An Unexpected Night of Strip Poker

"Cum for me slut, cum quietly.”
Eliza quietly ground herself against Jack’s palm and fingers, but also retaliated by stroking his cock with equal fervor. Oh, we can make this a game, Eliza thought, a wicked smile on her face as she began to hassle Olivia.

"I don't know Liv, you may not have any points, but I'm pretty sure you've already won something. And if you help E get a win, and maybe at some point I can get a win and if we work together we can all be multiple winners tonight. And maybe you'll get multiple wins multiple times."

Eliza gave an ever so slight sigh with each emphatic thrust of Jack’s fingers. In return, she ran her thumb against the ridge of Jack’s cock with the same amount of pressure he was putting on her damp pussy. His dick was throbbing hungrily against her fingers, as she tilted her head to whisper in his ear again, her eyes still on Liv as she did.
“I know what you are trying to do,” Eliza’s sultry voice tickling Jack’s ear, “And I can play that game, too. Just know I am very good at handjobs and you may be the one at a disadvantage here.”

Eliza gave Liv a saccharine smile, directing the next comment to her, “I want a big win tonight, Liv. And I am willing to share my wins with you if you keep playing…” She bit her lip as she felt Jack’s cock twitching in her fingers.

Liv pouted before finally conceding to Eliza and Jack.

“Fine. One more round and then new game.” She grabbed the next black card off of the pile with an edge of defiance.

Charlotte’s eyes had been darting back and forth between Liv and Eliza as they argued about games and winning. She had lost track of what they were talking about as she had been silently freaking out about the wetness between her thighs. The continual talk of sex and the way Liv and Eliza had been squirming in Jack’s lap had been turning her on more than she realized. With her mind racing, she was caught off guard when Jack’s attention came back to her.

"You know, Charlotte is still waiting for her massage like a good girl? Did you see Eliza's horsey ride Charlotte? Did you like that? Do you think that might release some of your... tension?"

Charlotte felt herself burn when Jack mentioned “releasing tension,” a naughty look in his eyes as they locked on hers. A few moments ago, she was admittedly intrigued by the proposition, but now she wasn’t so sure she could handle it. Though when Jack said the word tension, he seemed to be looking pretty tense himself across the table.

“Oh, ummm. I can wait until later,” Charlotte’s words tumbled out quickly. “Eliza looks like she is comfortable over there.”

Eliza had almost snickered at Jack’s comment about “releasing tension.” That pause before he said tension was as much for Charlotte as it was for him. She wondered if he was trying to get her off his lap before he lost at his own private game. She brought her lips yet again to Jack’s ear, so only he could hear her.

“Hmmm, I think someone else is getting a little tense here too,” her low voice purred in his ear. “Are you trying to get rid of me… Jack? Afraid to lose at your own game? Seems like you are stuck with me for another round.”

Allison finally emerged from the kitchen with her glass of water, taking her seat again next to Jack and Eliza. She leaned over to grab another beer from the box at Jack’s feet, deciding she would still continue to get drunk, but would be responsible by drinking water at the same time. She felt like it was going to be a long night. As she went to sit back up, Allison swore she caught a glimpse of hands and body parts where they shouldn’t be under the table, but didn’t say a word. Instead she only threw a sideways glance to Jack, as she popped the top off of her bottle taking another sip.

Liv read her black card, eager to get the game moving again so they could move on to something else.

“I drink to forget_____________.”

Allison lifted her beer almost as if in a toast to Liv’s card and then began fumbling through her own to make a decision.
 
Eliza had managed to do something no one else had ever done with their hands, get Jack fully hard. His foreskin was fully retracted, his proud cockhead straining against his boxers and making a clear, erotic outline in his sweatpants. The minx in the AC/DC shirt had managed to coax out some pre-cum. That had soaked through his boxers and sweatpants getting her hand a little sticky and leaving a wet spot the size of a half dollar on his pants. To be fair, his pants were already wet and sticky from Liv, but Eliza didn't seem to mind.

His cock had grown under her ministrations, the girth increasing and the length adding a few more inches from when she started. With most of his shaft covered by her leg that gave her a few inches to play with under the crown of his cockhead, though a portion of that was taken up by his foreskin.

