Chapter 30
by
Workalready
How do you make him yours?
With lock and key
"Yes. I want you."
Gently, you prise his hands apart. Taking one small, soft hand in yours, you slowly guide it down until it's resting on your growing bulge. His eyes go wide as he sees it contrasted with his small tent.
"Do you want me?"
"Y-yes," he whispers.
"I didn't hear you. Speak up," you order.
"Yes I want you!" he almost shouts with his eyes screwed shut and his blush putting Rudolph to shame.
"What is it you want me to do to you? Be specific."
"I ... want you to take me! Fuck me, use me! Make me yours! Please!"
You let his loud declaration linger for a few seconds, smiling.
"Good. Because I intend to. Strip," you command. You've never seen anyone literally rip off their own clothes before, but you hear a couple of buttons pop as he tries to set the world record for removing a shirt. His pants and briefs drop to the floor in a single movement, and he hurriedly takes his socks off to stand awkwardly in front of you. He's successful at hiding his erection from you, but not his arousal: his cheeks are glowing and his hands aren't flush to his body. You give the room a once-over.
"No, this won't do. Take me to your room," you say, quickly adding, "No, leave your clothes here. Your maid can pick them up." Then you turn to your lovers and tell them to get to know Sarah while they for you.
It was already going to be impossible to fully protect his modesty while leading you through the house, but you decide to make it even harder by holding one of his hands in yours while you follow him. Putting the finishing touches on it, you order him to identify certain things that you pass, leaving him nothing to cover himself with. Sarah's cheeks flush slightly when the two of you pass her. You order her to wait on your companions with a jerk of your head in the direction you came from, and she nods in understanding.
By the time you reach his bedroom, he has started to soften slightly, not that he has much to speak of down there. No need for him to worry about that, you think with a smirk, standing him in the center of his room and retrieving the chastity cage you had in your left pocket.
"How much do you want me to make you mine? How much would you give to be mine?" you ask, showing him your intentions.
He closes his eyes and shudders, clearly thinking this over. Finally, he comes to a decision.
"I'm yours. You can do with me what you will."
"Then that is exactly what I will do," you tell him, unlocking the pink-steel base and slipping it snugly around the root of his small cock, right behind his balls while slipping his semi-hard penis into the cage. He's too small for it to be a tight fit, but having seen his length you know it will still serve its purpose. Once you've tested to ensure that it is firmly secured but not cutting off blood flow, you sit down on the edge of his bed.
"Strip me. If you damage my clothes you will be punished," you add, remembering the fate of his shirt. His small hands are slightly shaking - in either arousal or nerves - as he lifts your shirt over your head. His eyes are drawn to the beginning of a six-pack that you seem to have been inexplicably developing (given you don't exercise). Then he kneels before you and removes your shoes and socks, before moving up to reach for the zipper on your jeans. His hands pause as they brush your bulge, but you say nothing and allow him to resume. You lift yourself up slightly to allow him to pass your jeans and boxers under your butt, gasping as your large cock is finally freed.
Once you're fully nude, you spread your legs and pat the inside of your thigh in clear invitation, which he obeys without hesitation, seemingly mesmerized by your hardening shaft.
"Ever sucked a cock this big before?" He shakes his head, but never takes his eyes off the prize. "No time like the present, then. Go at your own pace."
You place your hands behind you and lean back into them, letting out a sigh as he tentatively brushes his tongue against your head. You'd wager he's never sucked any cock before, let alone one this big. Soon he gains some confidence from the fact that you haven't reprimanded him yet, and starts trying longer and longer licks, exploring your shaft while prepping himself to take you in his mouth. Finally he seems ready. You raise yourself back up to watch as he angles your dick down to give him a better approach. Gently placing your hands on his head, you **** him to stop once your full tip is inside his mouth. No telling how he'll handle his first gag-reflex, so you decide to take control over this part.
"Relax. I'm going to start moving you."
So saying, you slowly but inexorably move his head forward until you judge you're nearly at the back of his mouth. Stopping him again, you tell him that this will feel weird, but that relaxing will help. Then you resume your pressure on his head. Almost immediately his eyes go wide as you hit his throat, so you move him back off your shaft entirely.
"Not everyone can do that on their first try. It will likely take practice," you say sympathetically. "Besides, the important thing is how wet you've made my Rock. Hard. Shaft. Get on the bed on all fours."
He hurries to comply, sneaking nervous looks at your size as he does so.
"Is this your first time?" A nod. "Then I'll make sure you never forget it," you say, as you present your thumb and forefinger to his mouth. Soon he gets the hint and starts sucking on them. When you feel they're nice and wet, you take up position behind him. Much like his hairless face, his ass is immaculate too. Idly, you wonder if he shaves regularly or whether puberty never hit him all that hard. Whatever it is, it gives you a great view of his virgin ass. He twitches when you spit on it. In response you give him a quick swat on the ass, telling him to hold still.
