Chastity in prison [possible penectomy ending]
Jamie was always felt that he was the scape goat for his company when the tax dodging was uncovered and he was shocked when his lawyers told him to expect a custodial sentence. It was 6 months into his 18 month term when the opportunity to buy a concealable phone from the more "organised" inmates presented it self - during a visit he hoped to persuade his wife Sophia to transfer some money to some people on the outside to secure the phone. They spoke about it in coded language during the fixed line telephone use that was allowed once a week but Sophia was not keen on the idea given the risks if he was found with it and the unreasonable cost given that their income had more than halved with only one income now. Jamie was noticeably disappointed but topics moved on only for Sophia to be the one to re-visit the idea towards the end of the call.
"There is one way to get a bit more money coming in - Hazel tried to get me involved in one of those multi level marketing things a few days back, I dismissed it out of hand ofc but she's shown me her books and it does look like she's doing ok with it, errr, it's male chastity based..."
"The sex toys?!"
"Yes that's right - ofc you only make any money on your downstream, selling itself is a fool's errand but you have to sell at least one to get involved"
"Ok it's worth a try I suppose"
"There's a gimmick whereby if you sell a cage you have to get a photo from the couple you sell it to of it in use and send it to your upstream though - I'm sure you could help with that if you want this phone right?"
"How would that work with me bang up in here?!"
"Look, I could probably front the cash from the phone if I roll some bills over to next month - I give you the cage and the key at the next visit and you send a photo with the new phone then take it off and throw it away"
"This is ridiculous..."
"Yes but if you want the phone...."
Jamie agreed and the cage was smuggled in with some paperwork at next months visit but Sophia was shocked at the size of the stock buy in that was required to start up, not just of cages but all sorts of weird stuff.
Sophia was home again and it was late evening, she was seriously out of pocket so couldn't understand what was taking so long for the photo to arrive - Jamie, her husband wouldn't renege on his side of the deal would he? Sophia had been doing some of the online training for this chastity pyramid scheme and had already contacted some potential downstreams to get them primed for when she could start recruiting so she was eager to get going. On top of that passing on some of the ideas from the training to the potentials had permeated some of it into the less skeptical parts of her brain - was it an accident that she'd given Jamie the wrong keys? She was new to this after all, mistakes can happen and it was Jamie's that had landed them in a tough financial spot - why should he having an 18 month all expenses paid wankathon? The longer it took for Jamie to send the photograph the more he could be trying the key in the padlock first to be sure.
The next lunchtime a message arrived from a new number
"Hey babe it's me isnt this great we can talk all day now! Cant get this thing on btw I dont think it fits me". Ignoring his excitement at his new gadget and with some slight irritation she replied quickly without thinking about whether or not this was a lie
"its only got to be on for 5 seconds while you photograph it" There was no reply for 35 minutes before
"THIS KEY DOESNT WORK AND ITS AGONY ON MY BALLS" Eying the second open chastity cage box missing it's key on the shelf but choosing to not acknowledge what she'd done in clear thought made it easier to send an innocent reply
"I think both keys are the same but you should try the other one"
"They are the same what are we going to do?!"
"Isnt there someone in there who can help you? What about the people you got this phone from?"
"Those are bad people Soph - do you know what theyd do to me if they saw me in the shower like this?!"
"Well maybe that would be some relief for you while I bring a different key at the next visit?"
Sophia thought about it again, she thought about the training videos, should he be jerking himself silly while she was operating a web of sellers in their small home town who would inevitably get most of the husbands in their friends group locked up? What if the prison had seen her smuggling in the cage? Maybe they had? Maybe she'd let Jamie know that they had and that she she'd received a letter saying she wasn't allowed to visit him any more.
The next day Sophia sent a text:
"Now you have your phone you could call the technical support number to get the cage off" There was no way for Sophia to know that the "technical support" number was just a semi-automated cock teasing hotline - after all the training was really long and it wasn't her fault if she zoned out at points.
Jamie called the number a pressed for the option for problems removing the cage.
"Please press the button on your keypad relating to the appropriate reason for removal:
For a medical appointment press 1
For air travel press 2
If the cage is too loose due to dick shrinkage press 3
For anything else please stay on the line to be connected to an operator"
Jamie waited for a human to pick up the phone.
