Chapter 3: Chapter 3
Jenna Walker into the club after finals for her class and saw an even posted on the private area "GILF night," was what it read.
She was unsure of what that meant the walked up to the bouncer.
He had a clipboard and she signed in "Hey Jenna, thinking about joining the event," he asks
as she signed in.
" Maybe, what does GILF stand for ,"she asked while signing the waiver.
"Grandpa I'd Like to Fuck" he replied with an smile.
"It's a popular fantasy among some of our members. Ever thought about having sex with an older man?" he asked, his eyes scanning her face for a reaction.
Jenna's eyes widened in surprise. "With a... grandpa? I don't think so," she stammered, her mind racing with the thought. "I mean, I've never even kissed a guy my own age."
He nodded understandingly. "Well, tonight is full of firsts, isn't it? But like I said, there are plenty of other events here that cater to different fantasies. Plus who needs kissing when you suck a cock like you do," he says smiling .
Jenna blushes even deeper, her face going from red to crimson. "I never did that before, last week," she confesses, her voice barely above a whisper.
He raises an eyebrow, surprised. "Really? You're a natural then. You took all of us like a pro," he remarks, a hint of pride in his voice.
Jenna looks down, her fingers tracing the edge of the water bottle in her lap. "I guess so," she murmurs. "How old the oldest person," she asks looking up to the bouncer with curiosity in her eyes.
He grins, "Well, we've got some in their 70s and even 80s. But don't worry, they're all in great shape. Some of them are even former athletes or military."
Jenna's eyes widen at that. "Seventy? Eighty?" she repeats, trying to wrap her head around that. "Think they might let me call them grandpa while we are doing it," she asks , a small smile playing on her lips. Lucas chuckles at that, shaking his head.
"hell yeah, you signing up," he says, a playful smirk on his face. "There's something about GILF nights that brings out the best in people. And I mean, who doesn't want to be called grandpa while fucking a hot young thing like you?"
Jenna bursts into giggles, covering her face with her hands. She can't believe she just asked that out loud. But the thought of it has her pussy throbbing, and she can't lie to herself anymore. She's curious.
"You really think they'd be into that?" she asks, peeking out from between her fingers. Lucas nods, his smile widening.
"Oh, absolutely. Some of them love it. It's a power thing, you know? They've lived their lives, done their duty, and now they want to indulge in their fantasies. And for some of them, being called 'grandpa' during sex is exactly what gets them off."
Jenna's giggles subside, replaced by a mix of curiosity and uncertainty. "But... do you think I could do it? I mean, I've never even kissed a guy my own age. How am I supposed to have sex with someone who could be old enough to be my grandfather?"
Lucas leans back, his eyes never leaving hers.
"I mean, you had sex with Bill he's 50, it's just like anyone else sucks them off they pound into you and you both climax," he replied . "Just keep in mind," he adds with a serious tone, "if you ever feel uncomfortable or want to stop, just say the word 'red'. It's our safeword. We stop immediately, no questions asked."
Jenna nodded, her heart pounding with a mix of nerves and excitement. "Okay, sign me up, also whens the next rape fantasy," she says, her voice barely above a whisper.
Lucas raises an eyebrow, surprised by her boldness.
"You sure about that? It's a lot to take on," he says, concern etched on his face.
Jenna nods, her eyes sparkling with newfound confidence. "I can handle it. I want to explore my dark side, and this place seems like the perfect place to do that," she says, her voice steady and determined.
Lucas smiles, impressed by her enthusiasm. "Alright, consider it done. The next one is in two weeks. We'll send you an invite with all the details," he says, pulling out his phone and tapping away at the screen. "Also go on in sure a grandpa will want to fuck you right away in that uniform," he states , glancing at her outfit.
Jenna looks down at her clothes, which consists of a pleated skirt, a white button-down shirt, and knee-high socks. She blushes at the realization that she's dressed like a schoolgirl. "I-I didn't think it would matter," she stammers, her hands fidgeting with the hem of her skirt.
Lucas chuckles, his eyes scanning her body appreciatively. "Trust me, the grandpas will love it. It's all about the role-play here. Have fun," he says as she walks into the next room .
Jenna takes a deep breath, steeling herself for what lies ahead. She's committed now, and there's no turning back. She scans the room, taking in the dim lighting, the plush leather furniture, and the dozen or so elderly men sitting around, sipping on drinks and chatting casually.
As she walks in, all conversation stops. Every pair of eyes is on her, appraising her body, her clothes, her youth. She feels a wave of self-consciousness wash over her, but she squares her shoulders and walks towards the bar, her eyes scanning the room for Lucas.
