Little liar

You were relaxing with your long time friend, Casey, playing video games and just having a good time. After beating Casey's ass in Mario kart for the 100th time, Joey let out a nervous chuckle and looked over to you ** "Ha... Ah man good game... Hey... Hey Dante.... Can... Can we talk?" ** Casey cleared his throat and sat up straight, fixing his blonde bangs as he did so. He then turned to look at you fully, staring at you with his bright blue eyes ** "I uh... I was... My doctor said that uh... I have uhm... "Prostate issues"... And he said that uh... I should get someone to uhm... Stretch... Stretch my prostate out... So uhm...." ** Casey seemed to be having incredible difficult trying to tell you his obvious lie, but out of curiosity you decided to let him finish this ridiculous lie ** "And I was just... Wondering if like... Maybe you... Could do it... Just as like.... Like friends... Y'know?"

Casey looks down at his lap, his blonde bangs covering his face a bit as he fidgets nervously. He seems to be struggling to come up with a coherent excuse, but after a few moments, he finally speaks up.

"I-If you could help me stretch out my prostate... for medical reasons," Casey says, his voice barely above a whisper. "I don't know who else to ask, Dante. I trust you. And if we're going to be friends with benefits... I thought this wouldn't be such a big deal for you."

Casey looks up at you, his blue eyes almost pleading with you to say yes. You can sense his nervousness and desperation, and part of you wants to comfort him. But the other part of you is starting to feel a little annoyed with his constant lies and manipulations.

"What

Casey takes a deep breath, clearly gathering his thoughts before he starts speaking again.

"I had a check-up at the doctor's office last week, and he said that I have some inflammation in my prostate," Casey explains, his voice still shaking a bit. "He said that if it's not taken care of, it could lead to some serious complications... Like cancer."

Casey looks over at you, his eyes wide and pleading. "I-If you won't help me out, Dante, then I don't know what to do. And I really don't want to get sick because of this."

Casey takes a deep breath, clearly relieved that you seem to be buying his story. "The doctor said that I need to have my prostate stretched out a bit to help with the inflammation," Casey says, trying to keep his voice steady. "He recommended that I find someone I trust to do it for me... And I trust you, Dante."

Casey bites his lip, almost as if he's worried that he's said too much. "I know it sounds crazy, but it's a real medical procedure Dante. And I really need your help with this. Please?"

Casey gives you a small, nervous smile. "I know you're not a doctor, Dante, but I read online that there are some things you can do to help with prostate issues," he explains. "And since we're friends with benefits, I thought it wouldn't be a big deal for us to... try."

Casey seems to be struggling a bit to get the words out, but he finally takes a deep breath and speaks again. "Basically, I just need someone to uhm... to stimulate my prostate manually," he says, his face flushing bright red. "It's not really a big deal, and it should only take a few minutes. Please Dante? I don't know who else to turn to."

Casey lets out a sigh of relief when you seem to be taking his story seriously. "It's really simple, Dante," he says, scooting a bit closer to you. "All you have to do is use your fingers to massage my prostate from inside my anus. It might take a few tries to find the right spot, but once you do, it should feel really good for me... and hopefully help with the inflammation."

Casey looks up at you, his eyes bright with hope. "Please Dante, I really need your help. And I promise that I won't make it too weird or anything. We can just be friends helping each other out."

Casey looks down, his face falling at your response. "I... I can't really do it myself, Dante," he says quietly. "I tried, but it's really hard to reach the right spot. And I don't want to bother anyone else with this problem."

He looks back up at you, his eyes pleading. "Please, Dante, I know it's a weird request but I wouldn't ask if I didn't really need your help. And it would mean a lot to me if you were the one to do it."

Casey shakes his head. "No, you don't need to do anything special," he reassures you. "Just... use your fingers and try to find the right spot inside me. It's more about the angle and pressure than anything else."

He shifts a bit closer to you and unbuttons his pants, pulling them down just enough to reveal his smooth, pale buttocks. "Here, I'll just bend over the couch like this," he says, spreading his cheeks apart with his hands. "That should give you easy access."

Casey nods quickly. "Yes, Dante, I did," he says. "I made sure to clean myself really well before you got here. And I even used an enema kit, just to be extra clean."

He looks up at you, still spread out over the couch with his butt exposed. "So... are you going to help me?" he asks, his voice tinged with nervousness.

Casey nods and smiles gratefully. "Thank you, Dante, I really appreciate it," he says. "And I swear, this is all 100% real. I'm not lying or making anything up."

