Adult How To

Chapter 33: Petite Phallus Penitentiary

Ryan and Charlie embark on a cruise journey. (continuing)

Spankmasters
May 3, 2024
36 min read
chastitycuckoldSmall Penis Prison Ch. 33femdomedgingsph
Small Penis Prison Ch. 33
Small Penis Prison Ch. 33

Chapter 33: Petite Phallus Penitentiary

In their grand suite, adorned with crimson and golden accents, a generous double bed occupied one corner, and windows with grand views sprawled across the other.

Charlie turned to Ryan, "Fancy a dip at the pool for a bit?"

"Come on, why did you say I didn't need to wear that..." Ryan began, only to be interrupted by a crescendo of ecstatic moans from the neighbouring room. Charlie rolled her eyes and snickered, "Seems like they're not wasting any time. Don't you think?"

"So..." snapped Ryan, "You told me not to wear that thing?"

"Relax, scamp. If you desire to sprout your little rod from its cage, here's a hint—behaving yourself is key, got it?"

"Alright," he contracted, "I'm sorry, Charlie."

"Good boy," she purred, "And regarding the cage business? A simple misunderstanding; it's not a mountainous issue, now is it?"

There was a moment of tense silence before Charlie resumed, "You know, you can stop gawking at my booty."

"But it's so..." Ryan sat in disbelief, "I'm not used to such a ripe, delectable booty that...you look so alluring with your cheeks in that black thong..."

Charlie snickered and then ambled towards the pool without a backwards glance at him. Toto's shorts shrank away to unveil her deep ebony cleavage hugged by a tiny thong visible through the mesh sarong she was adorning.

Charlie requested, "Let's head over to that pool. We have Cecilia there sunbathing."

The sight of Cecilia on a lounger escalated the elephantine tension surrounding them. Charlie asked, "Where's RoRo?"

"Stubborn fellow is fetching me a drink," Cecilia responded.

"Fabulous, Ryan, how about bringing me a mojito?" Charlie smiled, sitting beside her.

Ryan ventured to the bar to join RoRo. "Do you already have one?" he inquired.

"Nope, the geezer helping isn't at work right now." RoRo disclosed.

"In that case, we should start preparing it oursel—"

"See? Even when I'm not around, we find him charming and hardworking," noted Lia as she sat beside RoRo.

"Lia, could you provide us with a drink?" Ryan probed.

"You're concocting a mojito?" Lia asked.

"Made to order for you," Ryan grinned.

"You must be a keeper, Ryan," said Lia, "I adore mojitos."

Ryan was in disbelief. Since his release, Charlie's sensative dietary instructions and consistent exercise had changed his form from overweight to painfully sexy. While he'd always been drawn to round butts of any size and color, it could also be because of the prolonged, unyielding arousal...or the constant absurd activity that pushed his dick to the brink of freedom. As Lia's body swayed back and forth in her full figure bouncing from the stool, it was tough for Ryan to conceal his awe, the impression that she was inviting him to go for it.

Lia teased, "Good things happen when you wait."

"Or is this some sort of excuse for me to go without cumming?" Lia retorted, "You've kept things bottled for who knows how long."

"Now, I'm not entirely certain..." she declined, "But my hunch tells me there are other factors at play."

Ryan lent her her mojito, telling her, "Don't worry...you're to blame. Just look at that ass..."

"Used to it, do I?" Lia rebuffed.

Together, Ryan and RoRo returned to the pool where Charlie waited, soaking up the sun. "Where's the folks?" she inquired.

"Hi, hey there!" greeted RoRo.

"His cock was just very large," said Lia, "Far too big, my darling."

"No kidding," Charlie confirmed.

"What do you think about chartering a yacht next time?" Holly asked, "Somewhere with more 'staff'."

"That's proof enough that’ll happen," RoRo cheekily jabbed.

Their conversation was interrupted by a heart-gripping screech from the connected suite. "Oh my god, what was that?" asked Charlie.

RoRo laughed, "Guess they're really enjoying their trip!"

"You shall..." Ryan's eyes wandered to Lia's voluptuous figure, "They're still there making noises..."

"Or we could go for a swim," Ryan then proposed, nodding towards the pool.

"Why not?" said Lia swinging her hips, vivacious as ever.

They sandwiched their way into the pool. Ryan's eyes wandered ceaselessly to the curves draped on the chair beside the pool bouncing as Lia adjusted her position.

"Hey, can you mix me a drink or something?" Ryan inquired of Roro.

Roro responded, "Sure, if you can make a margarita, that would be great. I'm not too familiar with the process." He smiled.

"I got you covered." Ryan replied confidently, "And how's things going with Cecilia?"

Roro responded, "Really well. She's wonderful."

"You're lucky she's a beauty." Ryan added, "I only know her a little bit through SPP and what I heard was that she's tough with her guys. Maybe she's a different person away from that environment."

Roro commented, "Well, we'll have to see. So far, I'm not lying to you when I say I hope to experience some intimate moments with her. You know what I mean."

"You mean have sex?" Ryan asked.

"I mean anything." Roro replied, "We've been together for a while now but haven't done anything, we've gone out to dinner and to the movies, but nothing else. We've only kissed a few times though."

"It'll happen." Ryan assured him, "I guess having her sleep with your brother a couple of times a week is a bit messed up too, right?"

"That's another thing that bothers me. She asked me at first if it bothered me, but I didn't imagine she'd keep having sex with him so frequently." He said.

"And who's the guy that was waiting for your mom?" Ryan inquired.

Roro answered, "Silver, he's a total jerk."

"Silver? That's his name?" Ryan asked.

"Yes." Roro answered, "He was a real asshole to me, constantly calling me a faggot. And even though he's banging my mom every night like an animal, she doesn't seem to care about the noise he's making. She yells loudly and hits the headboard so hard against the wall. It's a nightmare."

"And what about your dad?" Ryan asked.

Roro shared, "My parents divorced when I was ten. My dad caught my mom and Silver in bed one day when he came home early."

"Silver? He was working as a plumber around here and apparently caught up with all the wives in the area. My dad also believed that Lars was Silver's biological son, but he never took any DNA tests. They don't look alike and much more similar to Silver."

"You see him often?" Ryan asked.

