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Group Mature

Game Night

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Josh
Josh is a 20-year-old mechanic who lives with his parents in a well-to-do neighborhood. When he’s not goofing off with his friends, he’s playing basketball and going to car shows.

Debra
A 55-year-old widow, Debra is sowing her wild oats. She has three grown children and was with the same man for 30 years. Now that he’s gone, she’s exploring a new world of sexual play and experimentation. Her ultimate goal is to be a cougar.

Did these boys have any idea what they were asking for? Puny little teenagers walking around with permanent erections in their pants — like dogs in heat. They think they want a real woman to fuck and suck them but they have no idea what it takes to please women like us. But it’s fine — we’ll play their little game. Tonight, the cougars were on the loose and we were taking no prisoners. Or should I say, showing no mercy?

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I couldn’t believe she invited me over and told me to bring my friends! She was definitely one crazy bitch, but she was hot. Let’s be honest, I was a horny teenager so any woman with tits gave me instant wood. Ever since I had my first wet dream at the age of 12, I was jacking off the shower daily and stealing my dad’s porn magazines. I hadn’t had sex yet but I’d gone to third base with a girl and knew my way around a pussy. Or so I thought.

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Group Mature

Game Night

Did these boys have any idea what they were asking for? Puny little teenagers walking around with permanent erections in their pants — like dogs in heat. They think they want a real woman to fuck and suck them but they have no idea what it takes to please women like us. But it’s fine — we’ll play their little game. Tonight, the cougars were on the loose and we were taking no prisoners. Or should I say, showing no mercy?

 

I finally invited Josh over when I couldn’t take him staring at my tits and ass every time I went out for the mail or washed my car. He was your typical teenager — skinny, horny, and crude. I caught him grabbing his crotch when he thought I wasn’t looking. I’d heard him mutter to his friends about what he’d do to me. Okay, Josh, we’ll see.

 

I told him to come over at 8:00 p.m. with two friends. I didn’t care who he brought, it was going to be fun either way. Tracy and Sam were already at my house. We were a few glasses into our second bottle of wine and I, for one, was feeling extra feisty. I collected the restraints on the coffee table including blindfolds and ball gags. Porn played on the large wall-mounted TV. The doorbell rang and the girls and I squealed in excitement.

 

I pulled down my V-neck sweater a few inches lower to really show off my supple breasts. Sam wore a skin-tight red dress that showed off her voluptuous curves and Tracy’s tube-top barely covered her nipples. I held the doorknob and turned back to my friends.

 

“Are we ready?” I asked excitedly, raising my eyebrows and biting my lip. 

 

The girls clapped and giggled like school girls and I swung the door open. Josh stood there with a cocky smirk on his face. He had two friends with him that looked equally as arrogant. His eyes widened in surprise as he scanned my body. Moans from the porn inside flooded out the door and Josh peaked in. I moved aside, ushering the three youngsters into the living room.

 

The boys looked around wide-eyed, gawking and laughing nervously. They slapped each other and pointed to the porn, the restraints on the table, and my friends. Silly boys, I thought. I pushed Josh’s dark-skinned friend toward Tracy and his shorter friend toward Sam. Josh was mine.

 

I pulled a joint from my bra and lit it, passing it to Josh who inhaled deeply before coughing like an amateur. I shoved him over to the couch, forcing him to sit down. I straddled him, pressing my tits directly into his face.

 

“Woah,” he said, putting his hands up defensively. “What the fuck?”

 

“What’s the problem, Josh?” I teased. “Isn’t this what you wanted?”  I pulled my top down and my enormous breasts poured out, inches from Josh’s face.

 

“Shit, lady, look…” Josh stammered, turning his face left to right to avoid making contact with my tits. 

 

I squeezed them together, shoving them into his face. I ground against his crotch, which despite his protest, indicated he was excited. Across the room, Tracy already had her boy toy strapped to the door with a blindfold on. His shirt was off and she was pulling down his jeans. Sam was in the kitchen with the other boy handcuffed behind a bar stool, his skinny dick in her mouth. 

 

Josh’s face squirmed, and my soft flesh muffled his moans. Intense cries of pleasure came from the television and from Sam as she worked the young boy’s cock. My skirt was up around my waist now, my wet pussy grinding against Josh’s thin shorts. I felt his erection growing between my legs. I pressed my tits hard against his face until he finally gave in, sucking my nipples like a hungry pup. I pulled his shirt up over his head, exposing his thin body. 

