[Fiction] Todd's Urethral punishment

[cantthinkofanythin]

This will only be 1 post long, my first story feedback welcome


Todd awoke with his beautiful mistress Cat tying him tightly to the table where she usually carries out his punishments. He is still a bit groggy from the drugs she gave him to knock him out, and he doesn’t quite remember what he did to deserve a punishment. “Oh good your up, and just in time for the fun” Cat said. Todd wanted to ask what his punishment was and why he was being punished, but he knew better than that as he didn’t want a second punishment for speaking without being told too. It was too late anyway as she had already stuffed a ball gag into his mouth.

Cat walked over to her shelf where she kept a lot of her toys, and she came back with a sound in her hand. It was rather small compared to what Todd was used too and he suspected there was more to this punishment. “I am going to try something new today” Cat said with an evil smile. She left and went upstairs for a moment and Todd heard the sink running upstairs. Cat soon returned with a bowl filled with water. She placed it down on the table and went over to the shelf and grabbed an item, which to Todd’s despair was a 100ml syringe.

Cat sounded Todd for a little while to open up his urethra, and then she filled the syringe with water. She inserted it into Todd’s urethra and began to force the water in while Todd watched the plunger make its slow decline down; 100ml, 90ml, 80, 70, etc. It was a weird and painful feeling having all that water inside him. Cat took the syringe out and refilled it as some spillage came back out of Todd. “Only 5 more” Cat said laughing manically. Todd felt a tear in his eye, how am I going to get through 5 more of these when I could barely handle 1 he thought.

The second syringe-full went much smoother and Todd could now feel the water forcing its way into his bladder. His urethra was burning and he wanted desperately to piss out all this water, but he knew he would be punished more. The third and fourth were similar to the second, more and more filling his bladder. “Let’s take a break, and don’t you dare let any of that water out” Cat said strictly. Her breaks are actually breaks; it means she wants to move on to something else for a couple of minutes. She grabbed the sound and started viciously fucking his pee-hole. It wasn’t a big sound, but after having all that water shoved into his cock, it burned badly. After a couple minutes of this she stopped, left the sound in, and began jerking me off. This is another of her punishments where she makes Todd cum with a sound in, it is not fun.

At this point Todd is in a lot of pain and just wants to get this over with. Cat removes the sound and puts the last load of water in; this reminds Todd of how much he wants to piss it out. “Now, I’ll be back in about 10 minutes, unless I get distracted, but until then sit tight and keep all that in you.” Cat puts the sound back in to prevent Todd from pissing then she leaves. Todd is worried because 10 minutes is usually 30 with cat and he feels his bladder will explode ant second now.

26 minutes later, Cat returns, removes the sound and counts down from 10. Todd uses all his will not to piss until she reaches 0, and when she does it shoots up into the air for twenty seconds. It’s relieving and painful at the same time for Todd and when he’s done cat says “well I hope you learned your lesson. Stay like that for about 6 hours then I’ll come untie you.” Todd sits there in more pain then he’s ever been saying to himself he will never break a rule again if that is the punishment. You never know though, maybe he will…

[MisterDare]

Please put another part in.

[Dareholic]

I'd would never break another rule. Atleast, not on purpuse.

[cantthinkofanythin]

I have decided to continue this, but it still wont be longer than 4-6 posts unless I decide otherwise, im not a very fast poster so it might be awhile between posts. But I know where im going with the story and I will try to update at least once every two weeks (I know that's a while but im pretty busy. So without further ado, here is chapter 2...


As he lay tied to the table, Todd recalled how his slavery to Cat had started.

It all began when he started getting into the idea of having a slave of his own, he had never really thought about it much before, but it interested him. At first it was more of a fantasy, something he daydreamed about but never really expected to happen, but that all changed when he found a website where you could find slaves or masters/mistresses.

For a while he just looked at possible people he would want as a slave, but eventually he met someone special, someone so breathtakingly beautiful that he couldn’t stand not to be able to touch her. He wanted her, no he needed her as a slave and he was willing to do whatever it took to get her. But what todd didn’t know was how evil and deceiving this girl was.

Todd learned that her name was Catharine, Cat for short, and that she was looking for a slave. They started talking more and more each day and eventually had some webcam sessions. They grew very close and eventually agreed to meet each other. The only problem they had was that they were both looking for a slave. To settle this, they made a deal; Cat would have Todd as a slave for one night and Todd would have Cat the next, and with this, Cat’s plan was set in motion.

