Ganging the Boss's Sister Shauna

STICKING IT TO MY BOSS'S SISTER

(Shauna's Turn)

©2025 by the author using the pen name Smuttyandfun

This is for the 'On The Job' event 2025.

As always, your votes and comments are much appreciated.

All six of us were elbowing each other, chuckling, as we watched our boss Delores carefully sliding off her desk, doing her best to keep her legs closed as she made her way into her private bathroom. She had so much cum leaking out of her pussy, she was leaving a white splotchy trail on the hardwood floor that looked like melted vanilla ice cream.

No surprise she was dripping, since we'd all just had a turn with her to pay her back for letting us go, right before the holidays.

**

Dave, the last of us to get off, had just pulled out, and he had us all groaning at the erotic sight of her pussy, all swollen and red and gushing with six big loads.

While we were enjoying the sight of our boss fighting to catch her breath after we'd nearly fucked her blue, we were shocked to discover that Delores had an identical twin sister, when she walked in on us with our cocks still in hand.

But once she'd introduced herself and suggested she'd like to have a little taste of what her sister had just enjoyed, Delores didn't really have to warn us, that her sister Shauna, "was the Wild One."

We were all staring wide-eyed, sliding our cocks through our fists, as her sexy sister Shauna, smiled and pulled her dress over her head, letting us see that underneath she wasn't wearing a damn thing.

And man, the woman had a body that was made for sex; big perky tits, nice hard nipples, tiny waist and a tight curvy ass. Along with a cute red landing strip above her slit, that was a perfect match for her long red hair. So, of course we all grinned, noting that the carpet really did match the drapes.

Her sexy blue eyes twinkling with mischief, we watched her walk her sweet ass over to her sister's desk, that was so flooded with cum it was puddling on the floor.

Thinking she'd want to clean it off, our mouths dropped open as we watched her put her high-heeled foot on the office chair, spreading herself open, so we could see her sliding two fingers through the milky white puddle on the desk, and pushing them into her pussy.

All six of us were spellbound, listening to her moan, as she gave herself a quick little finger fucking!

She winked, as she looked us over. "I'm thinking, judging by the size of you, that I'm gonna need a little lubrication to take you boys on."

Then we watched amazed as she lashed out her tongue, and licked her fingers clean, looking satisfied as she smacked her lips, and smiled. "And I can't think of anything hotter to get my pussy juiced-up than some fresh, hot cum."

Sliding her fingers back through the puddle, she grinned as she had another taste, declaring, "Ooh, and it's such a delectable spicy blend all mixed together."

I think we all forgot how to breathe, as we watched her scoop up a little more. Pushing two fingers into her pussy, her breasts heaving hard, she really worked at getting herself off, her voice choppy as she worked herself into an orgasm, while explaining, "Since I do have a flight to catch, I'm thinking I'm going to have to take you on two at a time."

Our eyebrows shot to our hairline as we all looked around at each other and muttered, "Two at a time?" Holy fuck!

With a playful waggle of her eyebrows, Shauna grinned and grabbed some printer paper, and swept most of the cum into a waste basket.

Eyeing us, she smirked. "Now, who's up for a little spit roasting?"

We all looked at each other stunned, before what she'd said sank in, and I quickly stepped up. "Just tell me where you need me, and I'll stick it wherever you want it."

She smiled at the state of my cock, hard as granite, and oozing with pre-cum, my big mushroom-shaped cockhead a dark angry red, just aching to get at her, as it throbbed in my first.

Looking pensive, she tapped her chin and nodded. "I'm thinking I'd love a taste of that bad boy." Then she looked back and smiled, pointing down at Tony's deal. "And I think I'd like to feel that big fatty sliding into my pussy, stretching me open wide, while your friend pumps his way down my throat."

Oh fuck, yeah! Delores said her sister was 'The Wild One,' and she sure as fuck wasn't kidding, the lady was really into sex, if she was already talking about a little tag-teaming.

I could hardly wait to feel those luscious lips stretching around my cock as I pumped my way over her tongue and down her slender throat, hopefully popping out her skin, so I could watch myself fucking my way inside her.

We decided it might work best if we got on the floor, with me on my knees, so she could suck me back. And my buddy Tony could slide his way into her from behind, doggystyle.

While our four friends stood staring, their breathing ragged, all furiously jacking themselves in their fists, Shauna opened up and instantly began moaning at the taste of my slicked-up cock sliding its way over her tongue.

Tony was trembling as he lined himself up and eased his way into her pussy. "Wow, you're nice and tight," he said, as he flexed his hips, slyly smiling at me over her back as he thrust in, and she pushed her sweet ass back to meet him, while I was getting off on the feeling of pumping into the heat of her mouth.

