Ryan woke up with an erection, his balls ached, despite having released some sperm, what Charlie had done to him couldn’t be said to have been satisfactory, not at all. But the memory of the touch of Charlie’s ass against his cock made his cock start to throb.

Suddenly the lights came on.

“Get up guys, it’s a new day!” Charlie yelled walking through the door very cheerful.

She was wearing a bright blue bikini with a thong that covered her next to nothing, revealing the tip of her landing strip.

That sight alone almost sent Ryan’s cock over the edge.

All the men got up from their beds with raging boners and went to the showers while Charlie entered his office. Ryan followed them.

Upon arrival he saw that they had a shower for each one, with their shampoo and gel.

Ryan noticed that most of them turned the water ice cold and aimed at their erections, some getting it to go down, others not so lucky. Ryan hadn’t wondered about it but he supposed that all the time being so horny would also have to be a torment, pouring ice water to lower the erection must be some sort of relief for men who had been here for several years. He had not reached that point so he put the warm water as he all the time liked.

“Hey you, the new one!” the man next door told him, he was a little older than him.

“Yeah?” Ryan asked a bit confused.

“Samuel.” said the man shaking hands, “What is your name?”

“Ryan.” He said.

“Look Ryan, I’m going to tell you the truth about this place,” Samuel began, “Don’t trust appearances, even though she looks like an angel, she’s a devil.”

“I know.” Ryan said.

“No, you don’t know anything.” Samuel said very seriously, “Do you see that man?” Samuel said pointing to John.

“Look at him.” Samuel continued, “He’s a zombie.”

Ryan looked at John and saw that he was absent, staring straight ahead with dead eyes, the frozen water pouring over him unfazed and his tiny penis hard as a rock, not even realizing that everyone was looking at him.

“He has lost all hope.” Said Samuel, “That’s what that precious angel does.”

“Shut up Sam!” said a man in his forties, “You’re scaring the kid!”

“Well, you’ll find out for yourself.” Samuel said.

They all went to the dining room after showers. It was a very large room with a table for each group of 7. They lined up to get their food and then went to sit down. Charlie’s boys all sat together.

Ryan noticed that all the men were naked, some with a chastity cage and others not.

Samuel sat next to him.

“Those over there are Kayla’s boys.” He said pointing to the group that was a couple of tables away from them, “She prefers them with cages, from what they tell me she’s a sadist.”

“What is this?” Ryan asked pointing to the food, it was some sort of flavorless paste.

“I have no idea, we always get the same shit,” Samuel said, “Some people say they put stuff in our food to keep us hard all day, but I don’t know.”

“How long have you been here?” Ryan asked.

“Two years and a half.” he said grimly, “And what did you do to be here?”

“Nothing, they caught me masturbating in my room while I was looking at my neighbor through the window.” Ryan said sheepishly.

Samuel started laughing.

“What’s happening?” Ryan asked confused.

“Buddy, for that nonsense they don’t put you in jail.” he said still smiling, “Unless the one you were spying on was the president’s daughter or some shit, I guess.” he continued, still smiling, “Who was it? She should be really hot.”

“Charlie.” Ryan said seriously.

Samuel fell silent suddenly and stared at him in amazement.

“Who?” he asked after a few seconds.

“Charlie, our guard.” Ryan said again.

“Damn, that was not what I expected.” he said still with his mouth open, “What a coincidence, right?”

“I guess…” Ryan said, “And why are you here?”

“I did real shit, groping girls on the subway, taking pictures of schoolgirls up their skirts, masturbating in public, putting cameras in women’s changing rooms, etc.” he said with a sad smile, “Let’s say I haven’t been a saint as you can see.”

“And how many years did you get?” Ryan asked.

“15, my lawyer was useless, sometimes I got the feeling that she did it on purpose so that I would get more years.” he said looking at the ground.

Ryan noticed the next table, all the men eating in silence, they were trembling it seemed with fear and their eyes were fixed on the food without raising their heads.

“Who are they?” Ryan asked Samuel.

“Those? They’re Freya’s, poor bastards, those are really screwed up.”

Then an alarm sounded, breakfast time was over, the men began to get up to go to their rooms.

Ryan noticed Freya’s boys as they walked, it seemed to him that these men lived in permanent anguish, they were all wearing flat chastity cages and their balls were the size of tennis balls but black and full of bruises and scars, they walked with their legs wide open so as not to rub against them with each step.