Todd came over to Cat’s house after telling most of his friends and family he would be gone for two or three weeks to be with Cat. Cat opened the door looking as beautiful as ever with her pale-white skin, perfect c-cup breasts, and a large firm ass. She wasn’t big, but she wasn’t skinny either, she was perfectly in the middle. She was wearing nothing but a dildo and stockings. She invited Todd in and led him down to the basement where her toys and equipment were. She started by feeling him up, and slowly stroking his cock to make him comfortable then softly whipped his back to warm him up. Then when his guard was down she tied him down tightly to the table so he couldn’t move.

After he was tied down, Cat’s expression quickly went from sweet and innocent to evil and stern. “Listen up my bitch” she said manically, “Things will be going down a little differently than you had expected, rather than owning you for 1 night, I will own you until I don’t have any more use for you.” Todd was shocked, did she really trick that easily, is she seriously going to keep me as her slave, how could I have let this happen, he thought. “Now there are 3 simple rules to being my little bitch; 1. You will always refer to me as either mistress or my owner. 2.You will always refer to yourself as this property. 3. You will obey my every command. Breaking of one of these rules will result in serious consequences.” And she left him confused, scared, and shocked while tied to the table as she prepared what she had in store for her new property.

[tiger4020]

I'm glad you decided to continue this. Brilliant.

[cantthinkofanythin]

It’s been a while since I updated, so I figure it’s long overdue.

Chapter 3: Freedom Gained and Freedom Lost

For the next few months, there was not much Todd could do as Kat tortured him day in and day out. He had plenty of time to think, however, and that is what he did. Todd thought all kinds of things: regret, life before Kat, revenge, what he would do differently if he had a time machine; most of all he thought about escaping.

After months of careful planning he finally put his plan into action. First, he would do something he would be punished for. Kat liked to leave him in bondage for a while after punishments. Then he freed one of his hands, and untied the other. The leg straps were easy and he was free. Todd knew Kats schedule inside and out and knew she would be leaving in 3 min. It was a cold day out, so Kat left the window open to make Todd even more uncomfortable. When he heard her leave, he squeezed out of the window and ran around to the front door to get in and retrieve his clothes.

“And what is my sissy boy doing?” Todd’s heart sank when he heard her voice. “I leave the house for a few minutes, come back to get my jacket and find my bitch trying to escape.” Todd decided the only chance he had was to run and he did. He got by Kat, and sprinted faster than he ever had before, but Kat had her car and quickly chased Todd down. “Ok slave, if you come with me now I won’t post any videos/ photos to the internet” It was a small win but there wasn’t any choice, so Todd went with her. “I’m going to punish you worse than ever.” She whispered in his ear. Todd could already feel his penis in pain.

The reason for such a severe urethral punishment was finally coming back to Todd. He knows why his dick was in so much pain, and the scary part is, he was already planning to try again.

[cantthinkofanythin]

Since it took me so long to update, I decided to do another chapter. I do not know if this will be the last chapter or not. I am leaving it at a point where it does not need to be continued, but it could be if I choose to (or if someone else wants to keep going with it). So without further ado…

Part 4: The final Chapter (maybe), Todd’s revenge!

Todd didn’t have much time so he worked quickly and carefully. He finally was able to get his arm loose and reached for the lighter Kat had mistakenly left on the table by Todd’s bed after Todd’s wax torture. He got it and used it to burn the ropes that were bonding his arms and legs. Then he lit the wooden chair in the room on fire. This created enough smoke to set off the fire alarm, which would signal to the fire department. Kat also had a system in her house that would unlock all locked doors and windows in the house. Now all Todd needed to do was break down the door to the main floor and he would be free. The fire department would buy him time by not letting Kat in. After 5 min of endlessly hitting the door with the spreader bar, the hole in the door was big enough to put his hand through to unlock the extra lock so he could get upstairs. Now, all he had to do was find some clothes to wear and escape through the backdoor to run to his house. He only found Yoga pants and a tank top, but it would have to do, and he hitched a ride back to his house from a taxi. He was home, and he never felt better in his life.

The next morning he was checking his email when he saw one from Kat. It read

Dear Bitch,
You probably feel so smart right now, figuring out a way to escape me, but did you really escape. Did you forget about all the pictures and videos I have of you? I have already posted them to a variety of porn websites, but I have yet to send them to anyone you know. I will not do this if you come back to me. You have until noon tomorrow to be naked and kneeling in my living room or I will send these to everyone you have ever and will ever know.
Choose Wisely,
Mistress Kat.

