Friday

Alyssa was in a great mood this morning. Not because she’d had a nice little romp in the shower with her baby brother, their parents were still home after all, but because today was Friday. And although usually considered “Date night” at Riley High, because Saturday was reserved for sports, on this Friday Alyssa had no plans at all. Her current boyfriend, a football player, had to get up early Saturday for the trip to wherever their away game was this weekend, and that meant no Friday night date. That could only mean one thing, Girls’ Night!

At breakfast, she confirmed with little brother Christian that he would be out for the evening with his girlfriend Kathryn. They had finally made it official and announced to the world that they were dating. If only Kathryn knew some of the things he did when she wasn’t around. But then, Alyssa loved leading him into temptation. And if that failed, simply taking him herself. She had been teaching him well.

Alyssa texted her best friend Kassidy to confirm that Girls’ Night was on. They would have to pick up snacks, their favorite PJs, and with a little sneakiness, a couple of bottles of wine and maybe some beer, any kind would do. It might be just the two of them, at least so far, but they didn’t need anyone else to have fun. They were both so excited that their communication had turned into nothing more than smiley faces and emojis.

Between their second and third classes, the two girls, still planning, giggling and completely oblivious to the rest of the world, literally ran into Zane in the middle of the hallway. Zane had seen them coming and purposefully stood right in their way. Naturally, chaos followed.

“Jeez, you two! Can’t you watch where you’re going?”

Alyssa shot back, “Hey, you should know to get out of the way when we’re walking down my hall!”

“Yeah!” Kassidy chimed in. “Don’t you know we own this hallway? You’re lucky we even let you look this way.”

Alyssa and Kassidy then started playfully beating on their old friend, and Zane pretended they were hurting him.

“What the hell’s got you two in such a good mood?” he asked.

“It’s Girls’ Night!” Alyssa responded. “No dates, no boys, no brothers, no parents, just movies and booze and fun.”

“Oh really?” Zane perked up. “I like fun. Maybe I’ll have to stop by and pay a visit. You know, just so you don’t get scared all by yourselves.”

“Weren’t you listening? GIRLS’ Night. NO boys. Hello, Earth to Zane.”

He thought for a moment.

“What about delivery boys, with pizza?” He added.

The girls looked at each other briefly, considering his offer.

“Geeze this isn’t the start of some porno, you horny bastard. NO boys!” Alyssa said.

“I do like pizza,” Kassidy said in a low whisper to her friend.

“NO!” Alyssa said, “No boys!”

The two locked arms and began to stride defiantly away with their noses up in the air. After about ten yards, Alyssa broke free, ran back to Zane, and pulled him down so she could whisper in his ear.

“My place, six o’clock, pepperoni. AND drinks. Try to get a couple six packs”

A quick hug, a kiss on the cheek, and she went running to catch up with Kassidy.

At lunch, the planning continued. Alyssa wanted to blow off her last two classes and start the party early, but Kassidy couldn’t get out of one of those classes, so she would follow the instant the bell rang. They kept inviting their other girlfriends, but everyone already had plans. So far, it was just the two of them, with maybe a surprise visit from Zane and some pizza. That could be fun too. Neither of them had been with Zane for a long time and never the two of them together. This might be his lucky night.

After the one class that Kassidy had to attend, she gathered her belongings and bolted for her car. As she was almost to the door, she spotted her new, second-best friend, Emmy. Ever since she and Alyssa had secretly plotted to get Emmy some alone time with Alyssa’s little brother, Kassidy had taken a shine to Emmy and taken her under her wing to teach her everything she knew, and Emmy had soaked it all up. So, naturally, Emmy had to come to Girls’ Night. Kassidy ran up and grabbed onto her.

“Emmy, Emmy, Emmy!!! What are you doing right now?” Kassidy asked.

Emmy was happy to see her and instantly as excited as Kassidy was, without even knowing why.

“I ... have to get to math class, I have a -”

“Blow it off! Come with me, it’s Girls’ Night!”

Emmy was totally confused. “I can’t, I still have another class...”

“Pffffft! Do you really want to go to a math class, when you could come party with me instead? Come on, grab your stuff, let’s go.”

Emmy considered the idea. Did she really want to skip class? Of course she did. Did she dare? Screw it, why not? Would she get in trouble? For skipping a class she was already acing? Not likely. And Kassidy hadn’t been wrong about anything yet, so, maybe...