“You talk about Charlie but Freya seems so much worse.” Ryan said quietly to Samuel as they went down the hall to their room.

“You are right about that.” Samuel said, “But that doesn’t make Charlie good, far from it.”

They got to their room and there was Charlie waiting for them, she was still wearing her bikini but now she was wearing a floral pareo over it.

“Alright boys, everyone to your beds!” she ordered.

Ryan watched as all the men stretched out on their beds and put on virtual reality goggles and headsets.

“Begin!” she yelled, “You know how this works”

Then she walked over to Ryan.

“Good morning, little one!” She told him smiling, “Since it’s your first time, I’m going to help you.”

“For the morning edging session you have to put on these glasses and these headphones, since you are a virgin your videos will be special, you’ll see.” She said winking at him as he lay down on her bed, “You have to follow the instructions on the video to the letter, did you hear me? Remember that I’ll be watching you, don’t even think about cumming.”

She sat on the bed, next to him.

“Okay, let’s go!” she said with a mischievous smile as she put the headset and VR on him, “Have fun!” And he noticed how she got up from the bed.

At first everything was silent and dark but suddenly Charlie appeared, it was as if he was really in front of her. She was dressed in a short purple dress that reached above her thighs, fishnet stockings, and very high black heels and her hair was combed with two bows, she was sitting cross-legged in an armchair facing him.

“Hello Ryan!” she greeted with a smile, “Today we are going to have a great time, I have a lot of games prepared so that your tiny cock doesn’t get bored.”

“Remember, you have to do everything I tell you if you don’t want to be punished.” she said winking at him, “Perfect, start masturbating very slowly.”

Ryan complied and began to rub his cock up and down very slowly.

It was like some sort of custom JOI video.

“The first game is very simple, I will give you instructions to masturbate while I take off my clothes, for each piece that I take off I will count down and you will have to reach the edge when I reach 1, understood?” she said.

“Let me count, 2 for the shoes, another 2 for the stockings, another for the garter belt, another for the dress, and we’ll see with the rest.” she said with a seductive smile.

“Faster, soon you will have your first edge, you better be prepared.” She said, uncrossing her legs, getting up from her chair and turning around to shake her ass in his face. When she spread her legs to get up, Ryan caught a glimpse of her pink panties.

Ryan increased the speed, he knew that in a short time if he continued like this he would reach the edge.

She continued teasing him with her ass for a while.

“Let’s go with your first edge” she said beginning the countdown as she kicked off a heel, “If you get to the edge before I finish you have to hold it.” By the time she got to 3 Ryan was already on the edge.

“Okay, stop!” she ordered as she finally removed her heel after saying number one.

Ryan stopped, his cock throbbing.

“Now relax for a few seconds, you have many more edges still ahead.” Charlie said smiling as she crossed her legs again.

“Okay, start again veeery slow.” she said.

Ryan began to jerk off again slowly.

After a while she told him to pick up the pace and then counted down again for a new edge as she removed the other heel.

“Okay, let’s wait for your little dick to settle down a bit.” she said licking her lips seductively, “For the next edge I think I’ll take off my dress, what do you think?” she said winking at him.

His cock was shaking and he was gushing precum.

“Jerk off very slowly again.” she said getting up from her chair and turning around while she danced sensually to the music that was beginning to play.

She wiggled her ass to the beat of the music.

“Do you like my ass?” She said, “Show me, jerk off faster!”

“10” she started, “Faster!”

“9” she began to lower her dress from above, revealing that she was not wearing a bra, although with her back turned, Ryan couldn’t see her tits.

“8” she kept pulling her dress down slowly. “7” she said, “Full speed!”

“6” continued, “Don’t stop, and of course, don’t even think about cumming!”

“5” Ryan was already dangerously close to the edge.

“4” she had already lowered her dress to her waist showing the black garter belt that held her stockings.

“3” was beginning to show the top of her pink thong.

Then she continued to go down very, very slowly, revealing more and more of her ass and her thong as she kept moving to the rhythm of the music.

“2” Ryan was already riding the edge.

She had the dress just below her round buttocks. That was too much for Ryan, her perfect ass would make him cum if he went on like this for a long time.

“2”

“Again 2?” Ryan though,t he was already at his limit, “That’s not fair.”

Then she yanked her dress down and spanked her ass hard.

“1” she said, “You can stop now.”

