[Fiction] Night time punishment

[davidallen]

Fiction, but some of it may have happened :-)

It was a stupid bet with my roommate. A bet I cannot win, but I had to do it. "I will have a wet dream in next two weeks." Of course, I had very few ways to make myself have a wet dream. I tried, I tried hard. I stopped masturbating for two weeks, watching porn every day before bedtime. Every morning, I woke up, disappointed that my crotch is dry... Every morning, my roommate checked me and laughed at my morning wood, unable to get nocturnal relief.

This was my last day. I was desperate. And I was horny. I was so horny, so frustrated, I wanted to cum sooo much. "Tonight is your last chance. If you don't cum in your sleep, you will suffer." That night, I edged many times, but I already knew I am doomed.

"WAKE UP! GET UP FROM BED!" Being woken up in the middle of the night is painful. I hate it. But this time, I felt actual pain. I wasn't quick enough to jump from the bed, so my roommate grabbed my ear and pulled me from my warm, comfortable bed to the cold, cruel world outside.

I was wearing only my underwear to sleep, so the check-up was quick. "What were you supposed to do, slave boy?" "I... I was suppesed to have a wet dream." "Yes. And did you have one?" "No... No, sir. i was unable to cum in my sleep." "Correct. And now you will be punished. I was actually plannig to give you some more time. Like, keep you denied for a month or two..." "What? Please, no, we agreed..." "Shut up. Don't worry. You WILL actually cum tonight. But you may not like it. Pants off!"

I obeyed. My roommate reached down to my genitals. I didn't like the idea of cumming here, being watched by another man. But at least I will FINALLY get a relief...

Well, I was wrong. My roommate didn't grab my cock. He grabbed my balls. Unable to resist, I was pulled to the bathroom. My torment was just beginning.

[davidallen]

"Get in the bathtub!" my master ordered. "Kneel." I had to obey, there was not much sense to resist. He started the shower. COLD! Freezing cold! Have you ever got a freezing cold shower at 2 am? Now, this is torture.
The shower took about 2-3 minutes, while I was ordered to stay still. After the shower, I reached for the towel, but I didn't get any. "Keep kneeling. I need to do something." I was shaking with cold, while my roommate returned with some white cream and started rubbing it on my penis. I thought is is icy hot, braced myslef for pain, but it wasn't. I didn't recognize the substance, but I had my suspicion... After applying the cream, I got a chastity belt. "Oh, don't worry. It is the smallest ring, so it won't slip off." Finally, I was allowed to exist the bathtub and was handed clothes. "What is it?""It is old army overalls. Put it on."
My roommate is into military history, military roleplay etc. He tried to convince me into this stuff, but never was really succesful - until now. Not that I had much say in it. "Now, get back to bed and wait!"
I was quite glad about it - I felt really cold and the bed was still warm. After about 10 minutes, I however reached other extreme and the warm overalls and warm blanket made me sweat. Also, I felt swelling in my chastity cage I could do nothing about.

[davidallen]

"Still cold, slave?" "No, sir. Thank you for letting me warm myself, sir." "Good. You are already getting the vibe. Now, I asked you to have a wet dream. I wanted you to wake up with wet pants. You tried hard, but you didn't make it. Now, you will suffer. But there is still a way out." He removed my blanket. I stayed still on my bed, wearing my army overalls. "I want you to cum now. You are allowed to masturbate to orgasm. I will give you 10 minutes. If, after 10 minutes, I will see a big wet spot on your underwear, you will be free."
This was too easy to be true, and yes, it wasn't. "Of course, you must do it now and here, and you are not allowed to take off those clothes. And your chastity. So, start!"
I knew it is not possible. But I had to try. I had to, since I knew I am in for a horrible torture.
I grabbed my chastity cage through my clothes and started to jerk it. Sometimes... Sometimes when I am super super horny, I can cum in my chastity just by sliding it on my cock. It takes many days of abstinence before (that I have now), some visual stimuli (which I dont have), some oil as a lube so the cage slides comfortably (I don't have any now) and of course full access (and now I have two layers of clothes between me and tha cage).
However, I MIGHT be able to cum. MAYBE. MAYBE I WOULD. But... I didn't... I didnt feel anything! No matter how much I tried, my dick just... Like it WASN'T there!
My roommate laughed when I realized it. Yes, it was true, as I suspected. The white cream he put on my cock - it was numbing cream. A strong one.

I jerked for whole 10 minutes, I simply had to try. But when the alarm went off, I stopped, sweating, tired... And more frustrated and horny then before.
"Now, do I need to chceck your underwear? Or do we start your chores?"