What he wanted to do right now was what he had wanted to do before: rip Eliza's pants down, throw her face down on the table and fuck her until she came, grab Liv, throw her on top of Eliza and fuck her until she came then coat them both in white, hot, sticky love when he came. Once that was done he'd turn his attention to Allison and Charlotte, assuming they hadn't run screaming from the room. That was the real problem.

Bridging that gap, turning this from a game night with two subtle sluts to an orgy weekend of physical delights was a conundrum beyond Jack's current mental capacity. But then, he was at mental capacity. He was keeping up a conversation, fingering Eliza like a pro, keeping Liv primed and ready, trying to get Charlotte out of her shell, keeping everything on the downlow, and trying to play a game.

Speaking of fingering E, Jack was fairly certain he had found her g-spot. He knew approximately where it could be, and with all her moisture he was mildly certain he had found the rough patch on the 'roof' of her vagina. He pressed on it hard to see her reaction. The next step would be to work a second finger inside Eliza. She was putting incredible pressure on the ringer he had in her. He knew he needed to get her properly ready for his cock, which was much thicker than his two fingers. His palm working a constant rhythm on her clitoral hood, Jack began pushing his ring finger alongside his middle finger, pushing it inside of Eliza. His middle finger was moving in and out of her about half an inch out then half an inch in, rubbing over the small rough patch he was certain was her g-spot.

“I know what you are trying to do,” Eliza’s sultry voice tickling Jack’s ear, “And I can play that game, too. Just know I am very good at handjobs and you may be the one at a disadvantage here.”

Eliza was making Jack squirm. Fuck, her hand felt good rubbing his cockhead. Jack couldn't help but fire back in a whisper, "No game, I want you to cum. I want this game night to become orgy weekend. And I want you to be orgy queen, unless you think someone else will steal your crown?" If she could push, he could push back. Literally. Jack pushed his second finger all the way inside of Eliza. With two fingers curled to rub against her g-spot and his palm firmly massaging her clitoral hood, Jack began to slowly work his leg up and down, gently bouncing Eliza up and down, sending vibrations through her body.

“Fine. One more round and then new game.” Liv said, conceding. Jack caught her gaze and held it for a minute. "Pick something fun that'll let us all win. I'm counting on you Olivia." He wanted to say more, but Charlotte was sitting there. he wasn't speaking loud enough for Allison to hear him in the other room. He couldn't call her a slut, or tell her how sexy she looked, how badly he wanted to fuck her too, not with Charlotte sitting right there.

Jack made his comment to Charlotte and she blurted out, “Oh, ummm. I can wait until later, Eliza looks like she is comfortable over there.”

Jack stifled a moan at Eliza's ministrations as she whispered, “Hmmm, I think someone else is getting a little tense here too,” her low voice purred in his ear. “Are you trying to get rid of me… Jack? Afraid to lose at your own game? Seems like you are stuck with me for another round.”

Jack grinned at those words. He wanted to whisper back to never threaten him with a good time, but he still had Charlotte to respond to and his brain, working on overtime, managed to come up with a reply for both of them, and Olivia too sort of, though ostensibly responding to Charlotte.

"Don't worry about Eliza, I'll happily rub my big ole hands on her on her until she gets off. I'll do the same for you, like I did for Liv." He gritted his teeth holding back another moan, "You enjoyed your massage, right Liv?"

Eventually Allison came back in the room. Wen she bent down to get a beer she might, might have seen Jack's hand under Eliza's shirt, but there was no way she didn't see Eliza's hand rubbing his cockhead. It was straining against the fabric of his sweatpants, thicker and longer than when it was flacid in the shower all those months ago when Allison saw it at the beach. And Eliza was playing with it. Jack wasn't really thinking about Allison being able to see what's going on, his focus was on making Eliza cum and enjoying the immense pleasure she was giving him, fighting his own urge to cum. He hadn't been kidding about cumming like a fire hose and did not want to cum in his pants.

“I drink to forget_____________.”

Jack drew a card with his hand that had been on Eliza's back. 'Genghis Kahn.' Seriously? He had almost zero luck this game. Hopefully he'd have more luck in whatever game Olivia chose for them after this. he handed the card to Olivia and moved his hand back to Eliza's back. He pushed on her shoulder blades, gently moving her forward so she had to either put her hands on the table or lay her face and boobs on the table. His free hand went to the small of her back pushing her pelvis down against his thigh.