Ryan let go of his cock in relief, he’d been so close to cumming and that final slap nearly took him over the edge. His cock throbbed non-stop as drops of precum fell through his cock onto his balls.

She turned around, revealing heart-shaped stickers covering her nipples, and sat back down, crossing her legs.

“Start again slowly.” she commanded, “I hope you’re not very desperate yet because we still have a long way to go.”

The game continued, Ryan had to take himself to the edge 3 more times, 2 for the stockings and 1 for the garter belt, his cock was rock hard and his balls were bluer than ever, covered in precum that kept dripping endlessly from the tip.

“And now my precious thong.” she said sensually, “Start again slowly.”

She turned around and continued to dance to the music, while shaking her ass.

She counted backwards lowering and raising her thong slowly with each number. Ryan was riding the edge from the beginning of the countdown imagining her perfect bare ass.

“2” she said, “are you ready, little boy?”

She lowered her thong, leaving her asshole almost visible.

“I don’t know if you deserve it.” she said laughing, “Beg me!”

Ryan found himself pleading with her as he continued to ride the edge.

“Please, please, show me your asshole!” he pleaded.

“Louder!” she said, “I don’t hear you.”

He began to beg almost screaming.

“That’s right, good boy!” she said, “2”

“And…” “You wish!” She said raising the thong all the way and bursting out laughing.

“Stop touching yourself.” she ordered, “Now round two.”

Then everything went black and was silent.

A few seconds later Mia and Charlie appeared dressed the same, with tops that reached a little below her boobs and very tight jean shorts.

“Start masturbating for us at medium speed.” Charlie said, “For this second round we will play rock,paper,scissors between the two of us, when one of us wins we will start a countdown for you to reach the edge and when we reach 1 we will put a short video of the winner with which you will continue riding the edge until it ends, and so on and on.”

“Let’s begin!” said Charlie, “1,2,3”

Charlie,scissors and Mia,paper.

“Great!” Charlie said celebrating raising her arms, as she did so her top rose covering her just above his nipples.

Then they began the countdown saying each one a number in a very sensual way until they reached 1, Ryan had been riding the edge from more or less half of the countdown.

Then a censored video began of Charlie being brutally fucked by Marcus while she moaned non-stop, and her voiceover spoke.

“How would you like it to be you fucking me, eh beta boy?” Charlie was saying, “Poor virgin, you don’t even know what it feels like to penetrate a woman, let alone me.”

“Keep riding the edge, little virgin.” Charlie said in a voiceover, “I’m always have been told my pussy is super tight, but I don’t think I could feel your tiny dick.”

“Stop!” Charlie said.

And the two girls reappeared.

“Go back to jerking slowly.” Charlie ordered.

“1,2,3.” now charlie rock and mia scissors.

“I win again!” Charlie said doing a little dance while her tits bounced from one side to the other almost coming out of the top.

They began the countdown while Ryan was brought to the edge again.

The video continued with Charlie being penetrated by Marcus over and over again as she moaned louder and higher until she orgasmed.

Her voiceover continued to taunt him by calling him a virgin and saying he would never fuck anyone, while Ryan continued to suffer riding the edge very slowly being careful not to cum.

“Stop!” Charlie’s voice ordered again and the girls reappeared.

“Jerk off again.” Charlie ordered after a few seconds.

They played again but this time Mia won.

Mia’s video was also censored, it showed her on her knees sucking a enormous black cock looking at the camera. Her mouth and cock were just pixels.

Again the voiceover but this time it was Mia’s.

“Ryan, I know I’m not Charlie but I think I’ll be enough to torture you, don’t you?” Mia said with a giggle. l

“Ride the edge, little boy,” she said, “While you imagine what it must feel like to get a sloppy blow job like I’m giving this bull.”

The video continued for a few seconds.

“Stop!” Mia ordered.

They played again. This time there was a tie.

“And now that?” Mia said.

“I have an idea.” Charlie said smiling.

They counted down and at the end a POV video appeared, it was a black man with a enormous dick of at least 10 inches.

“Hello big boy!” Mia and Charlie said as they knelt in front of him looking at his cock.

Then they began to suck his dick slowly, one on each side, he could see nothing due to the censorship.

They stayed like that for a few seconds until Mia started sucking his balls and Charlie put his whole cock deep down her throat.

“Look at this virgin, he’s a jerkaholic!” Charlie said in the voiceover.