“I have to call my mom and tell her-”

“Tell her what? That you’re skipping class to go party with a bunch of seniors? I can tell you how that will go. Come now, we’ll call your mom later after school is actually over.”

Emmy looked at her friend Ruby, who had been standing beside her the whole time.

“Can Ruby come too?”

“Yeah! Why not? She’s a girl too, right?”

While the two freshmen gathered what they needed, Kassidy texted Alyssa to let her know the party had grown. Then the three of them made a beeline for the parking lot and blew off the last class of the day.

Welcome to Girls’ Night

Girls’ Night started off slow. Alyssa had told her mom she would be having some friends over.

“Who’s going to be coming?” Mom asked.

“Kassidy, Emmy, and Ruby, so far.”

“Aren’t those your brother’s little friends?”

“They’re my friends too now. They’re cute. Kass and I have kind of adopted them.”

“Okay, if you say so. Does he know they’re coming?”

“Who cares? We’ll be in the den all night, and he’s not invited. We’ll have the door closed.”

Mom rolled her eyes.

“I can’t keep all you kids straight. Is this an overnight thing?”

“I dunno,” Alyssa said. “Maybe, Kassidy will probably stay over, and we can drive the others home if we need to. We’ll be fine.”

“Fine. Just don’t destroy the house and try not to annoy your brother. And no booze! Your dad and I will be home late.”

Alyssa smiled her angelic smile back at her.

“Thanks, Mom.”

When Kassidy and the others finally arrived, they all settled in on the patio. It was a beautiful, warm day, and still early afternoon, so why not? After a quick dip, they all gathered around the patio table, and the serious talk began. They got the boring stuff out of the way fast. Classes, teachers, sports, who cares?

“Okay,” Alyssa said. “Let’s talk boys. Emmy, any prospects? All the seniors hitting on you yet?”

“My mother would never let me date a senior.” She responded. “Maybe a sophomore. But nobody with his own car.”

They all laughed and groaned at that. As if keeping her out of a car would stop her from ... anything.

“What about you Ruby? We don’t know much about you. Details girl! Details!” Kassidy demanded.

“Oh, I’ve had a bunch of upperclassmen ask me out. But they’re all the same. They only want one thing.”

“Well, two,” Kassidy added, pointing to Ruby’s well-endowed chest. That led to ten minutes of talk about how boys are pigs, and they only want sex, and so on. Of course, that only applied to the boys you don’t like. Which brought them to which boys they did like. They both listed off a few who caught their eyes. Then Kassidy decided to stir the pot a little bit.

“What about Christian and his friends?”

“Christian has such beautiful eyes,” Ruby said, with a dreamy smile on her face.

“He’s got a great body too,” Emmy added.

“Well we know you like him, don’t we.” Kassidy winked at her. Emmy blushed.

“We do?” Ruby asked, suddenly very interested.

Kassidy knew every detail of Emmy’s little quickie with Christian over the summer. Ruby didn’t. But hey, it’s Girls’ Night, so all is fair and confidential. Nothing you learn here leaves here.

“Alyssa and I arranged a little alone time for the two of them over the summer while you were all in the pool having piggyback fights. You never noticed.” Kassidy chuckled at that, and Alyssa offered her most evil big sister grin.

Ruby was shocked. She sat with her mouth on the floor for a few seconds, and then punched her friend in the shoulder.

“Why didn’t you tell me?”

Emmy was turning bright red now.

“What did you do? OMG, did you do it with Christian? Kathryn would be SO mad!”

“No no no,” Kassidy said. “Nothing like that. She just gave him a little hand job.”

Again, Ruby sat with her mouth agape.

“Oh my god ... did he do anything to you?

“They ran out of time, Kathryn came looking for him, and we had to rush her out of there,” Kassidy said.

“Oh my god,” Ruby said again. “That is so hot! And Kathryn doesn’t know? She would so kill you!”

“And Kathryn isn’t going to know, right?” Alyssa spoke up.

“My lips are sealed.” She answered.

“What about you?” Alyssa asked. “You must have had some fun with some of those guys. I see Dave out here trying to get his hands all over you all the time.”