"Hello Forever Desire technical support, how can I help you?"
"Hello, my wife asked me to put this thing on but the key she gave me doesn't work"
"Ok no problem we should be able to help with that, what was the reason for using the key today?"
"Well to get the cage off obviously"
"But why does your wife want the cage removed sir?"
"Because it was only supposed to be on while I took some stupid photograph for her"
"There verification photograph yes"
"Yes then it was supposed to come off"
"Come off for what though sir? Maybe we can get this all straightened out if we can talk to your wife, please hand her the phone"
"She isn't here"
"I'm afraid I can't assist with any removal that not supervised by the keyholder sir, I'm sure you understand" He didn't want to divulge this but this was going in circles:
"I'm in prison, she can't supervise me"
"I see sir, your keyholder has locked your cock up and put you in prison - for your own good no doubt - or at least her amusement. The only thing you're trying to do with that silly little cock is spend hours gooning off to some perverted contrived situation you've imagined, I'm sure you miss that sensation of a strong hard erection with your fist moving slowly up and down it, brain turned to mush, all you can think about is your throbbing shaft between some bimbo's oiled up melons - you're wasting our time and I'm going to recommend to your keyholder that she double your sentence" and with that the phone line went dead. Jamie's cock was throbbing alright, against the steal bars of the cock cage - his balls were aching already - how had he gotten into this mess?
The next day a message came through from Sophia
"The tech support ladies have been in touch with me though and they want me to ask you why you should be released - theyre worried its for wanking thinking about other women - its not that is it baby?"
"this company is the worst, no i only think about you!"
"ok well heres some pictures to tide you over" and she had attached an image of herself in the spare room facing away from a mirror doubled over with her perfect snatch nestled between her thighs. Jamie's eyes poured over the brown fully fashioned stockings and heels but his gaze was distracted by the boxes and boxes of chastity cages and other larger devices he couldn't identify.
"Please dont send anything like that at the moment, my cock is crushed inside this cage looking at you! Is that all your stock for the MLM?"
"Yes but I hope to get rid of a lot of it soon - that number I had to text for the money for your phone asked me to join a women's support group for people who are married to men inside - hope to do some recruiting there"
Jamie rages against the cage over the next two days but cannot escape and towards the end of the week he has to concede that the best thing to do for the time being is to learn to live with it. He learns how to clean it after peeing and how to hide it from the rest of the prison population. Evenings are the worst, his thoughts dwell on plans to get a key and the picture of Sophia's tight cunt in that photo looking back at him surrounded by sex toys and probably the key to the cage. It's then that he thinks "Why can't some else bring the key to the prison? This whole thing is that Hazel's fault, she should bring it"
On a Friday night Jamie retrieves the phone from its hiding place and tell Sophia this new plan but there's already a message from her.
"Hope youre holding up babe, I went to that support group tonight and it was really helpful and business is great - I had wine with Hazel's upstream last night xx"
"Thats good, its been so hard in here this week with everything going on - can one of your mates bring the key at this months visit? Hazel perhaps?"
"Everything is so confusing for me at the moment, Ive got my upstream and really downstreams telling me all men need to be locked, the support group are telling me that sending naughty pics is great for men inside and youre telling me the opposite of both - I need to have a think - Im meeting up with the support group organiser who we got the phone off on Sunday anyway so I'll ask him what we should do"
"What do you mean, it was only supposed to be on for a few minutes any now its been a week!"
"I know babe but so much has changed since then" and with that she attached a video of herself on all fours in a shiny latex corset and pleaser heels thrusting herself feverishly against the biggest black suction dildo that Jamie had ever seen attached to the full length mirror on the wall.
"I only ever think of you baby" She said. But no matter how good anyone's imagination, Jamie's cock was nothing like the 14" rubber one his wife had up her dripping pussy.
As the monthly visit day approached Jamie asked again about Hazel. Sophia replied
"Hazel doesn't want to help any men get unlocked babe, he's very hard line with this sort of thing - dont forget shes my upstream" Jamie had had enough of all this MLM crap.