"Fuck, what a sight," Joe muttered, letting go of his cock, I'm guessing afraid to lose his load, from the way he was groaning, as he watched her taking us both on at once.

"Hmmm," she purred, sounding so blissed out at having both ends packed nice and full. With me nearly balls deep in her mouth, while Tony was growling as he railed her, while giving her ass a few playful swats, making her moan even louder.

"I want that ass," Larry said, anxiously slamming his cock through his fist, as he eyed her tight back hole.

While Tony was groaning, and riding her into what I had a feeling was going to be an earth-shattering climax, I just kept pumping into her mouth, wondering how the fuck we got so lucky.

"Damn, can you believe this? This has got to be the hottest thing I've ever seen. They've got that sweet little pussy and that sexy mouth, both packed to the max, and she's still moaning for more," Joe said, shaking his head, his cock as hard as rebar as he waited for his turn.

Dave shook his head and chuckled as he beat his meat in his fist. "I think I got what she needs right here. But I want her on the desk, like her sister, with her legs open wide. So I can watch that hungry little cunt devouring my pussy splitter, when I pump her nice and full, till I've got her floating."

The guys all nodded and muttered, "Fuck, yeah. And I bet she'll take it like a champ, since she's really getting off on being double-stuffed liked that. She's not even coming up for air. And Nick's got to be buried halfway down her throat. So, I don't even how she's breathing."

Clutching her head, her eyes on mine, my jaw tight, I growled as I started pumping deep into throat. Amazed that she seemed to have no gag reflex, she just clenched her throat muscles around my cock, trying to get me to shoot my load straight into her stomach.

"You want it in your mouth?" I asked, just to be sure, my legs getting a little shaky as I felt the pressure mounting, my balls getting painfully tight, feeling ready to explode.

Her eyes big as moons, she furiously nodded her head, letting me know she wanted me to keep pumping, so she could feel my load gushing into her throat when I came.

Roughly twisting my hands in her hair, I just couldn't hold back. I was so close, I lost it, and straight up started fucking her face. Then I watched amazed as her eyes rolled back in her head, sure I'd never seen anyone look so elated.

The sound of Tony's thighs slapping against her ass echoed around the room as he got off on pounding the living fuck out of her pussy, driving into her hard, fast and deep, till she finally gasped and pulled off me, leaving a long string of saliva hanging in the air between us. Every inch of her shaking, she cried out, "Oh, fuck me! That feels so damn good. Don't hold back, fuck me as hard as you can! I love the sting. Fucking pound me into the floor! Pound me with everything you've got!"

Sweat trickling down his face, jaw clenched tight, Tony nodded, clutched her hips, digging his fingers into her flesh. Tossing back his head he growled like a beast, slamming into her over and over, till he finally came in a violent rush, shaking wickedly hard, he let out a deep satisfied grunt as he let go, firing what seemed like a massive load deep into her body the way he kept thrusting.

Sounded like her pussy was convulsing around him, sucking him in even deeper, when he cried out, "Holy shit, she's milking me dry! I've never come this fucking hard in my life. Girl, the shit you can do with your pussy is amazing. And I'm telling you right now, I'm gonna want inside you again. Jesus, what a ride," he muttered. Laughing as he pulled out, he shook his head at the erotic sight of her pussy, gushing with his load and trickling down her legs.

Watching Tony come, really spurred me on. Desperate to get off, I jacked my cock in my hand, aiming at her big luscious tits. Happily smiling, she pushed them together and rolled out her tongue, eager for a taste of my seed. Everyone groaned, watching rope after rope fly out of the end of my cock, coating her tits, tongue, all the way up to her hair, while she eagerly lapped it all up, quietly moaning at the taste of my cum dripping into her gaping mouth.

Shauna was so giving, I just had to kiss her, and she seemed pretty happy when I held her face in my hands. She sank her in tongue into my mouth, and let me have a taste of my own seed as we shared a steaming hot kiss.

Looking a little wiped out, Shauna rolled onto her back, eyes closed, wearing the most satisfied smile. I'd just never seen a woman looked so blissed out, especially after being fucked that hard.

"I think I'm gonna want to do this again, as soon as I get back from our trip. Because damn, you guys really know how to show a girl a good time." She laughed, fighting to catch her breath, as she glanced around at us, smiling.

Then she cocked an eye brow and pointed at our other four friends. "Did I hear someone say that they wanted to take my ass?" She winked. "Because you're in luck. I've got some lube in my purse, 'cause I never leave home without it."

I wasn't surprised. The lady straight up loved sex, and wasn't shy about it. And I kinda had to admire that. Most women, even if they wanted it, liked to play hard to get.

But not Shauna. She wasn't afraid to tell us what she needed to get off. And I thought it was pretty sweet, that we were lucky enough to be the ones helping her fulfill so many of her naughty fantasies all at once. Or at least as many as she had time for, before they had to leave to catch their flight.