Ruby smiled at that. She enjoyed teasing Dave all the time. The poor boy was desperate to see her naked, and she knew it.

“Dave’s cute. He might be fun to fool around with some time. And I enjoy teasing him. He’s always grabbing my ass or my tits. I let him see a nipple one time, I think he almost came in his swimsuit. He’s so desperate.” They all laughed. “But Chris is so much hotter. I wouldn’t mind some alone time with him.”

Alyssa and Kassidy looked at each other, naughty ideas already forming in their heads. But they said nothing.

“What about Gavin? I’ve seen him grabbing at you too.” Alyssa asked.

“Oh, he’d go for it if he got a chance. But he wants Emmy. He’s like, madly in love with her.”

“He is not!” Emmy interrupted.

“We’ve watched girl, every time you were trying to sneak a grab at Christian, Gavin was trying to get his hands on you. He’s like a lost puppy.”

“I know,” Emmy responded. “I like him, but not like that.”

“I can’t believe you got naked with Christian. You sneaky bitch.” Ruby was still marveling at her friend’s deception, and imagining Christian’s cock in her hands.

“We weren’t naked! Well, he was, but I wasn’t.”

“Still, I wouldn’t mind seeing that.”

“We’ll all have to go skinny dipping sometime. I’m sure he’ll come running out to join that party!” Alyssa said.

The More, The Merrier

As the girl talk continued, Kassidy brought out drinks, a little cheap beer from her secret stash. Alyssa and Kassidy drank like old pros, getting a proper buzz going. Emmy and Ruby nursed theirs, one each, neither of them were proper drinkers yet, but that would change quickly.

Talk of who had seen who naked turned to talk of who was a virgin and who wasn’t. Alyssa and Kassidy, well, no surprise there. Emmy was, no surprise there either. Ruby was too, which actually was kind of a surprise.

“Are you saying with a body like that, nobody’s tried to get in your pants yet?” Kassidy asked.

“Oh, they’ve tried. I just shut em all down. I’m not ready for that yet. All those guys just want to get laid. I’m not stupid ya know.”

“Damned right girl!” Alyssa cheered, and they all raised their beers in salute.

At that exact moment, the glass door slid open, and all the beer somehow disappeared. There wasn’t a single one to be seen, until they realized that it was only Christian and Kathryn coming through the door.

Alyssa relaxed. “Hey, Squirt!” she shouted. The other girls all joined in greeting them. Emmy and Ruby especially liked “Squirt”. They giggled between themselves, the beer starting to get to them, and so forever after that, Christian would be known as “Squirt.”

Christian and Kathryn returned their greetings, surprised to find them there. Chris knew that his sister was having Girls’ Night, but he expected Kassidy and maybe some of Alyssa’s senior friends. He didn’t expect his friends, and especially not these two, his now girlfriend’s two best friends.

“Can I talk to you for a minute?” Christian asked his sister, nodding his head to indicate he needed to talk to her, alone. Over there. Alyssa rolled her eyes at him and slowly, a little awkwardly, got up to conference with the little twit.

“What are they doing here? Where are all your friends? I thought this was Girls’ Night?” he demanded.

“It is Girls’ Night, do you see any guys here? All of my friends had dates tonight. And they’re here because Kassidy invited them. Well, she invited Emmy, you know those two are buddies now. Ruby’s just, kind of, a tag-along.”

“I can’t believe this. You’re such a...”

“What are you even doing here anyway, I thought you two had a date tonight?” Alyssa shot back.

“We decided to come home and go swimming instead. I expected you and your friends to be in the den all night.”

“Ahhhhh, I see it now. A little swim, get her in something skimpy, invite her upstairs for some...” At that point, Alyssa made a very rude gesture with one finger from her right hand, and a circle with her left.

“She’s not like that and you know it.”

“Then what was your plan? Monopoly at the kitchen table?”

Christian was steaming. He couldn’t even think of a proper comeback.

“Oh geez, lighten up stupid. Either take sweetie pie upstairs and bone her brains out, or pull up a chair and join the party, It’s you and five girls, how can you go wrong?”

She was scheming already, and he knew it.

Christian gave in and the two of them joined the party. More beer appeared, and the conversation slowly resumed.

