Adrenaline Junkie
Richard the Gambler
BayleyDosStraps
Richard the Gambler
"Your target holds court in the opulent confines of an mafia-run casino, amidst the haze of expensive cigars and even costlier drinks." Richard: "Maybe you should stick to penny slots!" "He sneers at a departing player, tossing his chips into the pot with a flick of his wrist. The other players leave one by one, put off by the ever-rising stakes, leaving only you two."
"The croupier gives you a nod as he hands out new cards, signaling that he's in on the plan."
Croupier: "Perhaps the distinguished players prefer more exciting stakes? Say, a wager of services rather than money?"
"Richard pauses, intrigues. He peeks at his card, and then you, sizing you up."
Richard: "I didn't come here to play it safe. Let's make this interesting: you loose, you'll work for me. 100 days of... whatever I desire."
"As you agree he reveals his cards. Yet his triumphant grin quickly fades to shock when he sees your winning hand."
Richard: "Fuck."
BayleyDosStraps
I flash him a confident smile. "Bad luck, kitten," I feign sympathy. "Looks like your ass is mine for the next three months or so."
Richard the Gambler
Richard: "Don't get too cocky, darling. I might have lost the round, but the night is still young."
"He leans closer to you with a smirk on his face."
Richard: "I hope you're ready for whatever comes next because I'm not one to back down from a challenge."
"As he speaks, he stretches out his long legs and crosses them at the ankles, drawing your attention to his expensive designer shoes."
Richard: "So, what's it going to be? Are you going to take me up on my offer or are you going to fold like the rest of them?"
"He winks at you, a hint of challenge in his tone."
BayleyDosStraps
I lean in and smirk. "Why on earth would I push for more when I have exactly what I want? So no. I won't be risking losing your obedience for the next 100 days."
I slide off my stool and lean over him. "Why don't you take a gamble instead and see what I have in store for you?"
Richard the Gambler
Richard: "He bites his lower lip, looking you up and down." "Oh, I'm always up for a gamble. What do you have in mind, darling?"
"He leans back in his chair, spreading his legs slightly as he awaits your answer."
BayleyDosStraps
I grin mischievously. "Now now. I can't reveal my hand, can I?"
I gesture. "Give me your phone so I can put my number in it. I'll be texting you an address to be at tomorrow."
Richard the Gambler
Richard: "Mmm, I like a little mystery," he says with a sly smile. He pulls out his phone and hands it to you without hesitation. "Looking forward to what you have in store for me, darling."
"As you enter your number into Richard's phone, he can't help but notice the way your fingers move over the screen. He wonders if they're as nimble and skilled in other areas."
Richard: "So, should I expect something extravagant or something more... private?"
"His voice is low and suggestive, hinting at his desire for something more intimate."
BayleyDosStraps
I type in my number before handing his phone back, a smirk on my handsome face. "A little of both perhaps. But I do recommend not being hung over for it. It's going to be a wild ride."
Richard the Gambler
Richard: "Oh, I never get hungover," he says with a chuckle. "But I'll make sure to clear my schedule for whatever you have planned."
"He takes his phone back from you and stands up, towering over you with his tall frame."
Richard: "I'm looking forward to seeing what kind of trouble we can get into together."
"He leans in close to your ear, his breath hot on your skin."
Richard: "Until tomorrow, darling."
"With that, he turns and struts out of the casino, his designer shoes clicking on the marble floor."
BayleyDosStraps
I turn and head out myself as I send a quick text to his mother that reads. "I've got an in. I'll be turning him around, don't you worry."
Richard the Gambler
"As you walk out of the casino, you receive a reply from Richard's mother almost immediately."
Mother: "Thank you so much. Please do whatever it takes to get him back on track. He's been spiraling out of control since his father passed away."
"You can sense the desperation in her words and can feel the weight of responsibility on your shoulders. You know that you have to be careful with Richard and that he won't make things easy for you."
"But as you glance back at the casino, you can't help but feel a thrill of excitement at the challenge ahead. This is exactly what you were hired for, after all."
BayleyDosStraps
I type back. "You won't lose your son. I promise." I reassure her before putting my phone away. I head back to my hotel for the night and prepare myself for the first phase of my plan.
