The Live-In Sorority Boy Toy Chapter 8: Beer Pong Pleasures [m21/f46/f47/f46] [foursome] [age gap] [punishment for the losers] [oral] [PIV] [facial] [orgasms for all]
Chapter 7: The Alumnae BBQ Auction
“Where the hell have you been!?” Mina called to me as I neared the bonfire.
Darkness had fallen completely over the AΠΓ Sorority Alumnae BBQ while I had been inside. Groups of women were surrounding the tremendous blaze in every direction, drinks in hand. The night had remained warm, which meant that most were still only wearing the swimsuits they had been in all day. The reflection of the yellow and red flames danced off their sweaty, sticky bodies in the most delightful way.
“I bet Missy was giving him a nice preview of what he’d be getting later this summer! Wasn’t she?” Angela teased.
“She never was a patient one,” Leanne chuckled. It dawned on me that they were probably all pretty familiar to each other, both from their days in school and from all of the alumnae events in the years since.
“Yeah, she was certainly eager,” I said without giving too much away.
“Why don’t you grab a drink and join us,” Leanne suggested.
“We were going to play a some beer pong. Want to join? You think you take a bunch of old ladies?” Mina taunted as I pulled a fresh beer from a nearby cooler.
I realized the table and cups had been set up behind them, visible in the dark only by the light of the bonfire. “You’re on, but I get a partner at least, right?”
“Fine, you pick,” she agreed grumpily.
“Well, I choose you,” I replied, a teasing grin spreading on my face.
“Ugh. Well we better not lose,” she snapped back with a roll of her eyes. “We’re going to take you down, losers,” she jeered at Angela and Leanne as I started to fill the cups with beer.
“So, Jack, how have the ladies of the house been treating you during your first week? What sort of things have you gotten up to?” Mina asked coyly while I went about my business.
“It’s been amazing so far. They’ve all been really good to me, for the most part.” I took a sip of the remaining beer left after I poured our cups.
“Have they done a good job of keeping your dick wet?” she asked simply, as if asking me about the weather. I nearly spit out my drink.
“Oh. Umm. Yeah. Yeah, I guess they have,” I sputtered, taken aback by her question.
“Good. Good. I heard they had a tough time handling you at the Lipstick Derby this year. Usually it just ends in a tie when several of the ladies can just easily take it all, but of course it’s based on the size our live-in. You must really be packing.” Despite the darkness, I was standing close enough to her that I could see her meaningfully glance down towards my crotch. The speedo didn’t hide much so I was sure she already had a pretty good idea of what I was working with.
“You’ll just have to wait and see,” I teased.
“So what are the stakes?” Angela asked from the other end of the table. “We can’t just play for fun!”
“How about every time one team makes a cup, someone from the other team has to take off a piece of clothing?” I suggested, excited about the prospect of seeing these three gorgeous women naked.
“No, that’s stupid,” Leanne said. “We’re already barely wearing any clothes. We’d all be naked before we’re halfway through the round.”
“Oh. Yeah. Duh,” I said sheepishly, embarrassed at my poor judgment.
“Better stakes — the losing team has to do whatever the winning team wants for an hour after the round,” Angela proposed.
“Oh, hell yeah. You two are so done! Only ten cups stand between us and getting boss you around; shouldn’t be a problem,” Mina taunted. “Remind me how this usually starts, Jack.”
“Teams go ‘eye to eye’ to see who goes first,” I answered without even having to think about it.
“That’s right. Ok Angela, eye to eye,” Mina said, holding up the ping pong ball and staring into Angela’s eyes.
To my surprise, the shots of both women expertly arced towards the triangle of cups, now filled with beer, and dropped into the center cup on each respective side. I had figured that they might be a bit out of practice, but perhaps I was wrong.
I grabbed the ping pong ball and stepped up to the table, my gaze meeting Leanne’s. Without being able to actually look at my target, the shot was difficult, but I had a lot of practice over the last couple years. My shot easily fell into the closest cup while Leanne’s went wide.
“Let’s go, Jack! Fuck yeah!” Mina shouted competitively, giving me a high five. She seemed quite keen on winning.
Angela bounced the balls back to us and we both made our attempts. I made mine, but Mina missed. I was admittedly rather proud to be showing off for the ladies, even if only in a stupid game.
As Leanne drank the first cup of beer and Angela took her shot (it missed), Mina softly asked me, “So how many of these lovely ladies have you fucked so far?”