"Yes." Roro said, "He married another woman a few years ago. She's a gold digger and cheats on him as well." Roro added, "Every time I mention something to my dad, he pretends not to hear me. It's like she has him wrapped around her finger, physically."

"Boys, how's the drink prep going?" Cecilia called out from a lounge chair.

"Almost there!" Ryan said, handing Roro his drink and heading toward the ladies.

When Ryan and Cecilia reached the ladies, a tall couple entered. Both were naked and Hector's cock seemed ready to burst from its cage.

"Hi!" the woman said, smiling, "I'm Amelia and this is Hector."

"Pleased to meet you two." Charlie responded, "You're the ones making lots of noise in your room, right?"

"We might be." She replied with a naughty smile, "I just can't go without Hector's enormous cock inside me. I'm addicted."

"Don't see any signs of service staff around here." Cecilia remarked, "Isn't there anyone working on this ship?"

"Trust me, Laura will go over everything later, don't worry." Lia said, unfazed, lying on her lounge chair, "And you, sweetie, make another one of those tasty mojitos for me."

"Hey, are you looking at me?" Ryan asked.

"You're talking to me." She told him, still smiling, "Wink at me."

Ryan looked over at Charlie and noticed a strange smile.

"Cute boy, go make a mojito for your friend." She said with her smile still in place.

"Hector, grab a martini for Amelia." Amelia instructed.

Ryan accompanied Hector to the bar and was soon joined by Roro.

"I suggest we don't leave the girls alone. I've had bad experiences with a group of girls before." Roro mentioned.

"Hector, right?" Ryan inquired.

"Nice to meet you." He answered, "I'm Hector."

"Ryan here." Ryan introduced himself.

Roro remarked, "Hi, I'm Ronnie." He then asked, "What noise were you mentioning earlier?"

Ryan chuckled as he shared, "Seems like Hector and Amelia had some action before going out to bask in the sun. You're so fortunate, Charlie's not even intending to get my key back anytime soon and you're already going at it as soon as you enter your room."

In response, Hector clarified, "No, not that kind of action."

Roro proceeded to ask, "What do you mean?"

Hector explained, "Amelia doesn't let me cum when we're having sex, I need to hold back or I'll face consequences. And we have sex frequently, trust me." He went on, "And it's been a long time since I was allowed to cum, now it's almost impossible to hold back and I'm really struggling with it."

Ryan inquired, "You're married?"

Hector confirmed, "Yes, we've been married for 5 years."

Ryan asked, "It's been like that since the start?"

Hector answered, "Certainly. I used to be quite the ladies' man, I could get any girl I wanted. When I met Amelia, she was the shy, nerdy friend of the girl I was dating then. When I discovered she was a wealthy heiress, I figured even though she wasn't my usual type, she was kind of cute, so I started dating her. The truth is, I was ashamed to admit it, but I was attracted to her money - I was certain I could live like royalty with her."

Ryan responded, "So how'd you find yourself in this situation?"

Hector revealed, "Don't be fooled by her demeanor, she's a fierce lioness, a very sadistic one. Initially, everything was fine. She's kinky in bed, but don't be deceived by the way she appears. Early on, she had a chauffeur who took me around, she claimed it was for my convenience, but looking back, it was a total ploy. The sex with her was great, so I didn't complain. Then came her suggestion of a chastity cage before we married - I agreed because I knew the reward was well worth it, but what I didn't recognize was that she already had a lineup of lovers, I learned about them on our wedding night. She had sex with some of them. Then, she became more and more restrictive with my orgasms, and up to now, I'm completely dependent on her."

Roro commented, "Quite a narrative."

Hector shared, "I have a fantastic life - servants for everything, I don't have to work, and at home, I can do whatever I wish. She works a lot as the vice president of her father's company, but when she's home, she just craves to have my cock in her or my tongue in her ass. She's insatiable. Everything would change if she allowed me to cum more frequently."

Ryan inquired, "Why don't you get divorced?"

Hector sighed, "She made me sign a premarital agreement - a moment of weakness for me as I hadn't come in a long time. She had promised me that if I signed it, she'd let me have an orgasm. But of course, the moment I signed, she robbed me of that experience. Plus, she's threatened on numerous occasions that if the idea of divorce crossed my mind, she'd flush the key to my cage down the toilet."

Amelia smiled sweetly and spoke up, "And Hector, have you seen my martini?"

He responded, "I'll be right there, my dear."

Charlie cheekily conversed with Ryan, pointing at Amelia, "Do you know Megan? She's a blast."

Amelia added, "I'm not a big fan of her, but my father is determined to reclaim what my grandfather left to that woman."

Charlie continued, "And why did he place her in charge of her son, someone over twice her age?" She laughed, seemingly relishing the conversation.

"My uncle is a jerk, a deceiver, and a bum, he's always been like that. My dad knows it, and my grandpa knew it too. Maybe my grandpa thought he was punishing him by leaving Megan in charge. I'm not sure, but my family doesn't tolerate the weak." Amelia commented, "I didn't know he was a virgin, but I'm not surprised, and what you told me about his small manhood is pretty funny."

"Gina calls him Little Dick." Charlie joked.

"The name fits him perfectly." Amelia giggled too.

"Hold on, Littledale?" Lia, who seemed to have just woken up from a nap, said. "That's the name of one of Teddy's business partners. I thought she meant her sister."

"I don't expect any special treatment. Don't worry." Amelia responded, taking another sip of her martini, "I just hope to unwind and enjoy my vacation."

"Hello, I'm Ivy, and this is my pet, Goo." the woman they'd met at the entrance introduced herself.

This Goo followed her with an umbrella, constantly shielding her from the sun while sitting next to them as if he didn't exist.

"So, you're Laura's sister?" Lia asked after the introductions.

"Yes." She replied, lying back down while Goo moved a little to try to block the sun with the umbrella.

"It's odd that being twins, your sister didn't mention you." Lia said.

"We hadn't spoken in years, but now we get along again." she explained.

"It must've been a huge fight. Laura told me when you were kids, you were very close." Lia stated.

"Laura was always so rude." Ivy countered, "What occurred is that my sister and I have always known how to use our looks. Between the two of us, we've ruined countless marriages. We're in it for the money now, and I got a mansion in Miami from my last husband, Jake, through divorce — almost half a billion, and that's just the last one. I've had three divorces, all of them lucrative. Men only think with what's between their legs... like this Goo, for instance, though you can't even call him a man."