[davidallen]

For the next hour, I did all the chores in our flat that you can imagine. I cleaned the bathroom, washed dishes, cleaned floor, tidied our room... One hour of hard labour i was putting off for weeks. Now, it was done super fast and super good. My roommate was checking on me every 15 minutes with heavy belt. But he didn't need to use it, ny fault was fixed immediately. Of course, because the belt was BAD. I got spanked with that belt few times, and it wasn't a nice experience.
"OK, now this seems good. You will finish the rest tomorrow." I was tired, but happy that I am not getting the belt. "One last chore for you to do. You will clean the toilet. And I mean not just the toilet, i mean the whole room. And i want it so clean you can eat from it. Because guess what? You actually may..."
I tried to get rubber gloves, but I wasn't allowed any. I was given 15 minutes and I tried to use them as well as possible. I srubbed the porcelain, I washed the floor two times. I wasn't sure what my roommate meant by "eating form it," but I am sure he meant it.
"OK, finished? Now, we will check how well did you do it. For your own good, I hope you didn't leave any dirt." Then, he grabbed my wrists and handcuffed me behind my back. "See now." He took handful of sugar candies and threw them in the room. "Now, eat all of them. I will watch if you are not cheating."
The belt was still in his hand, so I didn't hesistate. I went on my knees and staretd eating. First from the floor. That was ok, I scrubbed it well. Few landed in the bowl. That was more disgusting. I had to keep telling myself it is clean, it is clean... But still, it was a toilet bowl. I had to put my head inside, as my hand were cuffed.
Few candies were in the corner, a place I didn't scrubb good enough. Eww... And the last one... "No. NO! I am not eating this one." The last candy landed on the toilet brush. My roommate laughed. "What? You didnt wash that too?" "Please, don't make me..." "Relax. i am not an idiot. You don't need to eat this one... But you will get the belt." For a tiny moment, I actually considerd it. Yes, it is disgusting, but the belt... "So? What did you choose?" "The belt, of course."
I had to take the candy and flush it in the toilet. Then my roommate made me undress and lie on my stomach on the floor. ONE! Owww. TWO! Owwww. THREE! Awww! I begged him so hit weaker, but this is not how it works. I started almost crying. AAANND... TWENTY FIVE! My butt was burning red and i needed some time to rest. But I was allwed only a minute.
"Get up and dress. You need some exercise."

[Wedgieking090]

Love it. Can't wait for more

[davidallen]

24... 25... 26... 27....... 28......... 29............
I collapsed. Normally, i can do 20 pushups max, but this time, I was extra motivated. My master made me exercise until total exhaustion, but this was not over. My hands were hurting, but my legs are still frest. Squats are much more simple than pushups, so I lost count around about number 50. The number didn't matter. "You will exercise untl you can. And then some more." After i collapsed on my tired, shaking legs, I was quickly repositioned and made to do crunches. Dozens and dozens of them. My abs HURT! But I was not allowed to stop until I was physically able to do it. I collapsed in exhaustion, just to be ordered to start again. Pushups. Squats. Crunches. Pushups. Squats. Crunches. In each turn I was more and more tired. I was close to tears, but I was made to do more and more and more.
"I am sorry, master, I can't do any more." I begged him to stop.
"You can't do more, you say?" He snapped the belt. "Do some more pushups! NOW!" "I'm... sorry... I... Can't..." I reall tried, but my hands didn't work.
"OK. This is where I wanted to have you." He came to the room with a big brown box. "Do you remember this?" "No, no please no!"
The box was an old army field telephone. Those of you who are not familiar with it, there is an induction coil in the device, so you can call without electricity source. You make your own electric current just by cranking the handle. Aaand you probably know where it goes. Field telephone was a popular tool used in military hazing or bullying in some less enlighted armed forces... And it was even used to torture prisoners in the past, because if used correctly, the pain is almost unlimited.
"Now, you will do 15 pushups. If you don't make it, you win a session with the telephone. The less you do, the worse it will be. NOW START EXERCISING YOU LAZY FUCK!"
Just a minute ago, I wasnt able to move my hands. But now... "ONE. TWO." We got the telephone some time ago. "Three. Four." Not to use it in our games, we were just curious. "Five. Six." We tried it few times, but we discarded it very soon. "Seven! Eight!" Because it hur so much that I caleed safeword after first shock. "Nine! TEN!" I collapsed and I felt I am not able to do anything. My hand are useless now.

I had to undress. I needed some help, as my hands still didn't fully obey me. "Lie on your back." I did, only part of my body covere was my penis - the steel chastity was there, preventing my erection to get out. Yes, even after all this, I was still erect. "Now, if you made less than 5, I would place the wire on your dick." He saw my horror. "Don't worry. You did better. Now, if you made less than 10, I would place it on your butt. You did 10. You are lucky boy. You will get those on your feet." I didn't sigh in relief. Shocking my feet hurts. A LOT! But due to strong skin and greater distance between electrodes, it hurts much musch less than butt, or even penis. Wires were taped to my soles, and I cleched my teeth. "IIIIIaaaaaaaaaghhhhh!!!! Awwwwwwwwwww! Uuuuuuuugh!!!" It was a very short session. Two minutes, maybe less. But after it, I was done. Drenched in sweat and totally totally exhausted.
"Congrats. It is over." "What?" "Well, not totally, but I promise there will be no more pain."
My roommate removed the wires. "No, no shower. You are still my slave, I don't want you to relax. It is not over, remember."