This time, I was more ready for her questions, but it was still a bit jarring for this older woman to be so brazenly asking about my sexual history.
I thought for a second, trying to count up my opportunities. “Six or seven, I think.”
“Very nice. You must have a lot to offer if you’re getting so much action.”
“I’ll let you be the decider of that a little later,” I teased, matching her flirtatious energy.
“Oh, you’re a naughty boy,” she replied with a smile, her hand casually finding my ass and giving it a squeeze in the dark.
Leanne had made her first shot so I grabbed the cup and chugged. One thing that I loved about the AΠΓ house was that they always kept things high quality, including the beer, which was rather strong. It wasn’t the normal trash my friends would normally use for something like this.
As the match progressed, Mina and I continued flirting while Angela and Leanne conspiratorially whispered to one another. The score remained fairly even. We’d make a cup, and they’d answer. Then they’d both make theirs, get their balls back, and make another. It went back and forth until we each had one cup left.
Leanne drained her shot, her ball landing in the middle of the their final cup, and started cheering.
“Wait a minute. As long as Angela misses, we get a chance at rebuttal,” I challenged.
“No chance she makes it! She’s only made two out of the other nine!” Mina ribbed.
Unfortunately for us, Angela’s shot hit the rim of the cup and dropped right in with Leanne’s. The game was over.
“Fuck!” Mina groaned with frustration as Leanne and Angela jumped around in celebration. Considering the buzz that I was feeling from the alcohol, I could only assume that the exuberant hoots were amplified by their mild inebriation.
“Fuck,” I spat, in genuine disbelief that they won. “What do you think they’ll have us do?” I asked Mina who looked like she might have been running hotter than the bonfire.
“Knowing them, you’re in for a treat and I’m in for some punishment,” Mina said.
——————
Once Leanne and Angela had finally calmed down, they insisted that we all march up to my penthouse room. They seemed to have a plan in mind for what we would be doing under their control.
“Mina, you will be remain seated on that chair in the corner. If you behave, we may allow you to participate later. Your clothes must remain on, and you are not to touch yourself,” Leanne instructed. She apparently enjoyed the authoritarian role.
“Fuck. This is my worst nightmare,” Mina said, plopping down into the comfortable seat, a massive frown etched across her face.
“And for you, Jack, you’ll be eating a little of Leanne’s dessert. Her husband has not been keeping up with his spousal duties and she is long-overdue for some tender love and care. Leaving me to explore as I see fit,” Angela said with a smug grin.
Leanne joyfully jumped up on the edge of the bed and had her one-piece swimsuit off before I even fully understood what was going on. Her legs split open to reveal a very pretty, entirely hairless pussy with thick black lips and a little pink peaking through her folds. It shined with wetness as she grabbed her knees and pulled her legs up and away from her body.
Not one to waist a moment, I stood near the bed, bent at the hips, and brought my mouth to her dripping vulva.
“Mhmmmmm,” she purred as I gently sucked on her labia. I could taste a slight saltiness, the sweat of the day adding flavor to her soggy slit. I slid my tongue in between her lips and darted into her vagina.
“Yes, eat that married pussy,” I heard Mina call out from her spot.
Suddenly I felt extra tension on the material of my speedo, which had already strained to its limit with my cock at full mast. I looked down to find that Angela had slid in between my legs, and was tugging on the waistband of the speedo, no easy feat in its stretched out form. Yet, she succeeded. “Mmhm. I can’t wait to have some fun with this,” she commented as the swimsuit hit the floor.
I returned my attention to Leanne’s neglected pussy. My tongue found her clit as I kissed around it gently. “Yes, yes, yesssss,” she groaned.
Meanwhile, Angela had begun exploring my cock with her own lips and tongue. It all felt wonderful.
I slipped a finger into Leanne’s pussy, only increasing the volume of her moans. “God, you’ve already got me so close,” she panted. “That’s how you know it’s been far too fucking long.”
I kept my tempo as I rubbed my digits inside of her and swirled my tongue around her clit, careful not to disrupt her pleasurable flow. It was difficult to maintain focus when Angela eagerly took me into her mouth and aggressively started sucking, but I did my best.
“Oh my god!” Leanne yelped. Even though it had only been a couple of minutes, she was already coming. Her hands gripped the back of my head, pulling me deeper into her. “Oh my god!” she cried again. “Oh my god! Oh my god! OH MY GODDDDDD!”