"Yes, Miss Ivy." Goo said without looking up from the ground.

"And Goo's your last husband?" Cecilia questioned.

"Certainly not." she asserted, laughing.

"Then who is?" Charlie inquired.

"He's my ex-husband's son. Since I married his father, I began training him behind the scenes. He was a party boy, a womanizer, and a drug addict. As the son of a billionaire, he had everything he wanted. I could see how he ogled me the moment I arrived at that house. So I used the opportunity to gain his trust."

"And how did you achieve that?" Charlie asked.

"It's simple," Ivy replied. "Just like I said before, men only think with their cocks, even one as small as Goo's. So I started making advances and he completely fell for my tricks."

"And what happened next?" Cecilia questioned.

"The training commenced," Ivy said, "You've heard of Pavlov's experiment?"

"A little." Amelia smiled, "This is fascinating."

"It's really easy," Ivy continued, "Watch Goo. Ivy, dear, imagine a massive, veiny black cock."

Ryan noticed Goo's eyes tightened in discomfort, a combination of pain and pleasure, then seconds later, his cock became hard inside its cage, dripping pre cum and pulsating vigorously.

"There you have it. Good girl." Ivy smirked, "Now imagine me sucking that huge black cock up and down gently."

Goo's cock was almost bulging from the cage, a jet of pre-cum dripped from the tip.

"Alright..." Ivy chuckled, "Now imagine that big cock plunging into my pussy and reaming me out with every thrust, flooding me with orgasms."

Goo's cock trembled fiercely and he let out a low moan with his eyes still tight shut.

"I've done that." said Ivy, "But that's just the first step. Now, only upon my authorization does he achieve an erection. What's more, he's to develop a fetish for only fucking black men. We still have some more training to do."

Years of positivity and negativity, said Ivy. "For years when I was with another guy, I'd only let him experience pleasure when he cleaned my vagina. And to this day, the scent and taste of semen drives him insane, taking him right to the edge in just seconds."

Amazing! exclaimed Amelia, laughing. "And what about the negative reinforcement?"

Ivy smiled. "Take a look." She commanded, grabbing Goo's attention with her exposed breasts. His erection was still present, trapped inside its chastity device.

"Wow," Amelia murmured.

"Look at them," Ivy instructed, pride gleaming in her eyes. "They're quite attractive, huh? They cost me quite a bit, they seem so real." Now she said it, fixated on her audience.

Goo looked back and forth between Ivy's breasts and his shrinking penis. "Um, yeah, very lovely." he said, stuttering slightly.

"Thank you, dear," Ivy replied. "I went to the top surgeon in the nation. He made them look like those of a twenty-year-old girl's, perky and large. They appear authentic to the senses."

Amelia watched with interest as Goo's filtering gaze returned to the mystery object.

"Amazing," Amelia exclaimed, as Goo's cock deflated more and more.

"For years, I've disciplined Goo into associating breasts with pain and trauma. When he sees them, his penis shrinks to its pathetic, minuscule state. A multitude of days of ball torture and cock bondage - it worked in the end." Ivy laughed.

"You've given that kid a strict upbringing!" Cecilia chuckled.

"But can't you see how much better off he is now?" Ivy responded. "He's far happier than before, isn't he, darling?" Ivy remarked, pulling her swimsuit back up. "When I let him masturbate, he has to concentrate on the enormous penises of my partners he watches me with instead of my breasts. His cock comes to life again then. I'm always reminding him of that, too."

"This is mental manipulation from the family, isn't it?" Lia laughed. "Your sister does the same thing to Teddy, except not so intense."

"Yes, I suppose it does run in the family," Ivy agreed. "Our mother was a respected psychologist who conducted experiments with my father, if this seems strange imagine what she did to him after a decades-long training process. It was a spectacle!" she replied, chuckling. "For my sister, results come easily, but I prefer slow, methodical work. It pays off in exceptional results."

"That's mad, and I just don't get it," Lia said, reclining in the sun.

"I think it's fascinating. I think you and I would get along well," Amelia mused, gazing at Ivy. "We should gather sometime so you can show me your achievements. Perhaps Hector and I could try it, it might be fun."

Hector looked terrified, but was silent.

"Sorry," Lia said, "This seems bizarre to me."

Ivy smirked. "Well, I'm fond of it, and I believe you and I would hit it off. Let's chat some more about it later."

Charlie looked on with intrigue but ultimately shook her head. "No, it's not for my man and me," she voiced. "It's far too extreme for my taste."

Relieved, Ryan freed himself and claimed optimism. "Thank goodness," he sighed.

"It's about time," Lia stated. "We should get ready. The cruise's opening ceremony will begin in an hour. We must dress formally."

"Dressing up?" Charlie questioned.

"Laura's requirements," Lia answered.

Charlie abruptly stood up and pulled Ryan to follow. "Let's dress fancy, shall we?" She said. Her strained expression pushed Ryan to rush off to relieve himself.

Upon returning to their room, Charlie was partway through changing into a black lace lingerie set with a thong as her covering. Despite her anger, her expression was alluring. "Respond to my question, Ryan. Where did you find this?" She said, presenting a pink lacy thong with white hearts embossed.

"R-really? Whose is it?" he replied, visibly terrified at her tone. "Have you been taking intimates from someone again?"

"Don't play dumb!" she retorted. "It's clear it doesn't belong to me. It must be yours, pervert."

Ryan averted his gaze nervously.

"No, no, you're mistaken, it belongs to Tammie," he answered, feeling uneasy, "She gave it to me; I'm telling the truth."

"Who's Tammie?" she persisted, her eyebrows still raised.

"She's the new Spicy Pound Puppies girl, she's taking Jo's place. She gave me her thong for being well-behaved during the session." He explained.

"You're quite the pervert," she said, tossing the thong on the bed.

"It wasn't mine to keep," he replied, moving toward the bed to retrieve the thong.

"Leave it there, pervert. It's mine now," she said. "I was considering asking Laura for the keys today but I think I'll wait. I don't think you deserve it, creep."

"I'm sorry, Charlie, it doesn't look good, I assure you, it wasn't stolen." He pleaded, "If you could talk to Tammie, she'd vouch for me."