She spots him near the back, talking to a group of men. He catches her eye and winks, giving her a subtle nod of encouragement.
Jenna takes a deep breath and approaches the bar, hoping to get a drink to calm her nerves. The bartender, a tall, muscular man with a shaved head and tattoos covering his arms, smiles at her as she sits down on a stool.
"What can I get for you, sweetheart?" he asks, his voice deep and raspy.
"Just a water, please," Jenna replies, her voice barely above a whisper.
The bartender nods and turns to grab a glass from the shelf behind him. As he fills it with ice, Jenna takes a moment to survey the room. The men are all watching her, their eyes filled with a mix of lust and curiosity. She feels a shiver run down her spine as she meets the gaze of one of the men. He's tall and broad-shouldered, with silver hair and a sharp gaze. He smiles at her, his eyes never leaving hers as he raises his glass in a silent toast. Jenna blushes, quickly looking away and taking a sip of her water.
She looks around taking in the sights and sounds of the room. The dim lighting casts long, dancing shadows across the walls. The heavy bass of the music thrums through the floor, setting the pulse of the room.
She notices the men around her. Some are in small groups, engaged in quiet conversation. Others are alone, nursing drinks, their eyes scanning the room.
One man catches her eye. He sits at the end of the bar, nursing a whiskey. He's older, with silver hair and a face that shows the lines of a life well-lived. But his eyes are sharp, and they never leave her.
Jenna feels a flutter in her stomach as their eyes meet.
She can't help but feel drawn to him, despite the age difference. He raises his glass to her again, a slow smile spreading across his face.
The man sipping his whiskey looks at her "Want to get a private room sweetheart," he asks her as he sips her whiskey .
Jenna nods, her heart pounding in her chest. She takes a deep breath and stands up from her stool, following the man towards the back of the club. They pass through a heavy velvet curtain and enter a dimly lit hallway lined with doors on either side. The man stops in front of one of the doors and turns to face Jenna, his eyes locked onto hers.
"What's your name sweetheart," he asks in a low, gravelly voice.
"Jenna," she responds, her voice barely above a whisper.
The man smiles, reaching out to tuck a strand of hair behind her ear.
"I'm Richard," he says. "And I think you're going to have a lot of fun tonight, Jenna."
Jenna nods, her heart pounding in her chest as Richard turns to open the door. She takes a deep breath and follows him into the private room.
The room is dimly lit, with soft candlelight casting flickering shadows on the walls.
A large king-sized bed dominates the space, with plush velvet pillows scattered across it. Jenna's eyes scan the room, taking in the bondage equipment hanging from the ceiling and the spanking bench in the corner. She swallows hard, her nerves getting the better of her.
Richard closes the door behind them, the sound of the club fading to a distant hum. He turns to face Jenna, his eyes scanning her body appreciatively. "You're even more beautiful up close, Jenna," he says, his voice low and husky.
Jenna blushes at the compliment, her cheeks flushing pink.
She looks down at the ground, suddenly feeling shy. Richard chuckles softly and steps closer to her. He reaches out, cupping her chin gently and lifting her head up so that she's looking into his eyes.
"You don't have to be nervous, sweetheart. We're going to take this slow. I want you to enjoy every moment of this," he murmurs, his thumb gently brushing against her cheek.
Jenna nods, her breath catching in her throat as she looks into Richard's eyes. There's a kindness there that she hadn't expected, and it puts her at ease.
Richard's eyes are warm and reassuring, his touch gentle. There's no rush, no aggression in his demeanor. He's taking his time, letting Jenna set the pace.
"What do you like, Jenna?" Richard asks, his voice soft and soothing. He's close enough that she can feel his breath on her face, but he doesn't invade her personal space. He waits for her response, his eyes locked onto hers.
Jenna swallows hard, her heart pounding in her chest. She's never been asked that before. She's never been with someone who cared about her pleasure, her desires..
"Anything, I am a naughty girl," she replies blushing and smiling.
Richard smiles back, his warm eyes crinkling at the corners. "Good girl," he says, reaching behind her head to tie her hair back. "You're going to do great, Jenna. Remember, if at any point you want to stop, just say 'red' and we'll stop immediately, okay?" "Okay," she whispers.
Richard steps closer, his hands cupping her cheeks. "I'm going to kiss you now, Jenna. Or would you rather me start by eating your pussy or asshole out," he asks softly, his breath warm on her face. Jenna's cheeks flush a deeper shade of red, her eyes widening at his directness. She takes a moment to think before answering.