I was given my underpants back and ordered back to my bed. Then, a key was provided and my chastity went off. Immediately, I got massive hardon. "OK. Now finally, I will let you cum." I reached my dick, but I was stopped. "Not so fast, boy."

[davidallen]

"Please! I don't wanna!" "It is your choice, boy. Either this, or extra week of denial." My maters just made me the most impossible offer. He will let me cum - but he wants to record it on his phone. "I will delete the video in the morning. I promise. It is just for the extra humiliation." "But... But..." "No buts. Either you let me do it, or the chastity coems back on, for a week. Maybe you would finally have that wet dream."
I was principially against making photos or videos of me doing sexual stuff. But... I was horny. I was horny to tears. And my dick was so hard it hurts. "Ok. Ok. But if you don't delete that video..." "You may delete it yourself in the morning. Oh. Never mind. I will record it on YOUR tablet PC. That way, you will have full control over it." "Deal."
I pulled down my underpants (which I was allowed to put back on), grabbed my dick, and... Oh, fuck. The numbing cream is still there. But... But is wearing off. I felt the pleasure, only it was... Numbed a bit. "How are you enjoying your forst wank in two weeks?" "Not much. The numbing cream is still working." "I know. But it has been two hours, you may be able to cum, it will just be difficult."
It was. Normally, after two weeks of absitnence and two hours of erotic torture, I would cum after few strokes. Now, I wanked. I wanked HARD. I wanked LONG. Finally, I understood why he wanted to record it. I must have looked hilarious. Doing the most funny faces when getting close to orgasm but not being wuite able to... "CUUUUUUUMMMMMM!" I felt the pleasure in my dick and balls, the presurre, getting ready tu explode. Just few more strokes! Just few more... Just.... NOOOOOOO! DON'T!
At the very last moment, my roommate grabbed my hand, put it behind my head and pulled up my underwear. I tried to fight him, but after the exercise, I was too weak.
Ruined orgasm is bad. BAD, BAD! But ruined orgasm with numbing cream... It is... It is... Not there. The only proof that I actually orgasmed was the big wet spot slowly appearing on my underpants. I watched it with my eyes wide, here was two weeks of pleasure, just flowing from my dick, without me feeling anything. Absolutely nothing. When the spasming in my crotch stopped, I felt... Frustrated. Frustrated beyond my senses. I wanted to cry.
"Now, that was something. Felling relieved?" "Not a bit." "Right."

Now, my roommate stopped recording (I just realized he recorded my desperation and begging!) and palced the tablet PC on his bedtable.
"OK, now you will go to sleep. You are not allowed to leave your bed and you are not allowed to masturbate again until morning. If you break those two rules, the video will go out. If you don't, it will be safely stored in your tablet and in the morning, you will be able to delete it. Now, good night."
I looked at my wet undergear. "Please, can I at least..." "No way. I wanted you to wake up with cum filled underpants. And you will. Now, no more talking, or you will be punished."

I was so tired that it didn't take long for me to fall asleep.

TO BE CONCLUDED.

[davidallen]

"Wakey wakey!" I woke up. It was 7am, but since I spent most of the night being tormented by my roommate, I didn't want to get up. "Let me sleep." I felt cold wetness between my legs and I remembered that I was sleeping with wet pants. Since I ejaculated, but didn't get any real relief, my dick was hard, I had massive morning wood. "Well, don't you want to have your 'good slave full real morning orgasm'?" Immediately, I got fully awake and eager to serve. "That's better. Now, your servitude is over, so you are free to wank any way you want. There is only one catch, though." Of course there is. "Or rather, two." Of course, there are! My roommate removed my blanked, so I was exposed to cold air. More importantly, big wet spot on my pants was exposed to the world.
"One: You won't leave your bed. You must cum just here and now, as you are. Two: I think, you need some visual help." Then, he gave... Oh no. Oh noooo. He gave me the tablet PC. There was the video of me deseperately trying to rub my semi-numbed dick, and then getting my ruined orgasm. Most of the video wasn't focused in my cock, however. Centre of it was my face, doing the most funny and most embarassing grimaces. "Let it play one loop before you touch your dick. Then, masturbate slowly so you don't cum until the second loop ends. After that, you will orgasm." He placed the tablet PC on my stomach, right in front of my eyes. "And do not close your eyes, do not stop watching. It is porn, you are a young horny boy, so you are supposed to enjoy every second of it. If I think you are not enjoying it enogh, it means you are not horny enough and will delay your cum for few days."
What was I supposed to do? So I watched my own humiliation. The worst thing was... At some level, I actually enjoyed it. Yes, it worked as a porn, it made me horny and when the forst loop ended, I grabbed my dick and I had to go VERY slowly not to shoot immediately.
The second loop ended, and I started stroking furiously. Yes. YES. YES!!! YEEEEES!!!!!! I came. And came and came and came and came and came.Yes. Yes. YES! The orgasm lasted for minutes. Yes. After it ended, I was totally drained, my balls hurt and there was a big puddle of cum on my stomach. I was breathing heavily, able to say just one thing: "Thank you sir."

The end.