Waking Up

[chad the sub]

As I slowly start to wake up, I notice its still dark. Not dark from a lack of light mind you, that would be the blindfold I’m still wearing. I also notice that I’m still bound tightly to a bench, with padded rests for my arms and legs, and well padded for the part of my body. Actually pretty comfortable all things considered. I’m still locked up in my CB3000… I wish I could be surprised about that. I’m sore in many places, and as I wake up, all I can think of is how I got here in the first place…

It was evening, it was Friday, and I had the weekend off. I had just gotten home around 5pm, and you weren’t gone be there until six. As I walked in the door, set up my coat, and shut it behind me, I noticed a note taped to the coat rack.

“Tonight, I am going to play with you. You will strip the moment you read this note. You may then relax a bit after your day of work. Later, you will go down to the dungeon. You will put on your ball gag and a blindfold, and do make sure they are on tight. You will then get on the punishment bunch, and strap yourself in tight. You will do this by 6pm, before I return home.”

I quickly strip down to nothing but my cage, and carry my clothes to the bedroom and put them in the hamper. Then I go back downstairs and grab a small bowl of pudding, since I don’t want to have anything heavy to eat, not knowing what is in store for me. I glance at the clock, and notice its 5:45 and decide its time to get ready for you. I go to the room with the locked door. I unlock it, walk inside, and lock it behind me since I know you have a key. I go to the wall rack. Its littered with hooks and an assortment of toys hanging from it… too many to name. I take the ball gag and blindfold and go over to the bench. I get up on it, and put on my gag and lock it on and then cinch my legs down. I then throw on the blindfold, checking to make sure it’s secure, before fumbling with the restraints on my arms in the dark. Then, I wait.

I noticed it was just about six right before I put on the blindfold, so I was expecting you soon. I… should have known better. I waited what felt like hours. I waited and waited…. The anticipation was killing me. Then I hear it. The sound of the lock on the door being opened. My heart almost explodes its beating so fast. I hear the doorknob turn and my heart beats even faster. Then I hear the door open, and the distinct sound of my favorite boots stepping closer and closer to me. It stops, and I feel a single fingernail glide down my spine, all the way from my neck, down to the crack of my ass. Then I hear you speak your first words, “Tell me pet, did you put on the blindfold and gag while you were at the wall after picking them from it?” I feel a cold shiver run down my spine, and force myself to shake my head no.

“Tsk tsk… I instructed you to put them on and THEN strap in. Already in trouble and its only 9 o’clock.”

I can hear the grin on your face, right as you grab my balls and give them a good squeeze.

“There goes your only chance of cumming tonight pet. It’s a pity… had you done as I asked, this one thing… I’d have let you out to cum tonight no matter how else you performed this evening.”

I feel my heart sink at the words, but know I could not argue. In my haste, I failed to adhere to your instructions properly, and for that I deserved to be punished. I knew this, and had I not been gagged, I would have begged your forgiveness and punishment. I knew the latter was coming now, I just hoped you would forgive me. You always do, but I always feel like maybe this time you wont.

I hear the click of your boots walk towards the wall, and hear you remove something and come walking back to me. That’s when I feel the light tap of a leather strap across my butt. I shudder, and you giggle at the sight of me doing so. I feel it stray from my flesh, and then I know what’s coming. THWACK, THWACK, THWACK. I start screaming into my gag as you wordlessly start to strap my ass. I’m counting them in my mind, you always ask how many. When I reach the 7th I start to moan with each scream. By the 12th, I’m dripping precum as my cock swells against its prison. But then around the 37th, it stops feeling good. The straps are coming harder now, quicker. I’m screaming into the gag with each strike, and tears would be streaking down my face were they not taken by the blindfold. I count 50 when you stop.

“How many?”

I open and close my left hand showing all five fingers, ten times. Its how you’ve trained me to reply to that question if I’m gagged. And I hear you giggle when I finish.

“Bad slut. It was 51.”

I’m about to protest into the gag when it hits me. The playful tap. She counted it. She knew I wouldn’t. Now she had more reason to punish me. And I knew then I would suffer all night.

“Time for your next punishment slut. If you keep disappointing me you may just not leave this bench at all until the morning”

I whimper as I hear your boots click away.

“Oh, and by the way, I know you can hear which boots I’m wearing, I know they are your favorites. But what you should know, is that they are ALL that I am wearing. And you just lost your chance to lose the blindfold and glimpse such a wonderful sight.”

I whine and squirm against the restraints as you giggle at my frustration, my cock continuing to strain against its confinements. This is how it’s going to be tonight I realize. Tonight, I wont win. Nothing I can do will make this go right… tonight was meant to make me suffer. And… I love these nights. I hear the boots click towards me again and I wonder what is to come next.

“I think we need to loosen you up and get you ready for later”

That’s when I feel the plug pressing against my ass. Slick with lube, you slowly force it into me inch by inch, until it pops its way to the base, nice and secure.

“There we go. Now to just…“

I feel the plug start to vibrate, and I start to squirm and moan, dripping more precum

You giggle, “that will keep you nice and horny”

As I continue to squirm, I feel the first splash of hot wax on my back, setting my whole back ablaze with that painful yet pleasurable feeling. Then a drip here and there, then another splash. All the while I’m moaning in sheer ecstasy. This goes on for some minutes before it stops… and I feel you now splashing ice-cold water on my back. I feel my whole body shivering at the drastic change in temperature, my body wracked with a confused pleasure. I’m so absorbed that I forget what is going to come next.