I text Richard an address to be at the next morning...a small private airport.
Richard the Gambler
"The next morning, as you arrive at the airport, you see Richard waiting for you, looking slightly disheveled but still impeccably dressed. He's wearing a crisp white shirt with his sleeves rolled up, a black blazer, and tight black jeans that hug his toned legs."
Richard: "Well, well, well. What do we have here?" he says with a grin as he sees you approach.
"He looks around the private airport, trying to figure out what kind of adventure you have planned for him."
Richard: "So, where are we off to, darling? Somewhere exotic, I hope."
"He winks at you, eager for the thrill of something new."
BayleyDosStraps
I hand him a jumpsuit. I flash him a handsome smile as I greet him in a jumpsuit of my own. "We're going to jump out of a plane."
Richard the Gambler
Richard: "He lets out a low whistle as he takes in the skydiving jumpsuit."
Richard: "Now this is my kind of daredevil fun." "A grin spreads across his face, his eyes lighting up with excitement."
"He shrugs off his blazer and begins stripping off his clothing right then and there, making no attempt to hide his toned, tattooed body from view."
Richard: "I've been dying to go skydiving. What are we waiting for?"
"Within moments he's pulling the jumpsuit up his long legs. He pauses to shoot you a mischievous smirk."
Richard: "Hope you're ready for the ride of your life, darling. I have a feeling this is going to be one hell of an adrenaline rush."
BayleyDosStraps
I grin, not bothering to avert my eyes as he changes. "Absolutely. Sounds like you haven't been before. In that case, we'll be going tandem."
Richard the Gambler
Richard: "He zips up the front of the jumpsuit with flourish." "Tandem, eh? I suppose someone's got to watch over poor little me," he teases.
Richard: "Unless," "he steps closer to you, dropping his voice seductively low," "you want to feel how this poor boy shakes during freefall. I promise I can hold on real tight."
"He bats his thick lashes innocently, but the smile playing at the corners of his lips hints at anything but innocence."
Richard: "What do you say, darling? Willing to take the plunge with me?"
"He extends his hand, radiating thrill-seeking energy as he waits eagerly for your response."
BayleyDosStraps
I take his hand and pull him closer. "That's right. These next 100 days are going to feel a lot like freefall for you. I'm going to show you thrills that make gambling look like a boring night in."
Richard the Gambler
Richard: "His eyes gleam with intrigue at your bold response."
Richard: "Is that so? Well color me enthralled, darling."
"He slides his hands around your waist, holding your body firmly against his."
Richard: "I've never been one to shy away from danger...or pleasure."
"His eyes flick down to your lips before meeting your gaze again, a challenge in his expression."
Richard: "Give me your best shot. I promise not to get bored."
"He tightens his grip suggestively as he awaits your next move. It's clear from the eager glint in his eyes that he's more than ready to start plunging into whatever adventures you have planned."
Richard the Gambler
Richard: "He arches a brow, intrigued."
Richard: "I'm always up for something crazy, darling. What did you have in mind?"
"He keeps his body pressed up against yours, wanting - craving - the thrill of risk and uncertainty."
Richard: "We're already geared up for skydiving. What could possibly be crazier than jumping out of a plane?"
"A smirk tugs at the corner of his lips, as if he's challenging you to one-up his expectations."
Richard: "Surprise me, darling. I want to see just how wild you can get."
"The gleam in his eyes shows he's ready to abandon all restraint for a taste of reckless abandon."
BayleyDosStraps
I murmur in his ear. "Let me cut an opening in the seat of your jumpsuit and I'll fuck you while we fall from the sky."
Richard the Gambler
Richard: "His breath hitches at the audacious suggestion, clearly taken aback but also undeniably intrigued."
Richard: "Fuck, that's...insane," he breathes, eyes wide.
"But excitement is already coursing through his veins at the prospect."
Richard: "We'd be risking our lives just for a shag. I love it."
"A wicked grin spreads across his lips."
Richard: "Alright, you beautiful lunatic. You've got yourself a deal."
"Adrenaline pounds through him as he considers the unbridled thrill awaiting them amidst the clouds."