"Look I dont care how it is but there must be someone willing to smuggle a tiny object in for us" Sophia was indignant at this tone, she was the keyholder after all - the training video flooded back into her mind
"Doenst anyone in there know someone on the outside who could come and meet me?" The thought of the associates of any of the people in there meeting up with his wife turned Jamie off of the idea straight away. After a silence Sophia continued "Life is so hard for me out here - you get that dont you? If you want to make things easier for me you want ask me to meet up with any more sketchy people, you'll just be a good boy and hopefully you can get an early release" The only reply Jamie gave to this was ending the call. He wished he hadn't, he wished he's asked what Sophia meant by "MORE sketchy people" and whether she meant early release from prison or the chastity cage.
From there on in the status quo was accepted as just that, and Jamie did keep his head down, saw his parole hearings and pressed for early release. Sophia continued to send videos, including one that she said Hazel was ok with her sending. In it Hazel was with a man on a bed but Jamie knew her husband and this wasn't him. When she took his trousers off his cock was out of the leg hole on his boxers and has Hazel keenly took it out and put both her hands round it it stiffened up to at least 10" as she masturbated him and took his head in her mouth there was a giggling from behind the camera. Hazel, without taking his cock out of her mouth, passed her necklace over her head and around his thick shaft so he was wearing it round his cock. Jamie recognised what he'd first thought to be a charm of some kind to be a key like the one that didn't work in his cage months previous. Hazel kept working on the dick and put her hand up the skirt she was wearing, she began to rub herself and groaning - then the camera become unsteady for a second and a hand came from behind it with another necklace with another key attached, Hazel let out a laugh and put that key around the base of the man's cock with the other key. Hazel was no amateur and put on a real show for the camera taking his huge dick between her legs in a sitting position with her legs open to the camera. The camera operator's shot was also moving up and down until the unmistakable sounds of a second woman orgasming could be heard. Jamie hated Hazel but watching this video he had leaked a month's worth of cum over his prison bedsheets - it came oozing and oozing out of him but offered to relief. When he got out, Jamie though, he would show this to Hazel's husband and she would be sorry.
Jamie's hard work had paid off and the day of his release (from prison) came. Sophia met him at the gates, she looked so hot and Jamie noticed a necklace around her neck with a key on it. He asked her about it
"It's your chastity key silly, all the keyholders wear them" He asked to be given it and Sophia answered
"Well we can't do anything here can we, wait until we get home"
The prison was a long drive from home and Jamie fell asleep in the car. He was so excited the previous night, thinking about how today would be and reviewing a lot of the photos and videos Sophia had sent him. He awoke 10 mins from home and when they got in he barely recognised the house - there was boxes of stuff everywhere and Sophia had redecorated. Sophia gave him the tour - when it came to the bedroom Jamie was sure he'd seen this decor before somewhere, there was something familiar about it...
Jamie asked again about his cock cage, Sophia replied through a yawn "It's ok for you, you didn't have to drive all the way back, I'm so tired babe I just want to go to bed and we can play tomorrow" but Jamie wouldn't drop it at all
"I've been locked up for 4 months Sophia, please please use the key now."
"I want it to be a special time between us tomorrow though when we're fresh - I'll tell you what, I'll unlock you tonight but no touching, promise?"
"I promise - you'll be in bed with me anyway so you'll see"
And with that Sophia reached up to her neck fingering the key then lifted the chain over her head. The rush of feelings to Jamie's head was almost too much to handle for him. The cage came off and Sophia raced to get the ring from behind his balls before his cock swelled up. Although it was impossible to beat it, it didn't matter so much since he had shrunk so much over the last months. They both looked down at it
"Don't worry baby it'll come back after a week or two" Sophia said recalling the training video. "anyway you need to calm down and come to bed for some rest". Jamie and Sophia went to bed but Jamie couldn't sleep - whether it was sharing a bed with someone for the first time in 10 months, the sleep he'd had in the car, the softness of the mattress compared with his prison bed or how relentlessly hard his cock was. Sophia didn't seem to be sleeping either. He sat up
"I'm really sorry Soph but would it be alright if I slept in the spare room tonight, I think the mattress is a bit harder in there, it's more what I'm used to" but Sophia was suspicious that other motivations might be at play.
"Are you sure you're not trying to jerk off without me seeing?"
