Think about it. You are a little late to leave one day, a little behind the main group of your coworkers. As you are about to step out the door your boss calls out to you from his office and asks to see you before you leave. When you get into his spacious office he invites you to take a seat as he gets up and moves across the room. He asks if you would like a drink since its after hours but you refuse since you need to drive home soon. You hear the door click behind you as he closes and latches it, for privacy you assume. He’s still behind you and its a bit awkward to see him since the chair you are in doesn’t swivel, you start to get nervous and wonder if you are in trouble for something. You don’t think there is anything you’ve done wrong recently. You ask what he needed to see you for. He partially sits down on his desk on the same side as you, drink in hand. He tells you that there has been a discrepancy in the company’s accounts lately, a very large discrepancy.Someone has been stealing money from the company, and the way he’s describing it to you its almost as if he believes you are the one that stole it. You quickly try to explain that you have no idea how there could be a discrepancy and that even if you wanted to you didn’t have the know-how to do such a thing. He nods his head and seems to agree with you, but also points out that the missing money seems to have been sent to your payroll. However it got into your accounts doesn’t matter, he explained, the rest of the company would be convinced it was you with all the overwhelming evidence regardless of what he thought. He describes the company’s policy on theft and how they will certainly persecute you in a court of law if it comes to that. You are almost in tears at this point trying to understand what is going on when he mentions that he could help you out of this jam. All he would have to do was take some money out from his own personal accounts and put it into the company’s. It would cost him a considerable amount to put back exactly the amount taken but it was within his means.
“You see,” He would say as he stands up again, putting his drink down on the desk as he goes around behind you and starts massaging your tense shoulders. “The thing is that this job gets awfully stressful, and lonely at the top. I mean I can’t really socialize with everyone else here because I’m "The Boss” and I certainly can’t have any kind of a relationship with one of my subordinates….However, I could really use a stress reliever. Someone dedicated to easing my burden and taking a load off of me every once and awhile.“ The slight emphasis on the word "load” and the bulge you can now feel pressing into your back through the chair leaves little to the imagination about what he is insinuating, and it dawns on you that he is responsible for that missing money. He’s trying to blackmail you for sex! You are so surprised by the revelation you almost fall into shock. You get up without a word, but as you make your way to leave the room you don’t make it past the door handle. It’s locked. You scream out as he grabs a fistful of your hair and pulls you back to his desk, slamming your face down on the surface. He presses his now obviously large and very hard cock against you as he leans over you to whisper in your ear. “I wasn’t asking you bitch,” he says through clenched teeth as he slams your face into the desk again, “I was telling. You are going to be my little stress reliever, more importantly I’m going to make you my little cumdump slut. Starting today I’m going to fill all your holes with my seed whenever, wherever and however I want. You don’t get a say, there is no choice here but mine.”
You try to move, try to escape. He has you pinned against the desk with his body but you still have your feet, and hands, and teeth, You try to fight him off, to scream but he’s so much stronger than you are, and by now there is nobody left in the building. He still has that grip on your hair, he laughs at your feeble attempts to shake him, keeping your head down forcefully as he reaches into one of his desk drawers. You feel cool metal around one wrist and hear a *click*, before you can stop him he’s grabbed your other hand and cuffed your arms behind you. You really are at his mercy now, tears start to run down your face as his hands slip under you, running the length of your things. You can feel his cock pressed tightly against your hands held behind you as he continues the assault with his hands, running them all over your body.