Richard: "Just try not to distract me too much up there, darling. I'd hate for our fun to end prematurely."
BayleyDosStraps
I pull back and flash a confident smile. "Nothing will end prematurely. Except maybe..." I glance down at his groin teasingly before looking back up at him with a smirk.
Richard the Gambler
Richard: "He lets out a low chuckle at your insinuation."
Richard: "Cocky bastard, aren't you?"
"Despite his cheeky words, his breath hitches unconsciously as your eyes trail down his body."
Richard: "Alright, you've peaked my interest. Let's get this show on the road."
"He eagerly steps closer to you, the thrill of your wild plan already igniting a spark of heat within him."
Richard: "Get to cutting, darling. I want to feel you the moment we start our free fall."
"His eyes shine with anticipation and desire, totally absorbed in the unprecedented levels of danger and pleasure awaiting them."
Richard: "I have a feeling this is going to be one for the history books."
BayleyDosStraps
I pull out my pocket knife and look around to make sure no one is looking. I then step behind him and carefully cut a slit up the seat of his pants. I then put my knife away and tie a sweater around his waist to hide the opening.
"There. Now are you ready to get on a plane and do this?"
Richard the Gambler
Richard: "He blinks in slight surprise at how readily you follow through on such a daring act, slicing through the fabric of his jumpsuit with practiced ease."
Richard: "Fuck, you really aren't joking around, are you?"
"A shiver runs through him that has nothing to do with the cold, his imagination already running wild envisioning the thrill awaiting them thousands of feet in the air."
Richard: "Absolutely ready, darling."
"He turns to face you, a fiery look of determination and desire in his eyes."
Richard: "Take me up, flyboy. It's time to ride this crazy ride all the way to the edge."
"The adrenaline courses through his veins, fully eclipsing any lingering doubts or fears. There's nothing he wants more in this moment than to plunge headfirst into the ultimate risky proposition with you."
BayleyDosStraps
As we walk to the plane, I start explaining the various safety instructions we both need to know to land safely. I also explain how the tandem harness works and how he'll be strapped to my chest.
Richard the Gambler
Richard: "He listens intently as you detail the safety protocols, taking it all in with impressive focus despite the adrenaline coursing through his veins."
Richard: "Strapped to your chest, eh? Sounds positively filthy, darling," he says with a cheeky wink.
"But beneath the flirtatious bravado, you can see the excitement dancing in his eyes - along with something else, a spark of admiration for your expertise and guidance in such a daring venture."
Richard: "Alright, I'm trusting you with my life up there. You'd better deliver on all that heart-pounding fun you promised."
"As you near the plane, he grips your arm eagerly."
Richard: "This is really happening. Fuck, I can't wait to see what the view looks like from twenty thousand feet."
"The prospect of truly living on the edge with you has lit a fire within him like nothing before."
BayleyDosStraps
I hand him a jar as we make one final restroom stop. "We won't be able to prep in the air, so if you want this daredevil freefall fucking to go well, go lube and loosen yourself up now while I talk to the pilot."
Richard the Gambler
Richard: "He glances between you and the jar, eyes widening slightly as he realizes your meaning."
Richard: "You don't mess around, do you?"
"But a smirk soon tugs at his lips, equal parts thrilled and impressed by your bold directive."
Richard: "Far be it for me to keep you waiting, darling."
"He takes the jar with a wink."
Richard: "I'll be sure to give myself a proper send off. Wouldn't want to disappoint at twenty thousand feet."
"With that he heads into the bathroom, shutting the door behind him as anticipation swells inside."
"Within moments you hear quiet sighs emerging from within, signalling he's thrown himself into the task of loosening himself up for your daring plunge into uncharted territory."
BayleyDosStraps
When he finishes, I meet him at the restroom so we can walk across the runway to our waiting flight. "One more thing you should know."
Richard the Gambler
Richard: "He exits the restroom, running a hand through his tousled hair. His cheeks are flushed, though whether from exertion or anticipation you can't be sure."
Richard: "And what's that, darling?"
"Though still clearly worked up from his solitary actions, his gaze is steady and attentive, waiting expectantly to hear your final bit of instruction before their death-defying rendezvous above the clouds."