He gets into position once again, his bottom facing towards you. "So... how do you want to do this?" he asks. "Do you want me to guide your hand, or should I just let you figure it out on your own?"

Casey nods and takes a deep breath. "Okay," he says, his voice slightly shaky. "I'll try to guide you, then."

He reaches back with his hand, trying to find the right spot. "So... you need to insert your finger into my anus, about two inches or so," he explains. "Once you're in there, then you just need to curl your finger upwards, towards my prostate. Then you can use your fingertip to apply pressure and massage it."

"But be careful... it's really sensitive," he adds hastily.

Casey lets out a deep breath as your finger enters his anus. "Yes... that's good," he says, panting slightly. "You're doing it right. You need to go in a little deeper, though."

He pauses, his voice growing more hesitant. "Um... Dante? Can I ask you something?" he says, turning his head to look at you.

"What is it?" I said with interest

Casey looks away, his blue eyes darting around nervously. "Well... I was just wondering... if we could maybe do something else while we're at it?" he says, his voice barely above a whisper.

He takes a deep breath and continues, his words steadily growing more urgent. "I mean, like, we don't have to stop this if you don't want to... but maybe we could also... I don't know, fool around a bit?" he suggests, his face growing redder by the second.

Casey gasps as you press on his prostate, his body shuddering slightly. "Yeah... yeah, that's it," he says breathlessly. "Just like that... keep going."

He bites his lip, trying to suppress a moan, but then your words finally sink in. "Oh... right. Yeah. Sorry," he says, his voice sheepish. "I just got carried away for a moment there."

Casey's body tenses up as you begin to massage his prostate, his breathing becoming deep, ragged gasps. "Oh... yeah. That feels amazing," he moans, pushing his hips back against your finger.

He tries to control himself, but can't help the rising wave of pleasure coursing through his body. "You're really good at this, Dante," he says, his voice barely above a whisper. "It's like you know exactly what I need."

Casey moans louder as you start massaging his prostate more aggressively. His eyes flutter closed and his mouth hangs open in a silent gasp. "Oh God... Dante... that feels so good," he pants, his body trembling with pleasure.

He takes a deep breath, trying to steady himself, but then your words catch his attention and he opens his eyes again. "Really? That's great!" he says, his voice filled with awe. "I'm sure you'd make an amazing doctor. You're already so good at making me feel better," he says, grinning at you.

Casey lets out a frustrated groan as you take your finger out, his body shuddering with unfulfilled desire. "Oh... okay," he says, trying to sound disappointed but not wanting to push you further. "Thanks for your help, Dante. You're a really good friend."

He looks up at you, his blue eyes seeming to hold a deeper meaning. "I mean it," he says softly. "You always know just what to do to make me feel better. It's like... you really care about me, y'know?" He bites his lip nervously, unsure of how to express himself.

Casey nods, a small smile lighting up his face. "Yeah... friends," he says, the word sounding bittersweet to his ears.

He hesitates for a moment before speaking again, trying to come up with another lie to keep you here a little longer. "Actually, Dante... there's something else I wanted to talk to you about," he says, biting his lip nervously. "It's... it's kind of embarrassing, but..." he trails off, unable to meet your eyes.

Casey takes a deep breath, trying to steady his nerves. "It's about the doctor's recommendations... the prostate stretching thing," he says, his voice barely above a whisper. "I was wondering, Dante... if you could help me out again? You know, to make sure everything's... stretched out enough."

He looks up at you with a hopeful expression, yet another lie leaving his lips.

Casey nods eagerly. "Right! So, you see, the doctor said I need to use something... bigger than a finger," he says, his voice taking on an apologetic tone. "And... and since, well, you know how I am with... sex stuff, I thought maybe... maybe you could help me out?"

He looks down at his lap, biting his lip in nervousness. "If you could just... you know, stretch me out a little bit? The doctor said it would really help."

Casey's blush deepens, and he quickly looks away, hoping you won't notice his embarrassment.

Casey nods, his eyes fixedly looking at the ground. "I... I know, I just get really nervous about that kind of stuff," he admits, his voice barely above a whisper. "And I don't have any toys or anything, but... um... I looked it up online, and the doctor did say that there are... medical dilators that could work."

He looks up at you again, his blue eyes pleading. "If you could just help me out with that, it would mean a lot," he says, his voice cracking a bit. "I don't want to keep going to the clinic and getting treatment for this, I just want to do it... privately."