He forces you to the ground and pulls off his belt with one hand, dropping his pants to the floor as well, he wasn’t wearing underwear. Looking up, on your knees, you are eye level with his cock. it’s uncut and gleaming with precum. He grabs your head, one hand in your hair the other forcing your jaw open. He shoves himself inside your throat. You start to gag with how deep it is, and tears start streaming down your face as he begins to fuck your mouth. He laughs and calls you a whore. He smiles and closes his eyes as he thrusts deeper into your throat, his balls reaching your chin. He pulls out and slaps your face a few times with his dick, laughing, and then that cock goes right back inside. Your jaw aches and your mind is a muddled mess. Everything has happened so quickly! One minute you were getting ready to leave work and the next you had your bosses cock shoved in your mouth, and it looked like he was getting close. He locks up and thrusts deep into you, wave after wave of hot cum shoots down your throat. You can’t breath, you feel like you are drowning in cum and cock, and your gag reflex is kicking in big time. He doesn’t care, he hold his dick in your throat until he is done, and as you gasp for air as cum and spit and tears start dripping down your face he pulls out. You can see he is still hard. He forces you to look him in the eye by pulling your hair and says in a throaty growl, “I’m just getting started using you bitch”
He grabs you by the scruff of the neck and forces you to look up at him as he snaps a picture of your ruined face with his phone. He throws the phone on a nearby chair and advances on you again. He grabs you by the waist and neck and pulls you up, your faces centimeters apart “I did say all of your holes, didn’t I whore? Time for that neglected pussy to get bred, lets see if you can cum from having your ass raped.” he throws you on a nearby couch and grabs your legs. Through sheer brute force he wrenches your legs apart and throws them over his shoulders as he enters you. He presses into you frustratingly slowly, you don’t want to admit how much your are enjoying this or how much you wish he would move more, so you stay silent, but he seems to know. The fact that your small prick is fully erect and dripping might have giving it away. Your traitor pussy is clutching him with it’s welcoming heat as he slowly invades you. The stretching is unbearable, yet arousing Finally he bottoms out in you, balls touching your ass and cock head hitting your prostate, you have never felt so full. “What do you know, we’re a perfect fit” He growls at you as he starts to pump his cock in and out. You try to remain silent, to say nothing, but with each thrust your breathing grows heavier, your body grows hotter. He is really completing those thrusts now, every one sends out a little gasp from your lips. Sometimes he will only penetrate you shallowly for a minute or two, then thrust to the bottom in one fell swoop. Every time he does that you moan, and you can’t stop yourself. He seems to enjoy that. The handcuffs dig into you as the weight and power of his fucking presses them even harder into the couch. He grabs your prick suddenly and laughs again, “Seriously bitch? Maybe you were made to be an anal slut. Isn’t that right faggot? I’m probably not even the first guy to use this ass.” He turns you around, grabs your waist, saying “ Well, it’s time my little anal whore came on my cock”, he pounds you like a madman from behind. The constant hitting of your prostate from behind is too much for you, you try to stop it but you can’t resist orgasming. He laughs and mocks you for being a slut and cumming while being raped, then he picks up the pace again, plowing you through your orgasm. That first orgasm never really stopped, he just kept stimulating you through another. Eventually he tenses up again and buries himself inside you, releasing untold amounts of cum in to your asshole. The warmth fills you, overfills you. He was right about his cum leaking out of every hole you have when he was done with you.
You lay on the couch, humiliated and handcuffed, dripping cum from everywhere, the taste of him still on your lips. He has left already, the lights are off, the door locked. He said before he left that he’ll be keeping you here from now on as his personal little cumdumbster, and that he would see you early in the morning. You want to cry, but you don’t seem able, yet every time you think of the coming morning you start to get a little hard.
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Chastity can be hard - literally and figuratively - and there is a general lack of information about chastity. This guide should help you pick the right cage for comfortable wear as well as teaching you how to use it safely and comfortably.
Whether you’re a submissive or just looking to try new things, chastity is definitely a great feel. The frustration of being horny but not being allowed to touch coupled with the slight pain of an erection is well worth it. For me personally, the most intense erections and orgasms have come after being locked up for some time.
If you’re worried about a cage making your dick fall off or anything, this won’t happen. It’s effectively like wearing a rigid condom 24/7.
This well-known cage is perfect for all starting with chastity, is snug & comes in large and small sizes. If you want a new cage, all you have to do is LIKE and REBLOG this post for a chance to win! This giveaway ends at the end of the year and we’ll announce our winner & contact them afterwards. You can also reblog this once per day for an additional chance!
Get reblogging, and best of luck to you all
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New kink shop that I’m a part of giving away a free cock cage - I bet I know a sissy who’d love this
There have been no public sissy tasks recently, and for good reason. I have taken the liberty to create a Sissy Task Generator for all of you to have infinite, feminising tasks on demand.
I would recommend limiting yourself to one or two a day or else they won’t feel as “important”.