"Sorry Eliza, you really need a release. Hold on tight."

Two fingers rubbing against her g-spot, his palm pushing firmly against her clit, his other hand pushing her vagina hard down against his thigh, Jack began to bounce his thigh up and down again. This time he didn't start slow and build to a fast speed. No, this time he started fast and built to faster. He went faster and faster, trying to keep his grip tight on her pussy as his leg bounced her faster and harder. He wasn't kidding when he said he wanted to make her cum.

He put on the show for a solid forty seconds, knowing he should be more subtle if he wanted to fool Allison. Fuck it, she probably already knew, and frankly, the need to get his own rocks off, and not in his hands but in a warm mouth or pussy or even between some titties, was starting to outweigh his cares about Allison and whatever nebulous social threat she posed.

Maybe he'd get lucky and she'd want to join in. Jack almost laughed at that idea. He remembered her in the bikini and while she had ana amazing body, even at the beach the girl couldn't relax. No, he was certainly in for retribution, but right now, with a beautiful girl in one hand and another he'd already pleased, well, he knew he should care, but his blood was getting too hot.

He finally stopped bouncing Eliza and blinked a few times, clearing his head. His senses were alert, scanning the other girls faces, waiting to face the consequences of his actions.
 
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"Don't worry about Eliza, I'll happily rub my big ole hands on her on her until she gets off. I'll do the same for you, like I did for Liv." He gritted his teeth holding back another moan, "You enjoyed your massage, right Liv?"

Olivia looked coyly at Jack as she watched his hands all over Eliza.

“Oh, I did, Jack,” Olivia said watching Jack’s face noticing that he looked just a little preoccupied and then her eyes met Eliza’s.

“I drink to forget_____________.”

Jack had quickly thrown a card over to her and resumed his activities with Eliza. Pick a card, and move on to the game she really wanted to play. Eliza did the same so she could then lay her chest and arm across the table, while her other hand went back to work on Jack’s cock.

Olivia tried to be patient as she waited for the other two girls to turn in their cards, so she could get this over with.

Allison gulped down over a quarter of the new beer when she sat down and started going through her cards. She couldn’t believe… or wait, maybe she 'could' believe… what her eyes had peeked under the table. It was Jack after all.

What the fuck is he thinking?! He would fuck these “not-even” froshes over me? Wait, "I" was the one who turned "him" down, she remembered. Why the fuck did she do that in the first place? Oh, yeah. Finals. Damn, fuck. SHIT! Seriously?

Allison’s beer and wine muddled brain was going a mile-a-minute in all directions.

As Charlotte looked through her cards, she glanced over every so often at Jack and Eliza. They were whispering back and forth to each other and Jack seemed to be giving her a hell of massage. A massage that he really seemed to be enjoying too based on the look on his face.

"Sorry Eliza, you really need a release. Hold on tight."...He put on the show for a solid forty seconds, knowing he should be more subtle if he wanted to fool Allison.

Despite the fact that Olivia had just taken care of herself in the bathroom, she found the wetness seeping between her legs again as she watched Jack and Eliza. Every so often Jack or Eliza would look up from their ongoing activity to make eye contact with her and she found herself wanting to screw both of them.

In between the arguments going on in Allison’s mind, she remembered she was supposed to be picking a card. She finally slid a card over to Olivia, and gulped another mouthful of beer. As she put her beer back on the table, she happened to glance to her right to see what Jack and Eliza were now doing and felt the movement next to her. Allison was also close enough to feel Jack's muscles tense up and could have sworn she heard his breath hitch.

Are you fucking ‘kidding me’?!?! Is he really giving her a hand job under the table?!... or is she giving him a hand job under the table?!?!?! Bitch, I met him first. I have already seen his cockCoooommme onnnnnnn.

Unfortunately… or fortunately… the last few sips of beer had taken out the last of Allison’s wall of self-awareness and discipline. While Charlotte was still looking over her cards, Allison impulsively reached her hand under the table and found…Eliza’s hand and Jack’s cock. Allison waited on edge to see the look on Jack’s face when he felt her hand join Eliza’s.
 