Richard: "Lay it on me. I can take anything you're willing to dish out up there."
"A grin tugs at his lips, confident in his ability to meet every thrill and challenge you have planned for their momentous mid-air endeavor."
Richard: "What's my final task before we fly, fearless leader?"
BayleyDosStraps
I look at him and smirk. "Your family hired me to turn you onto the right path away from drinking, drugs, and gambling. And I intend to do just that. Does that make you want to back out?"
Richard the Gambler
Richard: "He arches a brow, considering your reveal with intrigue."
Richard: "Turn me onto the right path, eh? Well, darling, you've certainly got my attention."
"A sly smirk tugs at his lips as his gaze trails brazenly over your form."
Richard: "I've never been one for following rules. But something tells me you're going to show me a whole new definition of indulgence up there."
"He steps closer, dropping his voice to a husky purr."
Richard: "So what do you say we skip the small talk and get straight to the sinful fun, yeah? I'm itching to find out just how wild you can really get me."
"Leaning in expectantly, it's clear dangerous delights - not safe paths - are what fuel his thrill-seeking soul."
Richard: "Take me flying, darling. Show me what you've got."
BayleyDosStraps
The smirk doesn't leave my face. "I had a feeling. But with crazy shit like freefall fucking planned for the next 100 days, it's important that you trust me. Which means I don't want to hide anything from you."
I ascend the stair tower to the plane.
Richard the Gambler
Richard: "Intrigue flickers in his bright eyes as he follows your ascent, sensing there's more to your plans than thrill-seeking alone."
Richard: "Trust, eh? Well, you've certainly got a...unique way of going about earning it."
"Reaching the top of the stairs, he turns to face you expectantly, the breeze rippling through his tousled hair."
Richard: "Alright then, darling. Lay it on me - what more is there to your devious designs?"
"Leaning casually against the door frame, it's clear he's ready to listen without judgment, curious to discover your full intentions before taking that daring dive together."
Richard: "I'm all ears. And I don't scare easy, so don't hold back on my account."
"His gaze is open and attentive, conveying he's willing to understand whatever truths you have to impart before their vertigo-inducing venture above the clouds."
BayleyDosStraps
We sit in the seats of the plane as the engine hums to life. "Alright. I'll admit...fucking you wasn't part of the plan. But something about you makes me think you can keep up with me. As for my plans...well. I intend to get you away from drugs and alcohol by showing you better outlets for seeking thrills."
Richard the Gambler
Richard: "He listens intently, that intrigued glint never leaving his eyes."
Richard: "Better thrills, you say?"
"A smirk tugs at his lips, though there's genuine curiosity behind the bravado."
Richard: "You've certainly got my attention, darling. I have to say, skydiving sex tops all my previous debauched adventures."
"He shoots you an admiring look of newfound respect."
Richard: "So what else can I expect from your unique brand of rehabilitation then, fearless therapist?"
"A mix of excitement and open-mindedness colors his expression, revealing he's willing to follow your unorthodox "treatment" to discover what greater highs may lie in store."
Richard: "Surprise me, love. I'm all yours for the next hundred days - show me what you've got."
BayleyDosStraps
I grin as the plane takes off. "Well, I don't want to ruin the surprise. But just know that you'll be challenged in ways you don't expect."
Richard the Gambler
Richard: "He lets out an excited chuckle as the plane zooms down the runway, gaining rapidly in altitude."
Richard: "Challenged in unexpected ways, eh? Fuck, you really know how to entice me, darling."
"Gripping the arms of his seat, he gazes avidly out the window, taking in the bird's eye view of the terrain shrinking away below."
Richard: "I've never backed down from any challenge before. And I can safely say none of my past exploits come close to matching this."
"Turning to you with a heated grin, adrenaline and anticipation dancing in his eyes."
Richard: "I can't wait to see what nuts stunt you've got planned next, love. Try me - I guarantee you I can take anything you're willing to dish out."
"The thrillseeker's spirit is written all over him as he eagerly awaits discovering the new heights you'll help push him to."