Her hips thrust up into the air, taking my face along for the ride. In doing so, she pulled me further onto the bed, which meant Angela’s face was pinned against the mattress with my cock down her throat. But I heard no sounds of complaint.
Leanne’s climax ripped through her. Her hand still pressing my face into her pussy as it pulsed with the waves of her orgasm. The walls of her vagina expanded and contracted around my fingers. Her moans reverberated off the walls of my room; I was sure that the BBQ guests would be able to hear her out the open window.
Finally, after what had to be two full minutes of writhing and moaning, she released me from her grasp. ”Wow. That was … a lot. I’m sorry,” she gasped as tried to catch her breath.
I was finally able to retrieve my fingers from inside her and thus relieve Angela from her blowjob prison against the side of the bed. “Nothing to apologize for,” I consoled. “It sounds like you really needed it.”
“That I did. That I did,” Leanne said dreamily, crawling up to the top of the bed and dropping her head back onto my pillow, total relaxation enveloping her.
“Now it’s my turn,” Angela demanded, peeling her skimpy pink thong off quickly. Somewhere along the way she had already lost the top half of her swimsuit, exposing large round jugs—I briefly wondered if they were medically enhanced. Her body was a true sight to behold. Despite age doing it’s best to affect her beauty, she maintained an extraordinarily fit figure that matched her beautiful face and blonde hair. “I need that cock in me right now. We can skip the formalities.”
She rolled into the spot that Leanne had just been occupying and assumed the same position: Ass on the edge of the bed and legs pulled up and out from her sides, her pussy wonderfully on display. Like Leanne, she appeared to already be quite moist. Above her clit, she kept her pubic hair in a sexy little blonde landing strip. I admired her for a moment before she ordered, “Fuck me, Jack.”
I dropped my dick on top of her lower abdomen before using her juices to slicken it up. I pressed the head against her slit as I looked up at her. She nodded with a hungry grin on her face. I pushed inside of her, already eliciting a moan. “Oh, Jack. Yes.”
Her eyes closed as I continued pushing my length into her warm, slippery hole. She gripped the bedsheets as she groaned, “Mhmmmmmmm. Goddd.”
Finally, I felt her pussy lips grip around the base of my cock as I bottomed out in her. “Fuck, Jack. You’re really big. But you feel amazing!”
“So do you!” I replied. I had heard that older women might have looser or drier pussies, but Angela’s was every bit as enjoyable as any I’d ever been inside.
“Now I need you to give it me. It’s been so long since I’ve had a proper fucking. I need it,” she pleaded, her appetite only growing more visceral.
I gave her what she wanted. I pulled out and then plunged back in. “Oh! Yes!” she yipped as I slammed my cock into the depths of her vagina. “Just like that,” she gasped breathily.
I grabbed around her thighs, lifted her off the bed slightly, and plowed back into her. Over and over and over again, each time resulting in some audible sign of her pleasure.
“Fuck, yes, Jack. You hear this, Mina? You could have been enjoying this if you had played better. And I’m sure it feels even more wonderful than it looks or sounds,” Angela taunted. It was certainly a turn-on to hear her brag about what I was doing to her. I glanced over at Mina to see her nearly snarling in frustration as she watched powerlessly.
I continued slamming myself into Angela for several more minutes until she spoke up. “I want to ride you, Jack. Lie down on the bed.”
I followed her direction as I dropped down onto the mattress beside her. Without skipping a beat, she flipped her leg up and over my hips and grabbed the base of my shaft again, lining me up with her.
She pushed her weight down onto me, impaling herself on my throbbing cock. “Oh fuuuuck,” I groaned as she pushed her ass against my hips. “That feels so good!” she said with a shiver, lifting herself back up, and plummeting back down with all her might.
As she gained a rhythm, I couldn’t help but start to lift myself up to meet her, our forcefully meeting creating a satisfying thwap with each repetition. I couldn’t quite explain it, but something about the way that she was moving her hips felt unlike anything I had ever felt before. I guess it paid to be with an experienced woman.
“Oh fuck. Oh fuck. Oh fuck!” she growled. “Fuck my pussy, Jack. Fuck my pussy!” With the encouragement, I redoubled my efforts to piston up inside of her, my balls now swinging wildly as they crashed up against her ass on every stroke.