“We were talking virginity,” Kassidy said. Then went around the circle pointing to each of them individually. Alyssa, not a virgin, obviously. Herself, definitely not a virgin. Ruby, surprise! Virgin. Emmy, no surprise, virgin. Then she pointed to Christian and raised her eyebrows, knowing perfectly well that he was not a virgin, since she had already fucked him herself more than once. Still, she waited for his response. All of the girls were looking at him waiting for him to answer. He looked from one girl to another, ending with his girlfriend, turning redder and redder.

“Ummm...” was all he could say.

“Yup! Virgin!” Kassidy announced. Everyone laughed. Christian laughed and agreed with them all. Then it was Kathryn’s turn.

“Oh leave her alone,” Christian whined, clearly embarrassed by this whole line of questioning.

Kathryn, however, chimed right in. “Yup. Still waiting,” she said, throwing a side glance to Christian which everyone caught.

The conversation then continued, mostly around Alyssa and Kassidy. Tell us about your first time. Tell us about your favorite. What’s the craziest thing you’ve done, etc. Alyssa told them all about her first time with Zane, which had the younger girls rapt, and about the time Christian walked in on her when she was completely naked and just about to jump on Zane’s cock. “If he had barged in three minutes later,” she said, “He would have caught me bouncing on that thing like a trampoline.” They all looked at him for his reaction.

“Well considering they did it all the time, and everywhere you could imagine, it was hard not to walk in on them,” he said, turning red again.

Kassidy then shared a couple of her experiences with Zane. All of them had been through at least their first beer by now and were beginning to feel the buzz, not to mention feeling a bit horny. The younger girls were all starting to squirm in their seats, very interested in the details of Mr. Zane. Kassidy then shared an experience she had with “Another guy,” who was not bad, but getting better, staring into Christians’ eyes the whole time. She declined to mention who that guy was.

They continued to talk of how far each of them had gone, sometimes including names, and whether it was good or bad. First times always sucked, but things always got better. Ruby admitted that she loved sucking cock. “But don’t you tell ANYbody,” she directed at Christian. She just loved the feel of cum in her mouth, and the taste, sometimes. Plus it usually satisfied the guy enough to keep them from trying to get in her pants.

Emmy admitted that she’d given a hand job once, it was so weird, but she loved it, feeling it so hard in her hands and knowing she could do that to him. Again, all the girls were looking at Christian, all of them knowing who she was talking about, except Kathryn, of course. Christian was getting hard again just thinking about Emmy stroking his cock and shooting his cum all over her sweet innocent face.

The talk started getting raunchier and more suggestive as they went, and Christian started getting more and more uncomfortable. These were all girl stories, and as much as he loved hearing what was in the minds of all of these girls, any one of whom he would jump into bed with in an instant without even thinking about it, even his sister, he was outnumbered. There was only one thing to do.

“You know who would love to hear all this?” he asked. “Dave and Gavin. Why don’t I invite them over?” He said as he picked up his phone and started texting.

Kathryn thought that was a great idea. She didn’t like the way her friends were eyeing her boyfriend.

Kassidy offered a disappointed grin and shook her head at him. “What’s the matter Squirt? Can’t handle five women at once? ... Chicken.”

Emmy and Ruby glanced at each other at the mention of two more boys, tilted their heads ever so slightly and raised their eyebrows at each other. May not be a bad idea, they thought.

Alyssa spoke right up though. “No! It’s Girls’ Night, no boys!”

“You still have Girls’ Night,” he replied. “They’re coming over to hang with me and Kathryn. You don’t mind, do you Kat?” he asked, turning to her. Kathryn shrugged her shoulders in consent.

“You and your girls can go hang in the den like you were supposed to be all night.”

Alyssa turned to Kassidy and joined her in her disappointment. “You’re right, chicken shit.”

At exactly that moment, Alyssa’s phone chirped. She looked at the message, squealed, then jumped right up from her chair, heading into the house.

“Pizza!” she exclaimed.

Kassidy jumped right up behind her and chased her into the house. Pizza also meant that Zane was here.

Five minutes later everyone was in the den, gathered around three large pizzas on the coffee table. Zane had been hoping for more of Alyssa’s senior friends to be present. He was disappointed to see all these freshmen. What the hell?