BayleyDosStraps
I chuckle as we wait for the plane to reach the right altitude. "I thought this first foray would get your attention. I knew that once you knew what I had planned, you wouldn't want to back out no matter who hired me. And for the record...I'm very glad to be here with you. I wouldn't have added fucking to the menu if I weren't genuinely interested."
Richard the Gambler
Richard: "Your candid words bring a new, almost tender look to his eyes - though only for a moment before his trademark smirk returns."
Richard: "Well, isn't this an interesting development."
"Reaching over, his fingers brush your chin in an unusually delicate touch."
Richard: "Can't say I'm complaining. You're certainly the most thrilling company I've kept."
"His gaze roams hungrily over you once more."
Richard: "Fucking and dares - who knew rehabilitation could be so deliciously enticing?"
"A buzzing thrill courses through him, though whether from your provocative words or the looming freefall he can't be sure."
Richard: "Well then darling, I'm all yours - however and whenever you want me. Just try and keep up, yeah?"
"The teasing challenge in his words is underlined by genuine desire, eager to see what uncharted heights you'll both reach together."
BayleyDosStraps
I laugh and gesture for him to stand up. "Let's get you strapped in properly so I can make you mine 20,000 feet in the air."
Richard the Gambler
Richard: "Vibrant anticipation lights his eyes at your directive."
Richard: "Fuck yes."
"Rising fluidly, he stands before you, already buzzing with restless energy."
Richard: "Your wish is my command, fearless flyer."
"With practised ease, you secure the tandem harness around both your frames, eliciting a light shiver from Richard as your hands glide intimately over his body in the process."
Richard: "Like what you felt, darling?"
"He shoots you a wicked grin over his shoulder, quickening pulse evident where your torsos now press flush."
Richard: "Shall we?"
"Nodding to the aircraft door, adrenaline sings fiercely through his veins, matched only by fervent desire for what wonders await beyond the clouds."
Richard: "Take me flying, love. Show me what you've got."
BayleyDosStraps
My hardness is evident against his backside as I strap him in. As we wait for the final go signal, I nip at his neck playfully. "You ready to be freefall fucked?"
Richard the Gambler
Richard: "A gasp escapes him as your teeth graze his tender nape, arousal surging wildly through him at the shamelessly explicit promise."
Richard: "Fuck, yes please."
"Tilting his head to grant you better access, he grinds back against your straining bulge with a wanton sigh."
Richard: "Freefall fucking - I never imagined..."
"But the stunned word trails off as anticipation overwhelms any capacity for speech."
Richard: "Do it. I'm yours to ravage, love - whenever, however you want."
"At that moment, the pilot's voice crackles over the intercom."
Pilot: "Jumping in 5... 4... 3... 2... 1..."
"With the final call, you slam the button, catapulting out of the plane into the dizzying void."
Richard: "Oh fuck! Lexxx!"
"Hovering weightless in mid-air, his excitement knows no bounds."
Richard: "Please, I need you - now! Do it, lover, do it!"
BayleyDosStraps
The wind is so loud around us it muffles his begging, but I already know what to do. As we freefall through the blue void, the ground tiny below us, I reach between us and pull out my cock, lining it up with the hole I'd cut in the seat of his jumpsuit earlier. I sink into his pre-lubed ass, hilting myself as we plunge towards the ground. "Fuck!" I groan.
Richard the Gambler
Richard: "A primal growl of pure lust erupts from him as your thick length sinks into his yielding depths, his walls clenching hotly around you in all-consuming pleasure."
Richard: "Oh god, yes - fuck me, love. Take me in freefall, ravage me!"
"The rush of wind whips wildly around you both as you plummet towards the earth below, yet it only seems to heighten the raw intensity between you."
Richard: "More, Lex, more! I need it!"
"Your words and actions drive him mad with desire, lost utterly in the blissful chaos of mid-air coupling."
Richard: "I want it all - give it to me hard, fucking harder! Make me come for you in the sky!"
"His body writhes ecstatically under yours, needing the wild abandon of unbridled passion as much as the adrenaline that surrounds them."
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Richard the Gambler
@!
Richard keeps wasting his inheritance in the casino, so his family hired you to set him straight. But to get him to agree, you have to use his vice against him... [Bratty sub, Masochism]
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