And now that we'd caught our breath, we'd get to watch Larry plowing her sweet, tight ass.

But Shauna surprised us when she crooked her finger at Mike and flashed him a naughty smile. "I'm so tight for time, I'm thinking a little double penetration might be just what we need to get us off."

Mike didn't hesitate. He was on the floor on his back, in a heartbeat, his cock pointing straight up in the air, visibly pulsating.

Looking him over, she smiled into his eyes and murmured, "Hmm, nice cock." Then she wrapped her hand around him, gave him a few licks and pumped him a bit, I'm guessing so he'd be nice and hard, and able to stay lodged inside her while Larry plowed her ass.

We all groaned watching Larry grease up his erection with the lube he'd found in her purse, preparing to take her tight back passage.

While Shauna spread her legs and moaned as Mike thrust up and she pushed down, till he was buried balls deep in her pussy.

Larry got in behind her, and squirted his fingers with the lube and carefully eased them into her tight back hole, so she'd be all lubed up. So that he could fuck his way into her ass, while Mike enjoyed sliding into her pussy.

All three of them were groaning as Larry took hold of himself, pressed his cock against her tight back pucker, jaw clenched, he pushed past the resistance of her sphincter, till he'd managed to pop his fat cockhead into her ass. Once he was in, and started thrusting, he muttered, "Oh, fuck yeah, this feels so fucking good, and she's so tight my balls are already throbbing."

We all stood and watched as the two of them started pumping their way inside her, till she had to be packed tight, with Mike furiously flexing his hips, fucking into her cunt, while Larry was growling, getting off on riding her ass.

"Mike, I can feel your cock in her pussy, rubbing against my dick with every stroke. Holy shit, this is hot! I don't think I'm gonna last too long, and I'm gonna be filling this sweet tight ass with a nice big load," Larry said, gritting his teeth, as he picked up his pace and started pumping into her deep and hard.

Shauna was shivering, dropping kisses all over Mike's face as he thrust into her as hard as he could. "I'm really getting close," he warned her. "I can feel it coming."

"Ooh, I'd love to feel you both come at once. It would be like fireworks going off inside me with both of you exploding and filling up both holes."

"Oh, fuck, yeah," Larry muttered, "I'm right on the edge, and I can feel it building. I'm about to erupt. Give it to her, Mikey, give her what she needs, and I'm right here with you."

What a sight. All three of them were shaking and crying out as they came. Eyes-wide we watched it gush out of both her holes, coating their balls as they two of them kept pumping, their chests heaving hard, till they finally slowed down, gasping for air, totally spent.

Larry pressed kisses along her back, took hold of himself and pulled out. While Mike was squeezing her tits and groaning as Shauna sank her tongue between his lips and clenched her inner muscles around him, really freaking hard by the sounds of it, hungry for every drop he had.

Till the three of them finally pulled apart, and fell onto their backs on the floor, covered in cum, smiling like crazy as they struggled to catch their breath.

"Now that's something I'd love to experience," Joe said, still blindly pounding his meat in his fist, while Shauna coyly grinned and spread her legs to let us have a look at what our friends had just done to her. What a sight. Her well-fucked pussy and slightly gaping asshole, both oozing with two big loads of white, hot cum.

When Shauna was able to stand again, Dave, knowing she was tight for time, pointed at the desk and told her, "I want you on your back with your legs spread."

Her eyes went big, eyeing his giant mutant cock, that was thicker than my wrist and crazy long.

"I think I'm gonna need to be spread open pretty wide, so you can get that monster inside me," she said with a naughty grin.

She was on her back shivering, her hands clutching her thighs, her legs spread open as wide as they could go, making her pussy gush, expelling more of the seed the guys had planted inside her.

"Fuck you look hot," Dave said, shaking his head as he slid his hands over her ass, pushing his thumbs into her pussy, making her quiver as he spread her open wide, smiling at sight of her cum-filled cunt, just begging to be filled and fucked. "I know you like it a little rough, but I'm gonna have to take my time getting inside you, 'cause I'm so big, I don't want to split you in two."

"Please," she pleaded, eagerly eyeing his long, thick pulsating cock. "I've never seen anything that big. And I really need to feel that bad boy inside me."

He smiled, and pushed in three thick fingers, and gave her a rough little finger fuck, while suckling on her clit, and twisting her nipples, even painting them with dabs of cum, to get her fired up. Till he had her arching her back, nearly sliding off the desk as she came in a blinding rush, crying out, "Oh, fuck me, yes!"

We all stood and stared as he wrapped his hand around his thick, heavy cock, and murmured, "Okay, I'm gonna give you what you need. But you gotta keep those legs open wide, so I can get in there, and give it to you just the way you want it."