"Get dressed and put on the clothes I left on your bed. I'll talk to you later," she instructed.

Ryan looked at the bed and noticed only a black jacket, a shirt, and a bowtie.

"Where are my pants?" he inquired.

"You don't need them," she replied. "Now, go ahead and dress up. I don't want to be late."

He dressed as instructed, despite looking silly in a tuxedo with a visible erection trapped in his chastity device. Charlie, on the other hand, wore a long, tight electric blue dress that emphasized her feminine curves, particularly her pert and peachy ass. Then, she put on blue high heels and walked over to him.

"What am I going to do with you, pervert?" she inquired, looking disapproving, and all of a sudden, she slipped off her thong and tossed it on the bed, saying, "I think I won't need it tonight, either." She narrowed her eyes at him, and his cock pulsed against his cage.

"Let's go," she said.

They arrived at the dining area, where there was a large circular table in the center and a stage at the back of the room, with couples already waiting, conversing with each other. They joined the group. Ryan observed that all the girls wore dresses, some more daring than others, and the boys, like him, wore jackets, shirts, and bowties, with their caged dicks in full view. After a few minutes of idle chatter, Lia came on stage and informed them that they could sit at the table. There were signs on each plate indicating their names. Ryan and Charlie sat where their names were labeled, and he noticed that there was a vacant seat next to Charlie, signaled by a sign that read "Big Snake."

Suddenly, Laura entered the stage wearing a very short red dress with a deep cleavage.

"Hello everyone," she started, "Welcome to Teddy's Cravings." They all greeted her enthusiastically.

"Now, Teddy will serve you while I explain the rules of the cruise," she declared with a smile as Teddy entered through one of the doors with an overflowing seafood platter, still just wearing his black bowtie.

"To begin with, I'm sure you've noticed that there are no staff working on the boat for a reason."

"My Teddy is in charge of all the jobs here; he's more than happy to do them, and he'll have some help soon."

"See those empty chairs on the sides of the table?," she asked, gesturing toward them, "They're reserved for special guests," she continued, prompting a round of enthusiastic applause.

Then, four black men dressed in stylish tuxedos walked in through the door, and the audience clapped as they entered. Ryan didn't appreciate where all this was leading, and he only half-heartedly clapped, but Charlie couldn't contain her excitement, grinning broadly as one of the men, a tall and thin man in his 40s, sat down next to Charlie.

"This is getting interesting," she said, still clapping, "I'm Big Snake, it's nice to meet you," he said, shaking hands with Charlie, who looked like a little girl trying to contain her excitement.

"Yeah, you're right, she was undeniably the most attractive girl at school, but total bitch." He said, feeling his cock stir within its confines.

"So this 'hot' girl in school. Is she hotter than me?" Charlie questioned.

"Not a chance. You're the hottest thing I've ever laid eyes on." He replied, his voice laced with sincerity.

"Oh, that's sweet." She said nonchalantly. "But don't get too excited, that pink thong bit was just a joke."

"Mara will be responsible for attending to the boys during the adult activities." Laura stated, grinning slightly before winking at the others.

"Don't worry boys, good behavior will be rewarded with a fantastic time." Mara assured, wearing a sly smile.

A shiver ran down Ryan's spine at the thought of Mara witnessing him in this predicament, a nightmare he hadn't even known he had.

"As I mentioned earlier, Teddy won't be alone in his responsibilities. The boys will assist him." Laura said, explaining to Ryan.

"Quit your complaining! Let her speak," Charlie snapped without even turning to look at him.

"What?" Ryan exclaimed, "Are we basically slaves now?"

"Shut up." Charlie admonished.

"And as for you ladies, you're free to do as you please," Laura chuckled, "Of course, the most vital aspect is that you all have fun during your vacation."

They all clapped in synchronization.

"Alright, one more thing. Regarding the boys' cages..." Laura said, her tone serious.

"I can free myself?" Roro inquired, glancing over at Cecilia.

"In a sense..." she hesitated, "But you can only be released if your girl asks me directly for the key."

"So I don't need to wear this?" Roro asked.

"Take it easy, I'll decide when and if you're freed from your cage." She responded.

"All right then." Laura announced, picking up a golden bell and ringing it lightly. Instructionally, Teddy appeared at her side.

"Teddy, clean up, please." She commanded.

"Reggie, come sit next to me." Laura ordered, activating the larger, black bell. Instructionly, the man ran up and stood by Teddy's side, waiting for further instructions.

"Teddy, fetch some champagne." She told Teddy as she continued her conversation with Reggie.

"Hey, Ryan, you know this guy?" Charlie questioned.

"Yes, we went to high school together." Ryan said.

"Yes, from high school." Reggie acknowledged, eying both Charlie and Ryan from top to bottom.

"Charlie, is she your girlfriend?" Reggie asked, gesturing to Charlie.

"Well, kinda." She said with amusement.

"And you." Reggie asked, turning to Ryan.

"I suppose so." Ryan admitted.

"What am I missing here?" Reggie said, an amused twitch appearing on his face as he eyed Charlie and Big Snake together.

"It's pretty obvious," Ryan replied numbly.

"What about you? Why are you here?" Ryan demanded, frustrated.

"I reside here." Reggie replied, "During the day, I do as I please. At night, I ravage Laura's pussy relentlessly."

"This whole cruse thing seems...very unusual." Ryan muttered, before noticing Reggie and Larry sharing a moment of fondness.

"Yes, well, here's your chance to leave." Reggie offered.

"The ship has already sailed." Ryan sighed.

"I guess not." Reggie commented, motioning to Teddy once more.

"Teddy, bring us the champagne." Laura ordered.

"How can I leave?" Ryan pondered, "The situation is more complicated than I'd realized."

"Yes, if you can't leave, you're officially my cuckold." Reggie revealed, laughing. "I've had my share of experiences with them. You're one of them."

"And you, why are you here?" Ryan asked warily.

"I'm with Laura." Reggie answered, grinning drunkenly. "In the daytime, I do as I please. At night, I satiate her desires."

You were dating Mara during high school. Does she handle it well that you're dating her mother now? Ryan asked, gesturing towards her as she chatted with one of the special guests.