“DON’T STOP! FUCK! FUCK! FUCKKKKKK!” Angela screamed as her orgasm erupted within her. But I did not let up. I continued to hammer away as she rode the waves of her pleasure, her vagina pulsating happily around my cock.
“Okay. Okay. Okayyy,” she gasped, signaling for me to slow down. “God, I miss the energy of young cock,” she sighed, rolling off of me and onto the bed as she basked in the aftershocks of her climax. “Leanne, you want a turn? He feels really fucking good.”
“Not for me. That’s the agreement with the hubs. He knows I like to have my fun, but no penetration. Unfortunately,” she replied with disappointment.
“What about me?” Mina squeaked from the chair. All three of us looked over. The woman that had appeared too cool and in control suddenly looked wrecked. Her hair was all over the place, her shorts on floor, both pieces of her red bathing suit askew. Like the toll of having to watch without participating was too much for her to bear. She appeared unwell.
“Yes. What about you,” Angela said appraisingly. “What would you like, Mina?”
“Could I … maybe … join?” She sounded desperate.
“Oh. I think in order to be released you’re going to have to be a lot more explicit than that. Tell me what you really want, Mina.” Authority emanated from Angela as she taunted her friend. To be honest, it was a little scary.
“I want Jack’s cock,” she whimpered.
“For what?” Angela continued to press.
“I want to get pounded like you got pounded. I want him to make me scream,” Mina said with slightly more confidence.
“That’s more like it. Bathing suit off. Up here on all fours,” Angela ordered, gesturing to the bed. They had fallen so easily and quickly into this dominant and submissive dynamic, it made me wonder if this was a role play that had carried out before.
I watched as Mina dropped her red bottoms and unleashed her big, light-brown tits from her top. Tan lines cut across both her breasts and her ass, making me want her even more for some reason. Her large boobs dangled as she assumed the requested position on her hands and knees.
“You know, I can’t take Jack’s dick, but I would like another tongue on my pussy,” Leanne chimed in, a smirk playing across her face as she opened her legs in front of Mina’s mouth.
I jumped on the bed and lined up behind Mina. “You ready for his fat dick?” Angela teased.
“Yes, please. Put it in me, Jack,” Mina pleaded, looking over her shoulder at me before dropping her face to Leanne’s crotch. Angela nodded at me as I rubbed my already-wet dick along her slit, moist from having to deny herself for so long.
I pushed in, making her groan into Leanne’s pussy. She briefly paused her licking, moaning, “Oh fuck yes. Fuck me, Jack.”
Her vagina was so slick that I met little resistance and could quickly pick up speed, thrusting into Mina as her ass rhythmically pushed back to meet me with each stroke. I couldn’t imagine that Leanne was getting much quality out of Mina’s tongue, but she seemed to be enjoying it nonetheless.
Then suddenly, I felt something on my balls. I looked down to see Angela had come up next to us and reached between my legs from behind to massage my sack. It felt lovely to feel Mina’s sweet pussy grabbing my dick in all the right ways while Angela pleasured me with her hands.
Meanwhile, she reached around underneath Mina from the other side and seemed to working her clit, making Mina grow even louder. She moaned into the inside of Leanne’s thigh, no longer able to care for her friend’s needs. In turn, Leanne had taken over her own handiwork, too caught up in it all to complain about Mina’s inattentiveness.
On the whole, we were working up quite a cacophony as we all expressed the sounds of our sexual satisfaction. The only question left was who would be the first to come. With Angela’s tantalizing touch, I certainly knew my own climax was on its way as I continued hammering away. But it was Mina who began howling uncontrollably.
“HOLY! … FUCK! … ANGELA! … JACK!” Each word violently escaping out of her like a gun shot, staccato and highly pressurized. “OH! OH! UNGGGGhhaaaaa!” she screamed as her orgasm finally granted the release that she had so desperately sought. Her ass and legs vibrated around my cock as I continued thrusting into her; Angela was similarly refusing to give up her work on Mina’s clit.
I wanted this to last forever, but before the ripples of Mina’s orgasm had even considered subsiding, I called out, “FUCK! I’m gonna come!”
“On my face, baby boy,” Angela said. With her ambidextrous attention to my balls and Mina’s pleasure button, her face had been positioned right beside Mina’s ass.
Before losing myself in Mina’s pussy entirely, I pulled out. Angela quickly moved her hand from my balls to my shaft and pumped like her life dependent on it, my cock pointed directly between her eyebrows.