Introductions were made. The freshmen girls all eyed Zane up and down, their eyes taking in his toned body, and their minds freshly filled with his exploits with their two hosts. Emmy and Ruby were both imagining how this guy managed to get in bed with both Alyssa and Kassidy, maybe even at the same time. Did they share? The beer added a little edge to their thoughts and the tingling of all the previous sex talk began to rise even more.

In no time at all, Dave and Gavin showed up as well. Now it was a party. Kathryn had settled on a couch, nicely situated between Christian and Zane. Alyssa was on the big chair at one end, within arm’s reach of Zane. Emmy and Kassidy sat on the floor, in front of the coffee table, opposite the couch, within arm’s reach of the pizza. Ruby had taken the last spot on the couch, next to Christian. Dave plopped into the chair opposite Alyssa, on Ruby’s end, and Gavin squeezed in on the floor, getting as close to Emmy as he could. Yes, now it was a party.

As the pizza disappeared, the empties started to pile up on the table. There had only been two six packs to begin with, but they were dying fast. Alyssa pulled out a bottle of mom’s wine that started to pass between her, Kassidy, and the girls. The boys were finishing off the beer. Zane, very cleverly, passed on the drinking as he still had to drive.

The raunchy talk continued unabated, as they had three new entries to tear into. Alyssa and Kassidy made it their mission to expose Dave and Gavin’s details, both virgins, but trying hard not to be. Dave had been much more successful than Gavin so far and was spilling details about even more of the freshman girls at school who were eager for a little action of their own. Gavin, on the other hand, had been somewhat determined to bed a couple of girls in particular, Emmy being one of them. Of course, he never said that outright.

As the empties piled up, Kassidy casually laid one of them on the table and started spinning it around, glancing from face to face as she did. She would spin it and let it almost stop, glance at whoever it was coming to, then give it a little more juice. Every time it was set to stop, pointing at one of the boys, you could see the excitement on their faces at the idea that she would let it stop and come lay a hot sexy kiss on them.

When the bottle was coming to Christian, he flashed her a look that said “Don’t you dare!” Kathryn didn’t seem as if she would mind sharing her boyfriend for a kiss. Kassidy gave it another little boost. It almost stopped on Dave, who had the biggest shit-eating grin on his face in anticipation, and then she juiced it again but kept her fingers on it, slowing it down just enough to stop it right on Zane. The look she gave him was filled with lust, and all the suggestive comments from the crowd began. She got up, climbed onto Zane’s lap, wrapped her arms around his neck, and planted her lips on him.

For a few moments, they put on a show for the crowd. Kassidy noticed everyone was busy watching them and spoke up.

“Well, what are you waiting for? It’s someone else’s turn.”

Surprisingly, Kathryn jumped right up, grabbed that bottle, and gave it a spin. Around and around it went until eventually, it stopped, pointing right at, wonder of wonders, Christian. Lucky spin, but neither of them hesitated, they leaned into each other and began to give Kassidy and Zane a run for their money.

The game continued with drunken abandon. Dave landed on Emmy. Gavin was visibly jealous, but Emmy only offered him a quick little kiss and then it was moving on. Ruby landed on Gavin and gave him considerably more than Dave got. Alyssa landed on her brother and the room went wild.

“NO.” was the only response they got from Christian.

Alyssa was more colorful, “ewwwwww.”

They continued. Kassidy took another turn and landed on Gavin again. This time he got a kiss that almost shot his cock out of his pants. Kassidy climbed on his lap and gave him a taste of Zane’s action. When his hands started to roam, the room erupted again.

When pizza and empties started getting knocked around on the table, Alyssa ordered Christian to take all those empties out to the bins before their parents came home. They wouldn’t be home for hours, but that didn’t matter, she had to assert her dominance over him as the big sister. He gave her a nasty look but gathered up empties to take outside. Kathryn quickly volunteered to help him out. Alyssa flashed him a smile when Kathryn wasn’t looking. Now he got it, what a great wingman she was.

Chris and Kathryn carried the empties out to the bins in the garage and stopped for a smooch or two. This continued in the kitchen when he took her hand before they turned to go back to the den. He pulled her close, lightly laid his hands on her hips, and dove in for a few more kisses. In no time at all they were pushed up against the kitchen island touching and groping and kissing the way he’d been hoping they would all night.

“You wanna go up to my room?” he asked, very suggestively.