"I-I've never had anyone eat me out before," she admits, her voice barely a whisper. Richard smiles, his thumb brushing against her bottom lip.
"Well then, I'm honored to be your first," he murmurs, before dropping to his knees in front of her. Jenna's breath hitches as she watches him spread her legs and move between them. He looks up at her, a wicked gleam in his eyes.
"You're going to love this, Jenna," he says before burying his face between her legs. Jenna gasps as she feels his tongue licking her through her panties, the sensation sending tremors of pleasure through her body. She reaches out, her hands clutching at his shoulders for support as she tries to steady herself.
Richard chuckles against her flesh, the vibrations sending waves of pleasure coursing through her. He pulls her panties to the side, exposing her most intimate parts to his gaze. He leans in, his tongue flicking over her clit, sending electric shocks of pleasure straight to her core.
Jenna's breath comes in ragged gasps as she feels him exploring her, his tongue lapping at her folds, tasting her, teasing her. She's never felt anything like this before, and it's overwhelmingly intense. Her fingers grip his shoulders tighter, her knuckles turning white as she tries to anchor herself to reality.
"Oh god," she moans, her hips bucking against his face. Richard holds her steady, his hands gripping her thighs as he continues to lavish her with attention.
He alternates between long, slow licks and quick, flicking motions with his tongue, driving Jenna wild with pleasure. The room is filled with her moans and whimpers as she loses herself in the sensation.
"You taste so fucking good, Jenna," Richard murmurs against her skin, his voice muffled by her flesh. "So sweet and innocent. I could eat you out all night."
Jenna can only nod, her mind a whirl of pleasure and disbelief. She'd never thought something could feel this good. She's close to the edge, her body trembling with the need for release.
Richard, sensing her impending orgasm, redoubles his efforts, his tongue moving in rapid circles around her clit. Jenna's breath comes in short gasps, her body tensing as she feels the wave of pleasure crash over her.
"Oh god, Richard, I'm going to—oh fuck!" she cries out, her orgasm ripping through her like a storm. Her body convulses, her legs shaking as Richard continues to lap at her, drawing out every last drop of her pleasure.
As Jenna's orgasm subsides, she collapses back against the wall, her body slick with sweat and her breath coming in ragged gasps.
Richard stands up, his face glistening with her juices, and smiles at her.
"Welcome to the club, Jenna," he says, his voice husky. "You're a natural."
Jenna manages a weak smile, her body still trembling with aftershocks. "Thank you," she whispers.
Richard holds out a hand to help her up, and she takes it, allowing him to pull her to her feet. She's unsteady at first, her legs like jelly, but she soon finds her balance. Richard wraps an arm around her waist, supporting her as she catches her breath.
"Do you want to suck granddad's cock now," he asks her as he guides her to the bed. His voice is husky and thick with desire. Jenna nods, her heart racing with anticipation. She drops to her knees in front of him, her hands reaching for his belt. Richard helps her, unbuckling it and unbuttoning his pants. He pushes them down along with his briefs, and Jenna's eyes widen as she sees his cock standing at attention. It's larger than any she's seen before, and she feels a mix of fear and excitement coursing through her veins.
Richard takes her hand and guides it to his cock, showing her how he wants her to stroke him.
Jenna's fingers wrap around his shaft, her flesh on fire with the contrast of his cool skin. She starts to move her hand up and down, her grip tentative at first but growing more confident with each stroke.
Richard throws his head back, a low groan escaping his lips. "That's it, sweetheart. Just like that," he encourages her. Jenna looks up at him, her eyes meeting his as she continues to stroke him. She feels powerful, like she's controlling him with her touch.
"Now, taste me," Richard commands, his voice thick with desire.
Jenna leans forward, her tongue darting out to lick the tip of his cock. She tastes salty and musky, and she finds herself wanting more. She takes him into her mouth, her lips wrapping around his shaft. She moves her head slowly, taking him in inch by inch until he hits the back of her throat. She gags slightly, but Richard just chuckles and runs his fingers through her hair.
"Easy, sweetheart. You don't have to take all of me. Just go at your own pace," he says. Jenna nods, her eyes watering as she tries to adjust to the size of him.
She starts to move her head back and forth, taking him in as much as she can before sliding back out. She picks up the pace, her mouth bobbing up and down on his cock. She can feel his precum leaking out, coating her tongue with its salty taste.
Richard looks down at her, his eyes filled with lust and admiration. "You're a natural, Jenna. You're going to be the star of our little club," he says, his voice husky with desire.