 

Tracy was bent over in front of the dark-skinned boy, his cock buried in her hairy pussy. I needed to be fucked. I stood up, yanking Josh’s shorts down. His shaft bounced free, sticking straight up to the ceiling. Swirls of blonde pubic hair surrounded the base of his cock. I licked my lips and dove down between his legs.

 

“Wait..”, he tried to protest but it was no use. He was too horny to refuse a blow job. I sucked his pencil dick hard and fast. My one hand was wrapped around the shaft while my other tugged on his pale balls. 

 

“Easy,” he hissed, sucking air in between his teeth.

 

He squirmed in his seat, pushing up on his tippy-toes, his ass cheeks clenched beneath him. I wondered if anyone had ever swallowed his cum before. He was trembling like a little bitch. I abruptly stopped sucking him and stood up. His thin dick twitched as droplets of precum dripped from the head. I turned around, sticking my fat ass in his face. 

 

“Lick it,” I said firmly.

 

“Huh?” He sounded truly confused.

 

“Like my pussy. Haven’t you ever eaten pussy before?” 

 

“Um, well…” Josh was stumbling over his words. 

 

Before he could formulate a sentence, I pushed back, smashing my cunt into his open mouth. His nose stuck directly into my asshole and his words were muffled by the thick folds of my cunt. Tracy was sucking the dark-skinned boy’s cock as he wiggled on the door, struggling to break free. He was still blindfolded, completely at her mercy. 

 

I jiggled my ass up and down on Josh’s face. He tried to push me off but I just pushed back harder. He was getting what he asked for, after all. Stare at my pussy long enough and I’ll make you eat it. I was getting bored with his half-ass efforts to please me.

 

I turned around and straddled him again — his skinny dick easily sliding into my loose cunt. 

 

“Oh fuck,” Josh looked down aghast as I rode his tool. 

 

My tits bounced in his face. I watched Sam jerking off the other boy as he yanked on his handcuffs. Her free hand finger-fucked her pussy. I rode Josh hard and fast though I could barely feel his tiny dick in me. He grabbed my round hips, pushing and pulling my full body across his scrawny lap. I ground my clit against his pelvis, shoving his mouth onto my nipples.

 

I wanted to cum all over him. I concentrated, closing my eyes and focusing on the sounds of the porn video playing behind me and my friend’s moans of pleasure and delight. I needed to cum quick before he finished. I sped up my pace and felt the pressure building in my crotch. I cried out, bending backward and grabbing his knees as a flood of hot cum spilled from my pussy. I laughed in satisfaction. Josh tried to keep pumping his dick in me but I pushed him away, sliding his shaft out of my pussy. I stood up, pulling my skirt down and covering my breasts back up.

 

“What? What the fuck?” Josh looked shocked and horrified. 

 

Tracy stepped away from the boy on the door, pulling off his blindfold. His cock twitched violently. Sam dismounted the boy’s tool who still sat handcuffed to the chair. All three of them were motionless, their erections at full-mast and their faces in shock.

 

“You’re just going to leave us here like this?” The boy strapped to the door was clearly pissed off.

 

“You can’t”, pleaded the boy handcuffed to the chair. “You have to finish us off, please.” He was practically begging.

 

The three of us laughed in unison 

 

“Aww but come on,” I teased. “You big strong boys can handle any woman, right? So, handle yourselves.” 

 

The girls and I began getting dressed and gathering our wine glasses. 

 

“Oh and Josh,” I said turning back to see his hand clamped around his erection. “Untie your friends, my husband will be home in an hour, and your asses better be gone.”

 

And with that, we headed out to the lanai to enjoy the rest of our evening. 

 

I couldn’t believe she invited me over and told me to bring my friends! She was definitely one crazy bitch, but she was hot. Let’s be honest, I was a horny teenager so any woman with tits gave me instant wood. Ever since I had my first wet dream at the age of 12, I was jacking off the shower daily and stealing my dad’s porn magazines. I hadn’t had sex yet but I’d gone to third base with a girl and knew my way around a pussy. Or so I thought.