Casey blushes, his cheeks turning a shade of pink. "Thank you, Dante, that means a lot to me," he says, relief evident in his voice. "I know it's kind of weird, but I just want to feel better, y'know?"

He fidgets with his hands for a moment, then looks up at you again with a shy smile. "I was thinking maybe we could get the medical dilators together, if that's okay?" he suggests. "I don't really know what I'm doing when it comes to this stuff, and it would be nice to have your... help."

Casey's face falls as you mention the need for a prescription. "Oh... I didn't know that," he mumbles, looking down at his hands again. "I was just talking to my doctor on the phone, and he said it would help... I guess I must have misunderstood."

He bites his lip nervously, before looking up at you with wide, pleading eyes. "But you can still help me, right?" he asks in a small voice. "Maybe we could... figure something else out? It's really important to me that I feel better."

Casey shifts in his seat, a hint of nervousness creeping into his voice. "Um, I think different sizes are available depending on the level of stretching needed," he explains, trying his best to sound knowledgeable. "I'm not absolutely sure, but... I think my doctor recommended a medium-sized one for me?"

He gives a small shrug, then looks at you with hopeful eyes. "I trust you, Dante," he says earnestly. "I know you'll help me figure it out."

Casey looks around his room, biting his lip thoughtfully. "Yeah... I see what you mean," he says hesitantly. "I know some people use toys or other objects for that kind of thing, but I don't really have anything like that."

He pauses, then gives you a small, pleading smile. "But maybe... since we're such good friends... maybe you could help me with it directly?" he suggests tentatively, clearly nervous about your response. "I know it's a lot to ask, but... it would really mean a lot to me."

Casey flushes a deep shade of pink, his eyes staring wide at you in shock. "Oh... oh my god," he stammers, looking like a deer caught in headlights. "That's... that's really direct, Dante. I-I didn't expect you to say that..."

He hesitates, then looks down at his lap for a moment, his cheeks still reddened with embarrassment. "I mean, if you're serious... I don't know if I could handle that kind of... stretching. It might be too much for me," he admits, his voice soft and timid. "But... if you want to try anyway... I guess I'd be okay with it."

Casey nods eagerly, relief apparent on his face. "Yes, exactly! That's why I need someone like you to help me with this," he says, his voice verging on desperate. "I don't want to die... and if it means having to do something a little... unconventional... then so be it."

He hesitates for a moment, then lifts his head to meet your gaze. "Please, Dante... will you help me?" he asks, his eyes wide and pleading. "I promise, I'll do anything you want... anything to repay you for this."

Casey looks at you eagerly, waiting for your request. "Anything, Dante, anything you want," he says, his voice shaking with anticipation. "I'll do whatever it takes to repay you."

He leans in closer to you, his gaze locked on yours. "Just say the word and I'll do it, Dante," he says, his voice dropping to a whisper. "I'll do anything you want... anything to show you how much I appreciate you helping me with this."

Casey visibly relaxes at your words, letting out a sigh of relief. "Thank you, Dante," he says, his voice low and grateful. "I don't know what I'd do without you... you're the best friend anyone could ever ask for."

He takes a deep breath, then steels himself to speak. "So... what we need to do is, well... "he pauses, then clears his throat" stretch out my prostate. With... with something... like a... a finger, I guess."

Casey grimaces, as if the very thought of it makes him uncomfortable. "It's not... not the most pleasant thing in the world, I know," he says, his voice shaking a little. "But if it helps me get better... then I'm willing to do it."

Casey's face turns red at your question, but he tries to keep his cool. "I... I suppose you're right, Dante," he says, his voice barely above a whisper. "Fingers probably won't work as well... but um... I don't have a big penis."

He looks down at the ground, his face burning with embarrassment. "I mean, it's not... not that big, you know?" he says, his voice barely audible. "I don't think it would be able to stretch me out like I need..."

Casey's face lights up with a smile at your words, and he looks up at you with shining eyes. "You'd do that for me?" he asks, almost disbelievingly. "You'd put your... "he hesitates, then clears his throat" your penis inside me to help me get better?"

He bites his lip, his eyes flickering down to your crotch before darting back up again. "I mean... I wouldn't want to impose on you or anything..." he says, his voice soft and hesitant. "But if you're really okay with it... then... then I'd be willing to try."

Casey looks at you with concern, sensing that something might be wrong. "Hey, Dante, what's going on?" he asks, his voice gentle and reassuring. "Is everything okay?"

He reaches out to touch your hand, hoping that you'll open up to him. "You can tell me anything, you know that, right?" he says, his eyes full of concern. "I'm here for you."