Todd was worried, he didn’t want to return but he also did not want everyone to see those pictures. So he came up with a plan and left ready to finally get his revenge.

When he arrived the next day he went to the living room and stripped down
“Well, look who decided to be a good sissy boy.” However when she got close, Todd moved his hands from behind his back and revealed the cloth with chloroform and covered her face with it. It took her by surprise and she was out in seconds. Kat awoke bonded to the wall nude like she left Todd many a times with Todd staring right at her fully clothed. She had some sort of chasity device on and could feel a dildo in her ass and pussy. “Welcome back BITCH! I see your adjusting to this role reversal. You have a nice body, I never really noticed until I chained you up to the wall you left me tied to so many times. Now let’s get to the part where I have my revenge. After doing some research, I found that the average girl’s climax happens when their pulse gets to around 115. I tested it a few times while you were out and found that to be correct. The belt around your waist has two vibrating dildos attached: one in your pussy, one in your ass; It also has a heart rate monitor. When I turn it on it will vibrate until your heart rate reaches around 112, just before you climax, and will shut off for 45 seconds. Then it will start again and continue this cycle for as long as I like. You will be continuously stimulated without ever being able to cum. It will drive you insane within a matter of hours and you will be begging me just to turn it off. I will be filming the whole time so I can enjoy the show when I get back, so make sure you put on a nice show for me. Now, I am leaving. Don’t know when or if I’m coming back, but I expect you will be in tears by the time I do return, so you enjoy yourself.” The realization finally kicked in and Kat was suddenly very nervous.

“This isn’t over asshole, I will get you back, you just wait.” She screamed as Todd began walking away with a huge smile on his face. The truth is, he hadn’t decided if he is going to do anything else or not. Kat will just have to wait and see…



Well, that is the end of the story for now. If anyone wants to continue this story, let me know. I would but I am too busy too right now. If I continue, it probably won’t be for months. As usual feedback is welcomed and appreciated. I am working on a much longer story, but I won’t begin posting it until in is pretty much done to avoid too much time in between posts. Thanks for reading

[TheXXXPenguin]

I loved you short stories, the ways you ended it was great too, sad too see it end though. I am definitely staying tuned in for any of your future writings!

[cantthinkofanythin]

New chapter.

Chapter 5: role reversal

It had been about a day and a half since Todd left Kat in the torture device, and he decided to return so as not to give her a heart attack. When he found her in the basement she was on the ground whimpering and drooling all over herself, the floor was a little wet from her drool and piss. Her eyes were closed so she didn't see Todd, but she noticed him after a harsh slap to her breast. She had a look of anger, pain, fatigue, and desperation. Todd took out her ball gag and he...
"FUCK YOU" Kat immediately yelled with what little strength she had left.
"Well that's no way to treat the only man with the power to end your suffering."
"Sorry"
"Sorry what"
"Sorry SIR" Kat said with a hint of sarcasm.
"How are you liking my device so far?"
"P...ple...please t...take it offff sir"
Todd could tell the vibrators had started up again, and he sat and watched until it stopped, loving every minute of it. "I'm not going to take it off. Watching you suffer is just too much fun. Too bad you won't be mine much longer." Kata eyes widened at this. "You see, I've been talking to another woman online. She is also a mistress, and is very wealthy. However she is a lesbian, and is looking for a new slave. Naturally, I messaged her about selling you. She will be here in about an hour with my million dollars and in return she will take home you and the key to end your torture. She then take over everything you used to own and you will be erased from existence. She has done this many times and has perfected the art of making someone disappear. She currently has 42 slaves, and judging by what I've seen from her, you are not going to have a happy existence. You will be tortured severely daily without any release, and if you this past day was bad, you will be begging for a day like this in a matter of months. So I hope this past month was worth losing you freedom, because after today your entire existence will be devoted to your mistress"
Kat began to frantically struggle, desperately trying to escape her binds and avoid the life described. Todd sat back and enjoyed the show, his revenge almost complete, and waited for about 45 min when he heard the doorbell ring.
"NOOOOOO, please Todd...i mean sir, I'll do anything, please just don't give me away, I'm sorry, I'm sorry Todd...sir,im sorry,please, pleaseill do anything"
Her voice was droned out by his conversation with her new owner, and with that, there was no Kat, just slave 43, and Todd's revenge was complete.