"That was years ago...she doesn't care that much." He responded, "Sometimes we even sleep together--she's got a key to my cage. In fact, I've managed to bed them both together, a threesome featuring Mara and her mom. It's a wild experience, kinda like winning a lottery--especially since they're both hot as hell."

"But how did you end up with Laura? You've been unemployed for almost a year, crashing at mom and dad's. I don't see how you could meet her," Ryan quipped.

"Well, as you know, without a job, I was desperate. One day, an unusual job offer popped up online, especially because the prerequisite was to submit the size of your penis and a photo." Reg chuckled, "After contemplating it for a few days, I sent a photo and a few days later, someone called me. I came to the boat for an interview. It was Teddy, naked aside from his cage. When I saw him, I nearly bolted. He asked me a lot of questions then sent me to one of the cabins--obviously, I'd passed some kind of test."

"And there was Laura." Ryan noted.

"Yeah, but completely naked, your penis stood at attention," Reg added a hearty laugh.

"So you've resided there since then?" Ryan probed.

"Yep, man. It's paradise. Everything is provided free of charge. I spend my days sunbathing, swimming, eating, drinking, and banging Laura. And when Mara's around, well, you can imagine."

Ryan could feel envy welling up inside him.

"I know, bro," Reg smirked, "A dream come true. And they're both wild, I've done things with them that I didn't think existed--they're total sluts."

"What about Teddy? Isn't he Laura's hubby?"

"Yes, but he's a cuckold. Teddy does whatever Laura demands. He works tirelessly on his own boat. Poor guy. Teddy and Laura lock themselves in her chamber every weekend. I assume it's more than just sex."

"Hey, have you spoken with Kyle lately?" Ryan inquired, changing the subject abruptly.

"We haven't spoken for a while, and there's something I want to apologize for. Remember when I was a jerk in high school?" Reg caught Ryan off guard.

"No, honestly, I don't," Ryan responded.

"I'm sorry for being an asshole." Reg said, flashing a smile.

"It's fine." Ryan replied.

"So the last time I contacted Kyle, I told him about Bohemian Foxy, you know, Hannah." Reg revealed.

"HHHH, Hannah--a porn star." Ryan marveled.

He continued, "Often, I invite her to the boat when Laura's away."

"But...Laura's alright with it?" Ryan asked, his envy intensifying.

"It's perfect. As long as I'm available to fuck her anytime she wants, she couldn't care less."

Ryan watched Charlie finish his discussion with Big Snake before Mara approached him.

"Hey, Ryan, how's life treating you?" Mara greeted him.

"Hi, Mara." He responded, incredibly nervous in the presence of this gorgeous woman, who had never once spoken to him during their high school years, considering him too geeky.

He hadn't caught a good glance at her before since the skirt she wore wasn't really a dress - it was a long black open one, which exposed her leg up to her thigh, and a sleeveless black shirt that left her navel piercing visible and unbuttoned, showcasing her deep cleavage.

Ryan couldn't help but gawk at her large, bouncing breasts as her laughter continued.

"Hard, huh?...I bet so." She continued laughing slightly, "Are you prepared for your week on the cruise?"

"I guess so." he responded, still nervous.

"Don't worry." she said, "I'm certain it won't be as..."

"hard."

"as the SPP."

Ryan stared into her eyes as she held his gaze with a raised eyebrow, giggling.

"I'll talk to you later." she said, smiling, "Keep your behavior in check until then."

And she made her way to talk to the special guest who'd just arrived, striding with a very sensual gait. Ryan caught a glimpse of him, a man of around 50 years, muscular and quite tall, who towered over her even in her heels.

Ryan returned to Charlie and Big Snake.

"C'mon...don't be rude." Charlie pouted as she gently massaged one of Big Snake's long arms, "Inform me, please."

"Where do you believe it originates from?" he asked, staring at her with a calm, confident demeanor.

"I don't know...I've already informed you." She responded, biting her lower lip slightly, looking him in the eye, "Do you like snakes?"

"No, it's not that." He clarified, staring into her eyes and playfully grasping her chin, "Take a gander, if you behave like a well-behaved lady, perhaps I'll demonstrate it to you later."

"Of course, I'll be an exceedingly good lady for you, daddy." She replied softly, looking into his eyes with a smile.

"Hello, Ryan." He said as he tried derailing the situation.

"Hey, Ryan." She said, her hand still moving on Big Snake's arm, "They instructed us to leave through that door. We'll see you later, alright?"

"Okay, see you later then."

As he was departing, he observed Charlie and Big Snake start conversing once more and chuckling.

He arrived at Teddy's room, bathed in candlelight, making it fairly dim. The floor had five cushions, creating a circle about three meters wide, and Teddy was already kneeling on one of them. The other boys were behind Ryan.

"Please shut the door and sit down." Teddy urged with a grin behind his thick mustache, waiting to see how everyone seated himself, "Excellent, it's crucial that you oblige Mara's directives and don't disturb her while she speaks. It's paramount."

"Chill, man, we're on vacation." Hector replied half jokingly.

"You don't comprehend, it's essential, I kindly request you." He continued smiling, which made him appear slightly odd, "Will you do it?"

"Yes, yes, don't fret." Hector acquiesced, "But don't be so odd."

"Grateful." He said.

Suddenly, an exotic song filled the room as it played softly. Ryan believed it had a Middle Eastern flair.

"I hope you boys are ready." Mara said in a seductive tone, walking slowly to the rhythm of the music until she stood in the middle of the room, looking at all of them with a debauched smile, "Prepared to enjoy yourself, of course."

Everyone stared at her in silence.

Now she donned a tight purple top, a gold belt with plenty of beads, and a long, flowing purple skirt made of translucent silk strips. With every motion she made, the beads produced a strange sound.

"I've brought you a present." She said, still smiling as she reached into her impressive bosom and removed several keys, "Here, you may open your cages."

She gave each man a key until she reached Teddy and stood in front of him.

"Kiss my foot." She coaxed, raising her leg, leaving her foot in front of Teddy's face, and he instantly grabbed her foot with both hands and started smooching it as though his life depended on it, "And here's your key, but I'll only provide it to you if you vow to be a good boy, do you understand?"

"Thank you, Mara." He said between kisses, "I promise."

The music continued playing as she presented his key to Teddy, who unlocked his cage with relief.

Finally, she approached Ryan and stood in front of him, raising an eyebrow.

