitting at the table.