"No honestly I want us to have a special time tomorrow like you said"
"Ok then you won't object to being restrained while I'm not there to supervise" Jamie did want to jerk off, more than anything and he thought a pair of handcuffs weren't going to stop him so he agreed. They walked down the hall to the spare room - the tour hadn't got that far before Jamie had complained about the cage - it was more than half full of boxes. Jamie was looking at all of them wondering what was inside when his attention was stolen by a metal fiddle that Sophia was removed from its packaging - it was a solid steal device that fits round the neck and has holes to restrain your arms with your elbows at right angles out in front of you and you hands facing upwards. It was not going to be possible to masturbate in but Jamie couldn't let on that that was intention now. He was locked in it with padlock (which seemed excessive since he couldn't even reach the lock from his restrained position).
"out of the frying pan into the fire" Jamie thought to himself but he remained nonchalant in demeanour. Seeing one object at waist height with it's packaging off but strewn around the floor he asked "What's that?"
"Not now I'm so tired" Sophia replied. He looked closer, it was a yellow box with a rubberised hole in the side.
"It looks like you can fuck it!" he said as a sort of horny brained joke.
"Do not fuck it" Sophia warned sternly "If you must know they sell it as a thing for penectomy fetishists - supposedly if you put your cock in it and it detects cum a blade comes down and cuts it off" Jamie's face looks horrified "I doubt it works though, it's just for fantasy I guess" Sophia reassured him mostly to dissuade him of the idea that she was into selling stuff like that at all.
"Bloody hell, some people I guess" Jamie said, his arms restrained and cock stiff as a board "Why is this one unwrapped though?"
"Can we not do 20 questions please?" Sophia groaned...realising it was going to have to be answered she continued "Hazel's husband was messing with it while Hazel and I were in the bedroom with..." fuck FUCK, she was so tired she had said too much
"WITH WHO?" Jamie shouted before he could realise he was in no position to be intimidating
"Ok fine, Sam from the support group gave Hazel a lot of support in our bedroom and yeah if you really want to know he supported me up the arse two nights ago ok?"
"What the fuck babe...?" Jamie said, astonished but before he could finish the phrase the door had slammed shut. He stood there without knowing what to do or say for a minute or more before trying to go after Sophia but the restraint prevented him from opening even a simple door with a door handle, he just couldn't get his hand to it. His mind raced still as he sat down on the bed - his wife had been fucking around while he was in prison and in cock cage and now he was out of both but he still couldn't touch his rock hard cock.
Jamie was thinking about going to bed and unravelling this whole mess in the morning when he thought he heard a door - was it the front door, it had been a while so he wasn't sure. He could hear a woman laughing but not Sophia, it sounded like Hazel, he had hate watched that video enough over the last months. Footsteps were heard on the stairs, surely she wouldn't let Hazel see him like this? The footsteps were heavier than he'd have thought for Hazel though and then were was a man's voice. The door opened to the master bedroom followed by giggling. It was Hazel, Jamie could hear her.
"He's not?! Right now? That's so funny...!" You heard an unzipping then more giggling followed by some unmistakable glugging sound of someone deep throating a massive cock. Jamie thought to himself that he was disgusted by this and couldn't believe he was being treated this way but his cock was throbbing more than it had been for the last 10 months of being caged. Hazel was talking again "That's it you dirty bitch, slide that head in" "You love that don't you" but he could hear another woman who sounded in pain, it can only have been his wife Sophia. She was making a guttural drone you'd heard nothing like before, his gaze fell to the floor in despair and in doing so he caught sight of the 14" dildo that his wife was taking in the video all those months earlier. He looked elsewhere in the room to put it out of his mind and saw that jerking off machine against one wall - he HAD to fuck something. He gingerly slid his gooey head into the neoprene hole. It felt incredible from the very first thrust into it, it was warm somehow and wet and tight - just few thrusts and he would stop, his wife's cries of pain had slowly morphed into ecstasy and Jamie rocked his body back and forth fucking the machine - he lost himself in his wife's screams while she rode that cock he'd seen on the video and before he knew it an enormous load of cum filled his shaft, he knew had to pull out but something was gripping his cock and the machine made a loud \*click\*...