"I'm sorry, child, no key for you." She intoned softly, smiling as she returned to the center of the circle, "Now I'd like you to close your eyes and think of this locale as an oasis, a small retreat where you may forget all your concerns and relish." She murmured softly, gazing at each man from the center of the circle while everyone maintained their eyes shut, except for Ryan, whose cock remained locked in its cage.

She grinned mischievously at the group, "I see I've got your attention, those teeny dicks of yours are bouncing eagerly toward me." She chuckled, "Except yours, Hector, that's a mighty large member you've got there. I think we could have some real fun together."

Hector simply said, "Thank you."

More giggling from the woman, "No worries. What a polite little crew you are."

Ryan craned his neck, trying to focus on the jingling sound.

"Now put your right palm out," she instructed.

Ryan lifted his arm with his palm facing up. Not long after, he could hear theProxyPrev {0.078} sounds of beads getting closer. A liquid dripped into his palm, what felt like oil.

"Feel free to rub your cocks," she added, "But don't open your eyes yet."

Confused, Ryan remained still as more chuckles drifted from the woman.

She said to Ryan again, "Ryan, why don't you massage your balls?"

More giggles from the woman as Ryan's fingers caressed his testicles.

"Just follow my orders, rub your cocks while I explain your roles for the week to come." She said, "You'll come here with me every day at lunch for some relaxation and meditation–I told you earlier, this little haven of ours. During the mornings, you're all in charge of preparing breakfast for everyone, after eating with your girls, you'll land your part-time jobs. Ronnie, you'll be in charge of serving people at the pool by day and the club at night, bringing them their drinks and towels. Ryan, you'll tend bar at the pool during the day, and at night you'll tend bar at the club. I've been told you're quite the mixologist."

Ryan continued finger-balancing his genetalia while the rest of the group received their tasks.

"If you have any questions, ask Teddy." Mara said.

"So we're basically working on the boat throughout the week," Hector pointed out.

"Something like that," Mara cooed, "And don't forget to keep rubbing. Oh, and keep your eyes closed."

"And what if I don't?" Hector questioned, defiantly.

A sharp sound of beads hit the floor, soon followed by a cry of pain.

"Pain," Mara returned to the center, "If you don't listen, that's what's in store for you."

The group grew silent, with Ryan's eyes still shut.

"Only your girls can decide if you get to cum or not," she went on, "I have your keys, at any point you can be freed. However, neither my mother nor Charlotte are comfortable with this, so just keep rubbing today, I'm told you've misbehaved."

"Do you have mine as well?" Ryan wondered out loud.

More laughter, "Of course. I'm not the only one with keys, but they're not as inclined to free you."

The DJ began to play faster music.

"Now, don't talk, keep rubbing, and open your eyes." She commanded, Ryan obeyed and found her staring at him with a sly smile. Her derrière jiggled as she danced sexily. "Enjoy yourselves boys, this is your paradise."

Rory blurted out, "Mara, I can't last any longer, can I stop?"

He was touching his cock with just his fingertips, his orgasm just around the corner.

"No? You're giving up already?" She found amusement in this, "Carry on, do whatever you please, but don't stop. Oh, and don't cum."

A grunt escaped Rory.

"Alright ladies and gentlemen, let's play a game," she proposed, "Rubbing your cocks to the beat of the music until one of you can't take it anymore, and there's only one person left standing. And the lucky winner?" she paused for effect, "Gets my ravishingly soft and wet ass for a nice, deep and long lick."

As the doleful wails of the music continued, the group yanked on their meatier appendages played along with the beat, each trying not to throw in the towel.

"Check out that teensy and adorable wee wee," she remarked while snickering, catching sight of Goo once more. His manhood was roughly 4 inches, albeit smaller than Ryan's, but the petite pink bow circling it didn't do much to enhance its masculine appearance - probably due to her previous encounters with more substantial penises. "Aren't you my aunt's kiddo?"

"Yup," he answered hesitantly.

"Wanna lick my ass, kiddo?" She chuckled while still grooving, never missing a beat to dance.

"Oh yes," he agreed as a generous drop of pre-cum dripped from the edge of his petite member.

"Hang on, darling, and you'll get your prize," she remarked, twisting around to showcase her behind while thrusting it in his direction. It was merely a few centimeters from his face, and when Goo observed her generous posterior bouncing, he adjusted the tempo of his strokes a tad.

"Conform with the beat, dear. Nobody requested you to cease," she laughed, continuing to shake her ass nonstop.

"I'm sorry," he stated, returning to a faster cadence.

"Awesome." She chuckled, winking at Ryan, who stood right next to her on the opposite side of the dance circle. She proceeded to fondle her ample bosom through her top and gyrated her hips rhythmically.

"It's unfortunate that you can't engage in our little contest with your weapon enclosed in its container. I'm convinced you'd relish the opportunity to lick my lovely plump butt, wouldn't you?" she inquired of Ryan, who glanced at her member and snickered.

"What a cum-loaded puddle you've made, young fellow." she remarked, snickering still.

Ryan glanced down at his penis and noticed that precum kept dripping, forming a small puddle on the floor.

"Rest assured, maybe one fine day, you'll have the opportunity to take part in our game." she quoted, grinning naughtily.

Roro just couldn't stand it any longer. "Mara, I'm at the very edge and I can't delay it any longer," he pleaded, his face turning crimson, straining to hold off his climax while nevertheless grating himself along to the music's tempo.

"Tsk, tsk, tsk... I'm really disillusioned in you." she quipped, sauntering towards him rhythmically. "If you can't handle yourself like a real man, you're required to lock your modest member in its cage, just like Ryan, so what's your preference, kiddo?"

"Please..." he implored, staring straight into her eyes.

"Place your weapon down and lock it in its cage," she ordered.

Roro departed the dance circle and locked his member away.

"Will it be you, Hector?" she questioned, smiling, "I'd back a significant manhood to win, eh? How about it? Do you have what it needs to triumph?"

"Yes, I have what it takes" he claimed, spellbound by her mesmerizing dance.

"We'll discover." she stated with a giggle. "Now, let's raise the stakes a bit..."

She left the dance circle and swung over to a dark corner, whereupon she altered the music to something significantly faster.Afterward, she reappeared at the center of the circle and resumed her dancing.