How Eliza had managed to hold onto his cockhead through that massive, rapid bouncing he was calling a horsey ride was a mystery Jack would never unravel. But hold on she did and it felt amazing. He was more turned on than ever, and the way Olivia was looking at the two of them was adding fuel to the fire. Threesome definitely unlocked. Maybe a foursome if Liv picked the right game next and they figured out a way to entice Charlotte into the fun.

Jack didn't know if Eliza had cum yet or not. It wasn't like girls ejaculated every time they came. Though making a girl squirt was one of Jack's goals in life, something he had researched how to do extensively, not every girl could do it. Well, according to his research. So, not being sure, Jack was working her pussy and clit like a mad man as the horsey ride came to an end.

He was considering moving his free hand off Eliza's back and putting it on Liv's thigh when he felt another hand on his cock. He jerked his gaze over to Liv. Both of her hands were on the table. Charlotte? She was holding her cards. That left...

Adrenaline and emotions flooded Jack's body as he Saw Allison leaning forward, both hands under the table, her eyes filled with lust. If he was a simple creature he would just feel joy at getting his dream of turning this game night into an orgy, or joy at finally getting to fuck the consistent object of masturbatory fantasies for the last year or so. And while he was flooded with lust-filled happiness that wasn't all he was feeling. His memories of Allison in that swimsuit flooded his mind, but also her attitude of indifference that day. Her attitude of indifference almost every time they interacted. He remembered how terrible it felt when she berated him for having the audacity to ask her out, how humiliated and small he felt when she yelled at him in front of what felt like the entire school. Anger that she never apologized, never even hinted at the fact that she did anything wrong. And now she wanted to fuck? If she wanted to fuck then why did she shoot him down last year? What the fuck was going on right now? Was she just drunk or was she really interested in him? Was she the prude she always seemed to be or the slut talking about bukkake and big cocks?

Jack was thinking all of this at once and it was overwhelming. None of it was a clear thought, it was all jumbled together. He needed a moment to clear his head without anyone touching his dick right now. He also didn't want to lose the sexiness of the moment. The adrenaline coursing through him gave him a sense of clarity. This was either going to work brilliantly or blow up in his face.

Jack's left hand went from fingering Eliza like a freight train to pulling out of her. He didn't realize how wet his fingers were until they escaped the hotness of her panties and t-shirt and hit the open air. He reached under both of the girl's hands and pushed them up off his cock. Jack grabbed Allison's skirt and roughly pulled it up, exposing her somewhat and gaining access to her legs. He took Eliza's hand by the wrist and stretched it to put it on Allison's knee. He moved his other hand off Eliza's back and let it dangle as he leaned forward, pressing his chest against her back, turning his head to look at Allison as he reached lower under the table, under Allison's knee and grabbed her chair leg, pulling his classmate closer to him. He took Eliza's hand again and put it right no Allison's groin. He wasn't sure what she was wearing down there, whether it was just a thong, like Liv, but he had to assume it was something more fitting, like some kind of tights over a boring pair of panties that were very, very practical.

Jack whispered in Eliza's ear, "If you want to be queen slut of this orgy, you need to make this frigid bitch cum."

Jack fumbled a moment under the table, finally finding Allison's hand. he took it, gave it a squeeze. He wasn't thinking about how Eliza's wetness on his fingers would feel to Allison's hand. Jack brought Allison's hand up under Eliza's AC/DC t-shirt. He released it to reposition his hand and firmly pressed Allison's fingers against Eliza's panties. Then he began to rub Eliza's pussy with Allison's fingers. His chest still pressed against Eliza's back, his head next to hers, he was looking at Allison, watching her intently.

But he wasn't done. While he was getting the rhythm started of Allison rubbing Eliza, Jack's right hand snaked under the table quickly finding Olivia's knee. He ran it up her thigh and found he couldn't reach her pussy. That was unacceptable. He reached down and grabbed her chair, pulling her closer to him as well. He reached out, tracing his hand down her inner thigh until he got to her sex. He wasn't planning on doing anything more intricate than rubbing her cunt through her panties, but then, he wasn't sure if he'd even find her thong there anymore. Part of him assumed after she had soaked through it on his leg that she would have removed it while she was in the bathroom. Either way, he was going to find out.