 

Debra was the kind of neighbor every teenage guy dreamed about. She was curvy with long blond hair and big tits. She got the mail in her bathrobe and bent over just enough for me to see her ass cheeks. I’d jerked off watching her wash her car at least a dozen times. Last week while I was cutting the grass and trying not to get hard watching Debra carry in her groceries, she approached me. I held my breath, turning off the mower and swallowing hard. My heart was racing. I’d stared at her plenty of times but we’d never actually spoken. She was married, after all, and at least twice my age. What did we have to talk about?

 

She was abrupt and direct.

 

“Come over Friday night at 8. Bring two friends.”

 

That was it. That’s all she said.

 

I instantly called up my buddies, Craig and Scott. They were the only two that were down for pretty much anything. We’d been buddies since grade school and I didn’t want them to miss this.

 

They showed up at my house around 7:30 for a quick pow-wow. We all smelled good and looked good. We had breath mints, had trimmed our pubes, and were all wearing cologne. What could go wrong?

 

I knocked on Debra’s door, straining to hear what was going on inside. I heard muffled voices and laughter. I was about to press my ear against the door when it swung open.

 

Debra stood there looking phenomenal. Her V-neck top emphasized her enormous tits which I fantasized about fucking on the regular. Her house was gorgeous from what I could make out from the doorway. But what were those sounds coming from inside? Was that, moaning? And ass slapping? I strained my neck for a better view. Debra moved aside, welcoming us in.

 

As we entered the living room, my heart nearly stopped. Porn was playing on the wall-mounted TV on what sounded like max volume. The coffee table in the center of the room was covered in what looked like Medieval torture devices — whips, handcuffs, and blindfolds just to name a few. My stomach filled with a mix of arousal and fear. What the fuck was I getting into?

 

My buddies were laughing nervously, pointing at the porn and giving each other high-fives. I instantly regretted inviting them. I’d forgotten how immature they could be. 

 

Debra shoved Craig toward one of her friends who was wearing a tube top that barely covered her nipples. Scott was paired up with the other woman in the tight red dress. The rest of the room seemed to fall away as Debra pulled a joint from her bra, lit it, and handed it to me.

 

I didn’t want to be rude so I grabbed the tiny white nub and took a deep drag. The hot smoke filled my lungs, causing me to cough uncontrollably. Fuck. That was lame. One good thing about older women is that they always seem to have the best weed. My mind was instantly clouded and I felt a bit more relaxed. 

 

Debra grabbed me by the collar, shoving me down onto the couch. Before I even had a minute to think, she was on me. She mounted my lap, aligning my face with her chest. Her tits were inches from my mouth. She smelled of cinnamon and cheap perfume.

 

“Woah,” I said alarmed. “What the fuck?”

 

It was at that moment that I realized I’d been invited to some sort of kinky sex party. As if the sex toys on the table weren’t enough of a clue, Craig was currently hanging from a nearby door blindfolded and Scott was getting jerked off while handcuffed to a bar stool. My stomach dropped as I wondered what exactly Debra had in store for me. I was nervous but also extremely aroused. My cock was at full salute, straining against my snug shorts. Debra’s pussy had settled on my erection.

 

“What’s the problem, Josh?” she said, acting completely unaware. “Isn’t this what you wanted?”

 

With that, she pulled down her top, letting her voluptuous breasts spill out the V.

 

“Shit, lady, look…”, my nerves were getting the best of me. I’d never been this close to a naked, horny woman. The girls in high school didn’t look or act like this and honestly, I was a little scared.

 

She squeezed her enormous breasts together, shoving them in my face as she humped my cock through my pants. My mouth was completely consumed by her flesh. I could barely move, let alone talk or protest. The smell of her skin was intoxicating. Her body was soft and welcoming. I turned my head to the right to gasp for air. As my mouth opened, her perky nipple fell between my lips and it felt good. I swirled my tongue around the fleshy nub as it grew stiffer in my mouth. Debra was moaning as I continued to swirl the tip of my tongue around her erect nipples. I sucked her flesh as she removed my shirt. I was instantly embarrassed by my pale, thin frame but my desire quickly took over.

 

I peeked over her shoulder to see her friend bent over in front of Craig, getting fucked from behind. Damn, go, Craig, I thought. The woman’s pussy was hairier than most teen girls and there was something mature and erotic about it. Debra stood up, pulling me out of my shorts. My cock bounced free and I was shocked by how hard I was. Debra looked at me briefly before licking her lips and diving between my legs.