Her body was utterly enticing; she was certainly not skinny but not bulky at all, she boasted the ideal amount of fat in each area, making her astoundingly lush. Her tummy was flat, she possessed thick thighs and a slightly rounded rear, her mammaries... wow!, ample and perky, a man's downfall. Her charming mug, a combination of a mischievous schoolgirl and a ruthless sexpot who could entice you into her bed and persuade you to witness even the most depraved of things your imagination could envision.

Ryan didn't comprehend how long they'd been in that room. The tantalizingmusic, the shady ambiance, and the dancing diva in front of them all contributed to a pace of time that felt unlike normal.

"Shall we increase the stakes, guys?" she inquired, dancing while legging up a notch in key.

Then, moving in harmony with the music, she planted her palms on her back and undid her blouse buttons, leaving her tits exposed without stripping the garment completely.

"Would you like to see them?" She inquired jokingly, facing the group.

All gazes were fixed on her except Teddy's, who started to beg eagerly.

"Window shopping but not wishing to purchase, eh?" She laughed, ignoring Teddy's repetitive supplications, "Hector, would you like a peek at my breathtaking mammaries, do you think?"

"Yeah, I'd definitely like to check them out," responded the speaker, trembling slightly. His enormous cock was gushing with pre-cum, swollen and red; it looked like it was moments away from bursting.

"Ask away," she laughed, glancing at him for a few moments, waiting for his order.

"Would you please reveal your chest?" he stated nervously.

"My delightful chest," she giggled, "You must say, 'Please, Mara, show us your delightful chest.'"

"Please, Mara, show us your delightful chest," he repeated, more embarrassed than before.

"Excellent!" she chuckled, "Now, everyone at the same time."

"Please, Mara, show us your delightful chest," they chorused, except Ryan, who found himself mortified at the thought of pleading with the high-school hottie in front of the group, and the desire to see her naked breasts overcame his embarrassment.

"What's the matter, Ryan?" she questioned with a grin, "Don't you want to see them? Why did you go to such lengths to prevent yourself from asking? Ask me and I'll grant you the pleasure of witnessing them in all their splendor."

Ryan teetered between excitement and shame, his mind in turmoil as he struggled to keep his hands from pleasuring himself.

"If you don't ask, Mara, I won't show you," she stated to the boys who were now eyeing Ryan spitefully.

"Hector, man, just say it already," Hector stated, looking at the floor.

Ryan contemplated saying the phrase and then decided he couldn't allow the group to hate him for this petty thing.

"Please Mara, show us your delightful chest," he muttered, keeping his gaze on the ground.

"Tut, tut, tut, not like that." She snickered, approaching him with a cheeky grin. Then, squatting in front of him, she swayed her tits back and forth, the slip of fabric covering her crotch. "Beg me to see them, really. I want you to beg me like it's the only thing you desire in the entire world. You must believe it, now take a peek and ask me again."

Ryan fixed his gaze on her eyes, which were brimming with mischief, then at her breasts that were still dancing seductively in the fabric top, and he gulped noisily.

"Please Mara...," he mumbled while staring at her breasts, "...show us your delightful chest."

His cock was so hard it felt like it could rupture any second, but he continued stroking his testicles in search of any relief, to no avail.

"Nice try. That wasn't too difficult, was it?" she grinned, giggling again, "Here's your prize."

She sensually removed her top and threw it to the ground, resuming her dance with a wide grin, her breasts now swinging enticingly in front of their eyes, causing every young man to struggle valiantly.

"Ugh, it's not fair!" Hector shouted angrily.

"Why?" she laughed, "I hadn't promised you'd see anything else. Besides, no one told you to stop touching yourselves."

Hector's eyes flew wide as he remembered what Mara did when they quibbled, and he resumed his wanking just as vigorously as before.

Ryan observed the others, all showing incredible effort, even though Mara had tattoos that covered her nipples.

"Y'all are hanging on, huh?" She chuckled, "I know, I know, my boobs are great. I've been told that many times."

Mara let go of her chest and continued to dance enticingly while grinning.

"How are you all doing?" she inquired, "Are you close to the edge?"

Teddy nodded in agreement as he continued fondling himself.

"Special for me, too," she confirmed, glancing at Teddy, who was on the edge as he ejaculated slightly while moaning, prompting Mara to laugh, "Take care, boy, if your mom finds out you had an orgasm, you'll be in a world of trouble."

"I know, I know. I'll hold on," he babbled quickly, trying to control himself as best he could.

"You're quite the champion, Teddy," she narrated, winking at him, "And what about you, Hector? Are you hanging on?"

She glanced at Hector and Goo.

"Yeah, yeah, of course." Hector responded, trying to exude bravado, but Ryan found it amusing that he was trying to act tough while his towering body full of precum and a bright red face suggested otherwise.

"A man indeed," she chuckled, "Now, Goo, are you holding on?"

Mara focused on Goo who was frantically jerking himself off, but his stiffness had vanished completely. [

"Huh? Check out that minuscule, shriveled cock." She said puzzled, "Doesn't my chest appeal to you?"

"Yes, yes, they're exquisite, it's not you...it's not you." he answered, blushing.

"Oh no? Then what is it?" she asked, chuckling, "Has your aunt kept your dick caged for so long that it no longer functions properly?"

"It's because of Ivy, she taught him to refrain from getting aroused whenever he saw tits." Ryan said.

"Oh my, that's insane." she exclaimed, laughing out loud, "You devious harlot...Well, if that's the case...let's get your shriveled penis back in its cage where it belongs."

He started putting on his cage with a look of disappointment.

"Only you and Hector are left now." she remarked, "Who'll be the winner then?"

"Let go of your dicks just for a second." She instructed, walking towards the dark region before,

"Let's make it a bit more challenging for the final battle." Then she played the erotic and sluggish music from the beginning once more and started extinguishing the candles around her, puffing gently until few remained lit.

Now the entire area was poorly lit in the room.

Mara returned to the circle's center and Ryan realized he couldn't admire the majority of her body's details as they blended into the darkness and shadows, but the beads continued to rattle as she danced sensuously.

"Start." She commanded, looking at them, "Go as fast as you can and tell me when you're about to climax."