Now with Eliza and Allison set up to play with each other and his hand starting to rub Liv, Jack couldn't help but grin. He moved his hand away from Allison's letting her explore on her own. He was watching Allison. She was still the wild card. Would she play along, or would she object? He wanted to fuck her, but was it to hate fuck her, to humiliate her, to get back at her, or was it to bring her pleasure like it was with the other girls? Did that even matter? Either way he planned on fucking her face repeatedly and covering her with blast after bukkake blast of his hot, white cum.

Jack was trying to figure this all out, not really considering that any minute now Charlotte would pick a card and Liv would get on with the game. This magical moment of mutual masturbation might end momentarily.
 
Jack grabbed Allison's skirt and roughly pulled it up, exposing her somewhat and gaining access to her legs. He took Eliza's hand by the wrist and stretched it to put it on Allison's knee, took Eliza's hand again and put it right on Allison's groin.

Allison glanced over at Jack with a small look of surprise as he pulled up her skirt and her eyebrows raised as she felt Jack place Eliza’s hand between her legs.

"If you want to be queen slut of this orgy, you need to make this frigid bitch cum."

Jack whispered something in Eliza’s ear, and then both of their eyes were on her. Eliza looked absolutely devious, and suddenly Allison had an inkling why.

Allison sucked in a breath, as Eliza’s fingers teased over the spanks that covered her underwear. While there were two layers of fabric between Eliza’s fingers and her pussy, Allison found herself to be more turned on than she expected. And slightly surprised by Jack’s sudden turn to remove both of their hands from his cock.

Then he began to rub Eliza's pussy with Allison's fingers. His chest still pressed against Eliza's back, his head next to hers, he was looking at Allison, watching her intently.

Allison’s level of surprise rose as she felt Jack take her hand from his cock and move it over to Eliza’s panties. She allowed Jack to move her fingers along Eliza’s pussy and she could feel Eliza’s wetness coming through the thin fabric against her fingertips. She had never only felt her own wetness and was a little startled that touching Eliza was increasing the ache between her thighs.

Having turned in her card, Eliza averted her eyes to Olivia to watch her as Jack made a movement with his hand to her thigh. With her eyes still on Olivia, Eliza shifted her hips ever so slightly, encouraging Allison’s fingers. Eliza knew that Jack was watching Allison and she pressed her back into his chest and turned her head so her lips were level with his ear.

“I will be the queen, but you need to get this party moving, Jack. We are wasting precious time,” Eliza’s voice dripped like honey into his ear.

Eliza glanced ever so briefly over at Allison, giving her a smirk and a wink, as she pressed harder into Allison’s panties in rhythm. She half-expected Allison to pull away, but instead Allison leaned into it, matching Eliza’s rhythm with her own strokes against Eliza’s pussy. Eliza turned her attention to Charlotte, hoping the girl would make a decision soon so that they could move on to the next activity.

Meanwhile, Jack’s eyes were examining Allison, waiting to see what she would do. Allison felt Eliza’s free hand reach down under the table and adjust her own panties, so that all of a sudden Allison’s fingers met Eliza’s wet, naked folds directly. Allison visibly shivered in reaction. She wasn’t sure why she had expected something different, but Eliza felt soft and warm to her fingers, not vastly different from how it felt when she masturbated.

Allison had closed her eyes for a split second, but when they opened wider than before, she realized Jack’s gaze was still locked on her. Having briefly touched Jack’s cock mere moments ago, and now as she moved her fingers along Eliza’s wet slit, Allison’s core was throbbing. That last beer had struck down any lingering inhibitions and instead of shutting down and looking away, Allison now held Jack’s gaze.

Her blue eyes were lit with fire similar to the day she had beat Jack in Risk, as she clearly mouthed the words. Making sure there was the slightest pause between each word, so she could take in Jack’s reaction.

“I. Want. To. Fuck. You.”

Tomorrow morning, she would probably regret this, but responsible Allison had apparently also taken a leave of absence this holiday weekend. Only a second after Allison’s lips mouthed the last word, Charlotte handed Olivia the outstanding card.

“Fiiii -nnnnaaa- lllyyy.” Olivia shouted eagerly and began reading the cards as quickly as she could to move things along.
 
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