Jenna feels a rush of pride at his words. She takes him deeper, her nose pressing against his stomach as she tries to take him all in.
She takes him all the way to the base and just holds her head their "No gav reflex, you are a naughty girl,* he says as she struggles to breathe. She nods and pulls back slightly.
Richard grabs her hair and starts to fuck her face, his hips thrusting forward as he takes control. Jenna gags and sputters as he uses her mouth, but she takes it all in, her eyes watering as she looks up at him.
"You're going to make a great cocksucker, Jenna," he groans, his hips picking up speed. Jenna moans around his cock, her hands grabbing at his thighs for support.
Suddenly, Richard pulls out of her mouth, his cock glistening with her saliva.
Jenna looks up at him, her eyes filled with a mix of confusion and desire. Richard smiles, his chest heaving as he catches his breath.
"I want to fuck you, Jenna. But I want you to be comfortable with it. Do you want to be on top, or do you want me to fuck you from behind?" he asks, his voice thick with desire. She's never been in control before, and the thought of being on top excites her. But the idea of him taking her from behind, his big cock pounding into her, sends shivers down her spine.
"Can you fuck me after you dump your load in my stomach," she asks licking her lips at the thought of being filled with his cum.
Richard's eyes light up at that. "You want to be a good little cumdumpster, do you?" he asks, his voice thick with lust.
Jenna nods, her cheeks flushing pink with desire. "I want to feel your hot cum fill me up," she says, her voice barely above a whisper.
Richard growls, his eyes darkening with desire. "Fuck, Jenna. You're going to be the death of me," he says as he grabs her by the back of head and starts to fuck her face.
His other hand grips her hair tightly as he slams his cock into her mouth, over and over. Jenna gags and struggles to breathe, tears streaming down her cheeks. But she takes it. She wants to please him, to show him how much of a little slut she can be.
Richard keeps going pumping into month wanting to give her his load . Jenna can feel his cock swelling in her mouth knowing he is close. Jenna starts to suck harder, her throat tightening around him.
Richard groans, his hips moving faster, his grip on her hair tightening. You're going to make me cum," he growls. Jenna moans around his cock, encouraged by his words. She wants to feel his hot cum filling her mouth, her throat, her stomach.
Richard's hips stutter, his cock pulsating in her mouth. "Swallow it all, you little cumslut," he orders, his voice thick with lust.
Jenna obeys, her throat working to take every drop of his load as he unleashes it into her mouth. She swallows it all, feeling him pulse and twitch as he empties himself into her.
Finally, Richard pulls out of her mouth, his cock glistening with his own cum and Jenna's saliva. He helps her up, his expression softening as he sees the tears in her eyes.
"Are you okay, sweetheart?" he asks, his voice gentle. Jenna nods, wiping away her tears and smiling up at him.
"I'm perfect," she says, her voice thick with emotion. "So, just how old are you," she asks as she lays on the bed presenting her ass to him.
"I'm 72, sweetheart," Richard replies as he positions himself behind her.
Jenna's eyes widen in surprise. "72? Really?"
"Yes, really," Richard chuckles. "And let me tell you, age is just a number. I can still fuck like a champ."
Jenna giggles, feeling a mix of excitement and nervousness. "I believe it," she says, spreading her legs wider to give him better access.
Richard takes a moment to admire Jenna's body, his eyes lingering on her full, round ass.
He runs his hands over her curves, his fingertips tracing the line of her hips and the small of her back. He leans down and kisses the back of her neck, his lips trailing down her spine as he makes his way to her ass.
He gives her a firm smack, making her jump slightly. Jenna gasps, a mix of surprise and pleasure coursing through her. Richard chuckles, smacking her again, this time harder.
"You have a beautiful ass, Jenna," he murmurs, his voice thick with desire.
He smacks her again, this time with more force, causing her to yelp.
"Thank you, grandpa," Jenna replies, her voice barely above a whisper. She never thought she'd be calling a man nearly fifty years her senior "grandpa," but the thought sends a thrill down her spine.
Richard continues to spank her, his hand coming down hard on her flesh, leaving a red imprint each time. Jenna moans with each slap, her pussy growing wetter with each smack. She feels a warmth spreading through her, a mixture of pain and pleasure that she's never experienced before.
Richard's hand comes down on her again and again, each smack harder than the last. Jenna's moans turn into whimpers, her body squirming under the assault. She can feel her pussy growing wetter, her desire building with each sting.
"You like that, don't you, sweetheart?" Richard asks, his voice deep and husky. He leans down, his breath hot on her ear. "You like being spanked by grandpa, don't you?"