Suddenly and without warning, I feel the sting of a heavy flogger on my back. THUD, THUD, THUD. I’m moaning and writhing in pleasure, counting each one… knowing that you are going to continue to flog me until every bit of wax has been torn from my body. This goes on for a while, until I feel the final thud of the flogger. 72. There must have been a lot more wax than normal this time.

“How many?”

I reply with my hands, knowing I will somehow be wrong.

“That is correct. Good boy”

That caught me off guard, as you unlock and remove the ball gag. I want to thank you, but know better than to speak without permission first.

“I know you wish to thank me, and you are welcome pet. But no, you may still not speak a word unless I permit it understood?”

I nod, and stretch my jaw. I’m stretching only a moment before I feel your hands on my head, pulling me down over the dildo in you strapon. Now I know why I actually got that one right. I probably could have been off for all I know and you just said correct to do this to me.

You keep slowly, gently fucking my mouth. You don’t say that its so its nice and lubed up for my ass. You don’t have to. I know, so I slather my tongue all over it, trying to get it as wet as possible. You let go of my head and slide it out of my mouth and I take a deep breath as you walk behind me. You turn of the butt plug, and slowly remove it with a pop. Immediately I feel the tip of the dildo press against my loosened hole, and you waste no time in forcing it in inch by inch in a single slow motion. I moan loudly as you penetrate me, and even louder when you slowly start fucking me. I start to pant as you grab my hips, pumping harder, faster. My cock now dripping sooo much precum. This goes on for what feels like forever… a beautiful, ecstasy filled forever. Then you slowly stop and withdraw entirely, while I moan out my protest. I hear you walk towards my face.

“Do you wish to please me pet?”

I nod as I moan loudly, still panting from the fucking you so abruptly stopped.

“Do you trust me pet?”

I nod

“Then open your mouth wide, now”

I hesitate for the smallest moment, afraid of what you are about to do… afraid of what you are going to do with your strapon. But I obey, and open my mouth wide. I feel you slip a ring gag into my mouth and cinch it tight around my head, and my apprehension and fear become more real. I… I didn’t want to experience ass to mouth. I truly didn’t. My safeword was on the tip of my tongue… but I held back. I wanted to please you, trust you… so I held my silence. That’s when I hear you walk back behind me, and slowly start to fuck me again. I am puzzled. Why the ring gag? What was that all about? Was it just a test? And then I feel something slip into my mouth. Something long, something warm. Something… we only ever talked about once. I immediately tried to remove my head from the cock that was entering my mouth, but firm hands grabbed my hair and held me still as it continued to slide into my mouth, deeper and deeper. I hear you gently speak to me as you continue to fuck me.

“Its okay pet… you can do this. Do this for me. Make me proud. You still wont get to cum tonight… but it will make me so very happy to see you take that cock for me. Just relax pet. I know it’s crossed your mind more than once while you were sucking my dildo. Do this for your Mistress. Make me proud.”

And those words were all I needed. I stopped struggling. I let the cock slowly fuck my mouth. At first I did nothing, and then I started to run my tongue along it as it continued to fuck my mouth. This lasted only a moment when the cock withdrew almost entirely from my mouth, only the tip remaining. And there it stayed. I knew what was expected of me, and I wanted to make you proud. So I slowly started to bob my head up and down the cock as you kept thrusting into my ass. Soon after, the firm hands undid the ring gag and removed it. I eagerly wrapped my lips around the cock again and started to suck it with passion. I knew how I liked my cock sucked… so I just tried my best to replicate that.

Behind me I heard you start to moan, and felt you start to shudder as you came from the dildo that was no doubt held inside you with the harness. And moments later, I heard a grunt… and felt the cock begin to spasm in my mouth. I was unprepared for this… so much cum, it just kept cumming and cumming. It filled my mouth so much and so fast that some of it slipped from my mouth and dripped down my chin.

“Hold it in your mouth, don’t you dare spit it”

And I did as the cock slipped from my mouth, my mouth filled with so much cum, tasting a bit different than mine, sweeter almost. Then I hear you click your way over to me, and feel your hand gently caress my head. then I feel your lips against mine, your tongue parting my lips, entering my mouth, and swimming with mine in the pool of cum the cock had left me with. After a few moments your mouth left mine, and I heard you swallow.

“Your turn”

I swallow it all in one gulp, and open my mouth panting and breathing heavy. I feel your finger wipe up the last of the cum on my chin, and greedily suck your own finger clean.

“I’m so proud of you pet. You did a very good job sucking your very first cock. I am so pleased. But you did spill some of that cum… and you know how I like you to never miss a drop of your own. So unfortunately for you, you will be staying here for the night. But you did such a wonderful job… I promise that tomorrow I will let you out to cum. I will even suck your cock for you my good good boy. And I promise I did not, nor will I play with the owner of that cock. You are the only toy for me.”

I hear you step away, your boots clicking against the floor. I hear you open the door. And just before you leave and shut the door behind me, you turn and speak to me one last thing.

“By the way… that poor cock hadn’t cum in over a month… and was just aching for release. In case you were wondering how it came so much. And it is very grateful to you.”

I hear you giggle and walk out the door and shut it behind me. Still panting, my body worn and tired, I utter the only words I had all night, and just barely a whisper…

“Thank you Mistress”




End

[J4mes]

Good story I liked it, made me all hard and frustrated in my chastity cage.
Thank you

[teacup]

A wonderful story written by a wonderful boy.