You begin spreading your spit on the rim of his anus with your forefinger, then start working it into his ass, which is as crushingly tight as you'd expect a small virgin's to be. After almost a minute of this, you hear a small moan from him. Taking this as your cue, you substitute your thumb, continuing to stretch him and lubricate him at the same time. This time he whimpers, although you can't tell if that's pleasure from your fingers or pain from either stretching or the cage. Either way, you now put both your thumb and forefinger in along with another wad of spit. Eventually, you decide he's as ready as he's going to be, so you straighten up behind him and take your cock in hand.
"Don't worry. I'll start gentle," you say. With that, you place your head against his sphincter, rubbing it around to add a bit of your pre-cum to his lubrication. Then you slowly start to put pressure on his clenched star. "Just relax. If you don't, this will hurt."
"Okay." He nervously swallows, but you can feel that his obedience. There's only so much he can do though: this tightness is natural. Finally your tip starts to spread him, which causes him to tense up again, prompting you to give him another reminder to relax. The stretching you did earlier has definitely helped, and finally his muscles yield. Your tip finds its way in, prompting him to shout in surprise.
"OW! Ow. I'm ... I'm okay, just ... give me a minute." Keeping your head firmly in his hole, you bend forward until your mouth is right next to his ear.
"I'll give you all the time you need. But then I'm going to give you every single inch of me," you whisper in his ear. While you wait for his clenching hole to adjust to your girth, you idly fondle his ass. It may be flat, but there's still a bit to play with.
"O-okay. I think I'm ready."
You spit on your cock yet again, then start applying pressure with your hips. The going is agonizingly slow. You have to stop three more times to let him accommodate your size, but eventually your hips meet his ass. The contact causes him to whimper. And then you slowly begin to pull out. Since you're trying to open him up, you only pull an inch out before moving it back in, meaning his muscles don't have a chance to tighten back up. Slowly, you begin to lengthen your strokes, and within minutes, you pull all but the tip out in a fluid motion, then raise your hips up before pushing back in with only moderate resistance. About one third of the way through, you feel a bump that causes him to immediately clench down around you, temporarily halting progress.
Once again you pull back, but then start a rhythm that makes sure to brush his prostate with each thrust. His moans start rising in volume, until his arms give out and his face is buried in his pillow, effectively muffling him. You make a mental note to acquire a gag for him. You adjust your strokes to focus solely on his prostate, then lean over to his ear.
"Are you close?" A nod. "Then come. For. Me," you whisper, punctuating each word with a thrust straight into his prostate. His muffled moans get louder and a thin stream of jizz starts shooting from his cock cage onto his bed. The pain of pressing against his cage becomes evident as his moans take on a different pitch. Now that he's come, you start truly railing his ass, gathering a small amount of his cum to give him that much more lubrication. The bed shakes with each stroke. Finally, you reach your limit and hilt yourself with a triumphant roar while firing huge ropes of cum into his ass.
When your orgasm subsides, you give him a slap on the ass and then pull your cock out of his now-gaping hole. Pushing him over onto his side, you lie down so that you can look into his eyes.
"What is it you want?" you ask.
"I ... I want to be yours."
"My what?"
"Your ... whatever you want me to be. As long as I'm yours." You move back to the side of his bed and sit up.
"Then clean me, and bring me my pants. Don't drip cum on them." He hurries to comply. When he gives you your pants, you reach into the right pocket and bring out the other item you brought for today. He fails to see the anal plug you've retrieved, because he's busy following the other half of your command, licking you with reckless abandon.
"Enough. Back up on the bed on all fours." Once he's assumed the position, you start working the plug into his ass. He gasps when he first feels it but makes no comment. Its bulb is wider than you are, causing more whimpering as his tail-hole is stretched even wider than you were able to. "Relax. Take it like a proper slut."
The additional lubrication provided by your cum is enough. With a final push from you and a loud grunt from Charles, the plug is in.
"That's a good slut. Now, I have some questions for you."
Some time later you've established the following: he lives here with his mother Miriam, his sister Hannah, and maid Sarah. His family is independently wealthy, but they also own a few businesses in the city, more as a hobby than anything else. His father died mysteriously when he was young. For reasons unknown, the entire fortune, the house included, was left to him, to be held in trust by his mother until he was of age. A large amount of the house basically goes unused, but is maintained in case guests come over. And he wants to be yours, desperately. So, you pop the question.
"I'm making a harem. I require a place large enough to house it. Will you give me your house, and everyone in it, for the right to be part of my harem?"
A long pause. His response is a whisper.
"The house is yours. As am I. But I can't make the others do so."
"That's enough. We can arrange a time for me to meet them individually, to allow them to decide. Even if they say no, they will not be thrown out into the cold. Give me your phone number. We will arrange a time we can move in sometime this week."
You redress and have Charles take you back to the waiting room. Parading through the house naked causes him to go bright red again, but the cage around his cock at least allows him to completely cover that up with his hands. The two of you arrive in the waiting room to find Sarah chatting away with your mother, but you can't help but notice the room reeks of sex. You give Dana a wink as you enter, making a note to have her give you a play-by-play recap later. You tell Sarah to attend to Charles, and announce that you'll see them again soon.
You gather your companions and make your way back to your car.
Plans for tonight and tomorrow?
Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
Updated on Jun 11, 2026
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
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