“Unload on me, Jack. I want to wear your cum,” she requested.
“FUUUUUCK!” I groaned, really giving into the theatrics of the moment, and I began blasting my white hot seed all across Angela’s face. It covered her forehead, her nose, her cheeks, her chin. It felt like my cock had become the center of a supernova of sensitivity, exploding from within me and stretching out to every fiber of my being. “Ughhhhhh,” I moaned as she extracted my cum as comprehensively as she could, using some sort of new technique that I couldn’t describe.
My climax was so intense I only vaguely heard Leanne having an orgasm of her own. Mina had collapsed onto her inner thigh, reduced to providing moral support as she crumpled into the bed, stupefied by her pleasure.
“Holy fuck,” I gasped as I looked down at Angela’s cum-covered face. “You look beautiful,” I said, only realizing afterward it might not be the most flattering of comments.
“Why thank you,” she replied with a smile. “This is my favorite shade of make-up, actually,” she joked. “But I better go get it out of my hair before it clumps.”
She hopped up cheerfully and traipsed over to the bathroom. I enjoyed watching her ass jiggle as she walked away. I dreamily fell into the bed next to the other two women who were finally starting to rebound in the wake of their climaxes.
“What do you think, Mina? Does he measure up to our Jack?” Leanne asked. It took me a moment before I remembered that they had talked about the live-in when they were undergrad residents in the house. Their live-in was also named Jack.
“Oh I definitely think so. Our Jack had a nice cock, but I don’t think he knew how to use it like this young man. And by the looks of it, he’s also much more skilled with his tongue,” Mina replied.
“Most certainly,” Leanne agreed.
“Yeah, I’d fuck this Jack over ours every day of the week,” Angela chimed in, having returned from washing up. My cum had disappeared from her lovely face and it appeared that she successfully removed it from her hair as well.
“I’d guess he’s probably got a pretty good chance at the Live-In Games this week, don’t you?” Mina asked her friends.
“The other guys don’t have a chance!” Angela concurred as Leanne nodded in approval.
“What are the Live-In Games?” I asked, feeling like it was probably something I should be aware of.
“They haven’t told you about the Games yet?! Don’t they start on Monday?!” Leanne said in surprise. I shook my head—this was the first I was hearing of it.
“Well, all six of the sororities each have a Live-In this summer,” Mina said. I nodded, but only because I thought that I should know that. In fact, I had never even considered that other sororities might have some version of me. Though I’d guess they were probably less desperate for a roof over their heads when they applied for the position.
Mina went on: “The first week of summer, between when finals end and the summer term begins, all the sororities and live-ins compete in the Panhellenic Games, but we used to just call it the Live-In Games. There are points awarded for each event and the live-in with the most points at the end of the week wins a giant sum of money for the sorority that comes from a mystery donor. It’s tons of fun and a great chance for the sorority to get ahead financially for the upcoming school year.”
I started to picture trying to face off in decathlon style events with other dudes. I wondered how I might fare. I was pretty athletic and did work out every day, but I could only imagine that there were far more athletic men that might have been chosen by the other sororities.
“Yeah, with that dick, I’m thinking it might be our year!” Angela said excitedly. That comment broke me out of my musings as I could not comprehend how my penis could allow for greater athletic success.
“Wait. What?” I asked in bewilderment. “Is it not just like track and field events or something?”
All three of the women started cracking up, laughing at my earnest question. Clearly I had misunderstood something in a big way.
“No, silly,” Mina said with an eye roll. “It’s generally activities that include some sort of demonstration of your virility and sexual prowess with a little bit of wit, charm, and guile thrown in. You’ll do great!” she added encouragingly.
“I have no doubt,” Leanne said. “We’ll look forward to finding out the results.”
“Hear! Hear! I miss those shots from earlier,” Mina added. “I wish we had something to cheers with.”
“Well, if we head back down we can grab another round,” I suggested.
“I think I should probably get heading home, actually,” Leanne commented. “It’s getting late.”
“Oh wow! Yeah, me too!” Angela said, looking down at the time on her phone as she collected her clothes.
Mina looked at me meaningfully while the other women re-dressed. “Well I’m game. If you’re up for it, we could bring our refills right back up here, Jack. I think I need another round of that dick before it gets wasted on all these inexperienced sorority girls. I wouldn’t mind waking up in this bed again tomorrow morning for old time’s sake,” she said, a devilish grin spreading across her dark, freckled face.