“I know, I don’t know if he will last long like this.” Mia replied.

Charlie kept moving his head up and down with his cock down her throat.

Ryan kept riding the edge just brushing against his cock, he knew if he increased the speed or pressure a bit he would come.

“Stop!” Charlie’s voiceover said.

He played the game for a long time.

Jerking off, edging, leaking precum, over and over again, watching Mia, Charlie or both at the same time fucking enormous black cocks while their voiceovers teased him.

After long minutes the game ended.

“Next round!” Charlie said.

The screen faded to black and Charlie appeared in the bathing suit she had been wearing when she arrived in the morning.

“Last round Ryan.” she said, “I hope you make the most of it!”

“This time it will be a simple card game, you will have to stroke through the entire deck.” she said taking out a deck.

“Each type will be somewhat different.” she said, “Diamonds will be slow strokes for the number that appears, being Jack, 11, Queen 12, King 13 and the Ace 20.”

“Hearts will be fast strokes, Clubs will be frenulum rubs only and Spades will be ball punches. There are two Jokers, but that’s a surprise.” Charlie said leering.

“Let’s start!” Charlie said.

She took a card from the deck. “5 of diamonds.” and began to count to five very slowly, “One stroke for each number.”

Ryan jerked very slowly with each number Charlie said.

“3 of hearts.” and counted to three quickly.

“7 of diamonds.” again 7 slow strokes.

In his state he didn’t need much more to get to the edge.

“4 of clubs.” Charlie counted to 4 slowly.

With each number Ryan rubbed his thumb across his frenulum, by 4 he was on the edge.

“2 of spades, now wait.” Charlie said with a naughty smirk.

Then Ryan felt someone gently grabbing his balls and suddenly landed two hard punches.

Ryan felt intense pain in his balls and went to grab them with his hand but someone slapped him away.

The game continued with Ryan gonna the edge a bunch of times and stopping from time to time to punch him in the balls.

Until a joker came out.

“Joker!” Charlie said, “Focus.”

Images of Charlie being fucked hard while screaming in pleasure began to appear, mixed with others of Mia on all fours with a enormous black man behind her pounding her over and over again, and so on.

Then again someone grabbed him by the balls and when Ryan wondered he was gonna get punched again another hand grabbed his cock and began to stroke him slowly paying attention to the tip.

It continued like this for a few seconds massaging his balls and his cock taking him to the edge, she kept rubbing his frenulum very slowly holding him there for a few moments.

Then Charlie appeared again.

“Next card!” she said smiling, “10 of spades, bad luck.”

The hand had not let go of his balls and another hand punched him 10 times without rest.

“Another Joker!” Charlie said surprised, “What a coincidence.”

The process was repeated again with the video showing images of Charlie and Mia moaning in pleasure as he was brought to the edge and held there until the end of the video.

“Next!” Charlie said when she reappeared,

“Jack of spades.” 11 non-stop punches.

She took anonther card.

“Another Joker?” Charlie said confused, “But there were only two of them, right? Well, who cares.”

Again the process was repeated. Ryan was going crazy between pain and pleasure, it was a martyrdom.

“Queen of Spades!” Charlie said. 12 punches.

“Another Joker, how many will there be?” she said letting out a laugh.

The same, again.

“King of spades.” 13 punches.

“And another Joker, this is crazy, don’t you think?” she said, laughing again.

This was worse than hell, a non-stop torture with pleasure and pain.

“Ace of spades.” 20 punches.

“And the last card is…” Charlie said smiling, “Can’t you guess what the last card is?”

“A Joker, I would never have imagined it!” she said laughing hard.

Again the images and again the soft hands taking him to the edge and keeping him there for a while, only this time it was different, they didn’t stop, they went on and on, Ryan was on the edge of madness, his desire to cum was inhuman.

Then an alarm went off and everything went silent, the screen black and her hands detached from his cock and balls.

Then they took off her glasses and there they were, sitting on her bed Mia and Charlie, one on each side laughing.

“How was the ride?” Mia asked smiling mischievously.

“I think there were some bumps along the way.” Charlie said with a laugh.

“Okay guys, three hours are up!” Charlie yelled looking at the rest of the men, “You can rest!”

“And you.” She said looking Ryan in the eye, “I hope you enjoyed it because you have 5 looooong years of this ahead of you.” and she laughed again as Ryan’s cock, already covered in precum, began to drip again as if it were crying.