Jenna nods, her cheeks flushing with a blend of embarrassment and arousal. "Yes, grandpa.
I love it," Jenna admits, her voice barely a whisper, but laced with desire. She spreads her legs wider, presenting her ass more prominently to him.
Richard smiles, his hand coming down on her again, the smack resonating through the room. "Good girl," he praises, his voice thick with lust. He rubs the sting away gently, his fingers tracing the red marks he's left behind. "You have a beautiful ass, Jenna. I can't wait to fuck it."
Jenna shivers at his words, her body aching for him to fill her. "Yes, please, grandpa.
Fuck my ass," Jenna begs, her voice a mixture of desperation and desire. Richard chuckles, running his hands over her cheeks and spreading them wider.
"Patience, sweetheart. I want to make sure you're ready for me," he says, his voice husky. Jenna feels his tongue trail down her spine, sending shivers down her body. She moans as she feels him reach her asshole, his tongue circling the tight bud.
"Oh god, that feels so good," she moans, her hips bucking back against him. Richard laughs softly, his tongue delving further into her ass.
Jenna gasps, her eyes widening as she feels the unfamiliar sensation. It's unlike anything she's ever experienced before, and she finds it both shocking and exhilarating.
"Relax, sweetheart," Richard murmurs, his hands gripping her hips. "It's just like my tongue in your pussy. Just let me in."
Jenna takes a deep breath, trying to relax her muscles. She feels Richard's tongue probing her ass, pushing past the tight ring of muscle. She moans, a mix of discomfort and pleasure coursing through her.
"Don't worry taken it up my but a few times," she says, her voice barely a whisper.
Richard chuckles, his tongue continuing to explore her most intimate part. "Good girl," he says, his voice low and encouraging.
Jenna's body gradually relaxes, and she feels herself opening up to him. Richard's tongue moves in slow, steady strokes, in and out of her ass, coaxing her to take more. She can feel her pussy growing wetter, her desire building with each thrust of his tongue.
Richard reaches up with one hand, his fingers finding her clit and beginning to rub slow, steady circles around it. Jenna gasps, the sensation sending electric shocks of pleasure straight to her core.
She’s never felt anything like this before, and the combination of the invasion of her ass and the stimulation of her clit sends waves of pleasure crashing through her.
“God, that feels so good,” she moans, her hips moving in time with the rhythm of his tongue and fingers.
Richard grunts in agreement, his tongue and fingers moving in perfect harmony, driving Jenna wild with desire. He can feel her body tightening around him, her breath coming in short, ragged gasps. He knows she’s close, and he redoubles his efforts, wanting to send her over the edge.
His fingers move faster on her clit, his tongue fucking her ass in quick, hard strokes. Jenna feels the pressure building inside her, like a dam ready to burst.
“Oh god, I’m going to cum,” she cries out, her voice high-pitched and desperate.
Richard growls against her ass, his fingers and tongue moving even faster. “Cum for me, sweetheart. Let it all out,” he commands.
Jenna’s body tenses, and then she’s exploding. Her orgasm hits her like a freight train, sending shockwaves of pleasure through her entire body.
Jenna cries out, her voice echoing off the mirrored ceiling as her body convulses and shakes. Richard keeps up his relentless assault, his tongue and fingers pushing her higher and higher until she's screaming his name.
As her orgasm finally begins to subside, Jenna collapses onto the bed, her body limp and spent. Richard pulls his face away from her ass, his chin glistening with her juices. He climbs onto the bed behind her, his body covering hers as he leans down to kiss her neck.
"You did so good, sweetheart," he murmurs into her ear, his voice thick with pride and lust.
"You took every inch of my tongue like a pro."
Jenna lets out a soft moan, her body still trembling from the aftershocks of her powerful orgasm. She can feel Richard's hard cock pressing against her ass, and she wiggles against him, desperate for more.
Richard chuckles, his lips brushing against her earlobe. "You're eager, aren't you?" he asks, his voice low and husky. "You want my cock in your ass, don't you?"
Jenna nods, her breath hitching as he grinds his hips against her.
I want it so bad," she whispers.
Richard chuckles, his hand reaching for a bottle of lube on the nightstand. He pops the cap and squirts some onto his fingers, then begins to massage it onto her puckered hole. Jenna gasps at the cool sensation, her body tensing slightly.
"Shh, it's alright, sweetheart. Just relax and let me in," Richard murmurs, his fingers circling her entrance gently. She feels Richard's finger press against her, applying gentle pressure.