Eyes-wide, we watched spellbound as he carefully eased in just the thick, broad tip, smiling as she licked her lips and moaned, desperately clutching her thighs, keeping her legs spread wide, letting us all see, as he slowly began to sink his way into her quivering cunt, inch my inch. Till they were both starting to sweat, and so were we.

Her big luscious tits were really heaving as he asked, "Okay, you ready?"

She nodded. "Yes. Just give me everything you've got, and don't be afraid to pound me into the desk, I can take it. I need to feel the sting of that monster tearing in me half."

"Okay, but you gotta tell me if it's too much."

"Please, just give it to me," she nearly begged, licking her lips, her whole-body quivering with anticipation, even her pussy anxiously clenching around his cockhead.

We held our breath as he pulled back, flexed his hips and slammed his way into her swollen cunt. She gasped and flinched a bit at the pain, as kept plowing her, ramming his way inside her, stretching her open wide. But I noticed she still broke into a delirious smile at the sting of that much cock invading her body.

"Oh fuck, you feel good," Dave said as he gradually picked up his pace and really started to ride her. Shauna's hands were digging into her thighs like a life-line, but he showed her no mercy as he railed her like a man possessed.

"Ooh, yes! I can't even describe it. It's such a delicious pain. Its almost indescribable, it just feels so good! Don't hold back, pound me hard! Fuck me like a bitch you hate," she cried out.

Though the rest of chuckled, Dave was all business.

His jaw tight, he clutched her ass in his big meaty paws and kept driving into her, over and over, nearly fucking her raw.

Shauna, shaking right down to her toes, was crying out, either in ecstasy or writhing in pain, or maybe a mixture of both, or quite possibly even in another language, we couldn't really tell. We were so entranced at the sight of him savagely punishing her needy cunt with his monster cock.

Just then, her sister Delores stepped out of her private bathroom, all cleaned up and dressed for their trip.

When she saw where we were looking, her eyes popped as she watched her sister getting fucked to within and inch of her life. "Oh, my god. I can feel every thrust, like I'm the one being pounded. It's like nothing I've ever felt, such a perfect mix of pain and pleasure. I'm getting wet just from watching him slam her like that."

I grinned. "You know when you get back, all you gotta do is call us in, and we'll give anything you need."

Delores bit into her lip and grinned. "Well, I think I'm gonna need Dave to do his magic with his mighty weapon again, because I think he's already got me addicted."

We all chuckled, at least until we watched the pair of them throw back their heads and shout out loud as they climaxed, Dave still pumping into her so insanely hard and deep, I wondered if Shauna would make to her flight, or if she'd pass out on the desk. Especially since her eyes were rolling back in her and she was quivering like mad, in a full body shudder, like she was going into some kind of orgasmic trance.

I just hoped he hadn't fucked her to death, 'cause that would be a crazy way to go. And I imagine pretty hard to explain to the family at the funeral, trying to explain how he fucked her into a coma.

When he finally dragged his cock out of her red, swollen hole, even Dolores groaned at the state of her sister's pussy. The sight of all that cum gushing out of her like a geyser, sliding out of her quivering puss, coating her ass and pooling on the desk in a thick white puddle, was something I'll never forget.

We'd pumped her so full, her cum-caked pussy just couldn't contain it. Making me wonder how she was going to travel with our seed dripping out of her and down her legs.

When her sister Dolores started chuckling, I asked, "What's so funny?"

She grinned. "I was just thinking, we're heading to a Hedonist Paradise for a little naughty fun. And I've got a feeling we'd have a more erotic experience if we stayed right here and let you six have your way with us."

The guys all looked at each other and slowly began to smile. When they turned around to show her their steely erections protruding out of their jeans, her eyes flared as she licked her lips.

"Well, you know, you've got everything you need right here in the office. And if your sister wants to stay and play, I'm sure we could show you both a real good time," Joe said, sliding his gaze over her curvy body in her perfectly tailored suit.

Hungrily eyeing our erections, Delores looked a little conflicted. "I'm really tempted. But since we've already paid for our trip, I think I'm going to have to take you up on your offer once we get back."

Tony laughed, and showed us his phone. "Hey check this out. It's all over the news. A storm just hit the city, and it's snowing like crazy out there, and all the flights are cancelled. By the sounds of, it's going to be snowing for days."

Delores's face lit up with a smile, as she began to unbutton her blouse. "Well, then I think I just got my Christmas present early. So, why don't we all get our clothes off and celebrate together."

Joe winked, kicked off his jeans and made her gasp, and the rest of laugh, when he nodded at the bottle on the table and said, "Pass me the lube Delores, because I've got plans for that sweet, tight ass."