 

“Wait,” I protested, not really sure why.

 

But before I could put up any kind of fight, her mouth was on my dick, sucking and licking it like a hungry, wild animal. Holy fuck, I’d never gotten a blow job before and her saliva felt better than any lube I’d ever tried. Her mouth was wet, warm, and strong. She grabbed my shaft and sucked the tip of my cock like a pro. I watched in awe as she worked my tool. I thought I might burst right there in her mouth.

 

“Easy,” I whimpered, willing myself not to come yet.

 

I pushed up onto my tippy toes, trying to lessen her grip on my dick. It didn’t work. My ass cheeks clenched as her tongue grew stronger and focused on the sensitive spot right below the head. Just when I thought I might explode, she yanked my cock from her mouth. I gasped at the sudden change in sensations. She turned around abruptly, bending over and shoving her ass in my face.

 

“Lick it,” she demanded. 

 

I sat in shock, unsure of what to do. 

 

“Huh?” I asked. Did she want me to eat her ass?

 

“Lick my pussy,” she said matter-of-factly. “Haven’t you ever eaten pussy before?”

 

Well, the truth of the matter was no, I never had. The idea kind of grossed me out and made me nervous. Besides, high school girls didn’t expect you to go down on them.

 

“Um, well…” I struggled to explain myself.

 

I didn’t have time to. Debra shoved her wet, mature pussy right on my mouth. I instinctively opened my lips, tasting cunt for the first time. It was pungent, sour but not in a bad way. I let my tongue explore the folds of her pussy. I tried to find her clit as my nose dipped into her honey hole. I could barely breathe. I was being smothered by her flesh. Debra started twerking on my face, shaking her ass cheeks wildly. I grabbed her thighs, trying to lift her body so I could take a breath but she resisted, pushing back down, smothering me. 

 

To my relief, she dismounted me and I gasped for air, my face covered in slick cream. My dick was still rock hard and Debra noticed. Without another word, she was straddling me again, plunging my cock into her fat pussy.

 

Holy fuck that felt good. I sucked in, once again trying to control my pleasure. Her cunt was warm, tight, and welcoming. The soft walls of her pussy took me in with ease.

 

“Oh fuck,” I exclaimed as Debra worked my dick like a pro, grinding back and forth on my lap. She switched from hard, deep fucks to short, fast movements that brought me to the edge and back multiple times. I could hear the handcuffs behind me clinking against the barstool and could only imagine what Scott was doing. Craig was still getting manhandled on the door, but I wasn’t focused on them as much as I was focused on Debra’s hot wet pussy riding me.

 

Her eyes were closed and she looked like she was concentrating. I reached up to hold her by the waist but she shoved my hands away. She was in control and I was just along for the ride, literally. She was fucking me hard and fast now, biting her lip and folding her own tits. When I first felt the rush of hot cum, I thought she’d peed on me but no, her cries of pleasure let me know she was coming. I would’ve exploded myself if it wasn’t for her face. I was transfixed by her open mouth, closed eyes, and the look of pure ecstasy on her face. As I watched her climax, it was as if nothing else in the room mattered. 

 

I thrust my hips upward, ready for my own release when Debra suddenly laughed and dismounted me. What the fuck? My cock twitched in the open air, my balls straining. Fuck, I was so close. 

 

“What? What the fuck?” I said, trying to control my breathing.

 

I watched as Debra’s two friends joined her in the center of the living room. Craig’s dick was at full salute and Scott was pulling on his handcuffs aggressively. 

 

“You’re just going to leave us here like this?”, Craig exclaimed, clearly in distress.

 

“You can’t,” said Scott, sounding equally as desperate. 

 

The three women laughed wildly, without remorse.

 

“Aww but come on,” Debra said devilishly. “You big strong boys can handle any woman, right? So, handle yourselves.” 

 

And with that, the three women got dressed, grabbed their wine glasses, and prepared to leave us there, high and dry.

 

“Oh, and Josh,” Debra said, turning to face me. “Untie your friends, my husband will be home in an hour, and your asses better be gone.” Then, she disappeared into the lanai, shutting the door and leaving us to suffer. 

 

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