They started masturbating rapidly as they observed her dance and dance, the skirt rising and falling with each movement unveiling what was beneath, to Ryan, it appeared she was naked under her skirt, but he couldn't confirm that due to the darkness.

Sweat beads formed on her legs and forehead each time she was illuminated by candlelight.

Ryan was horny, Teddy and Hector must be close to their limit.

"I'm on the edge..." Teddy said, trembling while still masturbating but at a slower pace now.

"Oh really?" She asked, smiling and taking a few breaths after dancing, "Hold it...whatever it takes, but ride that edge, Teddy, don't let me down."

Teddy continued jacking off slowly, grinding his teeth, looking at Mara's breasts.

"I'm on the edge too." Hector said, Ryan noticed he was having tremendous difficulty masturbating, moving slowly to avoid cumming.

"Uh-huh, this is getting exciting." Mara commented, laughing, "Ride that edge, young man, be sure to obtain that prize."

Then she stood in front of Hector with a mocking grin.

"You're very near, aren't you?" she asked mocking, laughing.

"Yeah..." He said stuttering as he squirted a little precum that landed near Mara's foot.

"Whoa! You can ejaculate precum? That's an unusual skill, you must be highly aroused." she said, chuckling, "But be careful, young man, I don't want that disgusting slime on my delicate skin."

Then Mara glanced at Ryan who was still massaging his balls and started laughing out loud.

"Are you still playing with your balls?" She asked mocking, laughing, "Look at them, they're massive, engorged, and blue, it's been a long time since you released your sperm. Right?"

"Yes." he answered blushing even more.

"I'm not kidding, I sometimes forget you were still there playing with your balls." She said grinning, peering into his eyes, "Can you forgive me?"

"Yes..." He answered blushing more deeply, moving his hand away from his balls.

"Why are you stopping?" she asked laughing, "Keep doing it. I can tell you're enjoying it."

Ryan observed her luscious thighs covered in sweat drops, it was truly getting hot in that room.

"Approach." She requested, staring at him, "Play with your balls some more."

He returned to massaging his balls without hesitation.

"Excellent." she giggled once more, "You boys know Ryan and I went to high school together?"

"He's right, and I did have a teeny crush on you, right?" She said grinning, tuning her attention to his eyes, "Even though most of the boys in high school had it."

Ryan blushed even more.

"Tell me Ryan, what did you think of me during that time?" She inquired, raising an eyebrow with a wicked grin, "Come on, be truthful."

"Well...I thought you were the sexiest girl in school." He answered looking down.

"I already knew that, sweetheart." she replied, chuckling, "What I'm asking is, were you fantasizing about fucking me or maybe...me on my knees sucking your dick?"

"Yes...all of that." he said still looking down.

"I gotcha," she chuckled, "Check this out."

Ryan glanced up at the woman, who was currently keeping hold of her skirt and squirming. She moved her hand into the tight fabric.

"Well, well, well," she teased, "I guess you did have a thing for me." She grinned, having now retrieved her hand out from her skirt. She tapped her finger on Ryan's nose, "So, what do you think? What does this smell like?"

Ryan took in a big whiff of her scent, wondering if he should go ahead and try licking it. His curiosity urged him on; her scent smelled like a blend of salty and sweet. It was potent and enticing.

"It smells really good," he conceded, blushing furiously.

"So you wanna lick my sweaty asshole?" she playfully inquired.

"You've got it," Ryan confirmed without any hesitation.

"Then you better beg me," she urged seriously.

"Please let me lick your ass sweat off your finger," he sheepishly confessed, avoiding eye contact and gazing at the floor to match his burning cheeks.

"There you go." She giggled, "Now you may clean my finger."

She placed her finger in Ryan's mouth before he could react. The taste lingering was bittersweet. He desperately tried to suck and lick it, glancing past her at a pair of excited boys, Teddy and Hector, whose eyes glimmered with envy.

"Mmm, tastes good, huh?" she giggled on, "Answer me!"

Ryan nodded, feeling rather embarrassed with her finger in his mouth.

"That's what you get for being a good boy." She giggled, removing her finger. She made her way to the center of the circle, letting her hips sway and her breasts bounce freely while Teddy and Hector hung on the edge of their seats, their balls brimming with precum.

"So...Which one of you would give your throat to my asshole?" Mara demanded, crossing her arms on her hips and enjoying the attention.

The two raised their hands frantically.

"Oh, okay, can you two see this is just a silly game? What's got you so worked up?" Were the words of Amelia. Her face was rigid and her fury was worthy of temper tantrums. Ryan tensed up as Hector took control of his own situation and Apologized.

"I'm so sorry, Amelia. I just didn't realize. I didn't mean to upset you." His hands went to the lock nearby, retrieving it to secure his erection once more.

"Wasn't angry," Amelia contradicted, lampooning the situation, "But soon enough, after a different game, which we'll be playing only the two of us. That's it, you can put on that cage now, big boy."

"Okay, sorry," he muttered, his head still low.

"But your head should know better." Mara's taunting smile returned. "Maybe we're going to try again tomorrow." She teased, walking with Teddy while she waggled her ass, her nipples on full display.

"Keep it up," Amelia snarled, "What's worse than picking on the wrong person? At least, now, I'll have something decent to keep me satisfied."

Ryan noticed Charlie sneaking up on him, her own grin mysterious.

"So, you liked what you tasted, huh?" she joked.

"When did you show up?" He asked, contemplating his affair of the evening thus far.

"Was that what you were worried about? Pfft,": she joked, "When it comes to you, well... You seem like a pervert, pointing that out doesn't surprise me. Now, how are you going to make it up to me for your cockish behavior?"

"I'll come up with a solution," she stated. "However, to begin with, I think you need to clean up that pool of pre-cum you have there." He looked at her hesitantly for a moment.

"Certainly," he replied, lowering his head and starting to lick the repulsive liquid. "Got it." She said, now gently caressing his testicles from behind. "But that's just the beginning...trust me."

Then she started slapping his testicles forcefully.

"Keep going!" she ordered, "I'm going to keep hitting your balls until you make that floor impeccably spotless."

Ryan continued licking rapidly as she struck his testicles with vigor.

"I'm all done!" he cried out when he realized there was no more pre-cum left.

"All right," she said, releasing his testicles and standing up beside him, "I have no idea what to do with you, pervert."

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