It’s been way too long, but you’ve finally managed everything she asked. Months of hard slog, liquidating your entire life, while locked in incredibly harsh chastity. You swear you’re going to go crazy if you don’t get unlocked soon.
“Hey Honey, finally back? I missed you!”
Eagerly, you give her the envelope containing your every piece of ID, and all your worldly wealth. The only other things you have left are the clothes on your back.
“Well done baby, I knew you’d come through.”
The word ‘come’ echoes through your head with dual meaning. Her scent fills the air and you grow dizzy with anticipation.
“Awww, are you all horny? So long locked up aren’t you? Shame you were such a bad boy, this is the only way I can train you isn’t it?”
Hanging your head in shame, you nod, dejectedly. Your heart pounds in your chest as she speaks. Her voice is like paradise.
“Perhaps you’re hoping I’ll use my key on you? Ahhh, I see you perk-up at that thought. You’ll have to be good though, so let’s start with you naked on your knees.”
You flush red with embarrassment and arousal, your cock fails to get hard in its total chastity.
“Good boy, now, fold up your clothes and put them in that little steel box, yes that’s it — the one with the lock. Put your only clothes away and snap the lock shut for me so that I know you’re sorry for screwing-up.”
Your hand trembles at the lock. You’re so horny and so vulnerable you can’t believe it.
*snap*
The lock’s closure sends shivers down your spine and your heart skips a beat. You have nothing left but your own naked body, your cock locked in a diabolical titanium chastity belt.
“So you really are sorry? Good, you’ll get to be mine, but we still have a little more training for you to do.”
More? Your heart sinks. You feel like crying. You want her, need her so much. She’s your every thought, every dream, but still she isn’t yours.
“Now, normally, I have a maid who cleans my house and cooks my meals. I can’t have you here, naked, with her around, so I gave her an extra-long paid holiday, as a thank-you for her hard work. We’re alone for a long time honey.”
Oh god, weeks of nothing but her. Your heart sings at the thought. Your cock throbs against its cage, unable to grow at all from its flaccid size. Your denied arousal makes a gush of pre-cum leak out from the steel channel.
“Oh dear, seems you’re a little too excited honey. Well, in cases like this, the best thing to do is to teach you what it’s like to be a girl. As a girl, I’d be expected to want to lick-up my boyfriend’s cum. Why don’t you lick it up for me?”
She’s fondling the key. Perhaps this will persuade her to unlock you? Your face burns red with humiliation as you bend down and lick up the disgusting pre-cum from the floor.
“Good boy, you really do want to make me happy don’t you? Good, because we have a lot to do and I can't be expected to milk you every day can I?"
“Well, I’ve decided to kill two birds with one stone with the next stage of your training. It should make it a lot shorter a time until you get fucked by me.”
Oh god yes, you want her so bad. So long since you got hard, let alone cum.
“So, for the next little while, you’ll be my maid. You’ll keep my mansion spotlessly clean, cook my meals, and wait on me hand and foot. This will teach you to respect my place, and also allow you to experience how a lot of men expect women to behave around the house.”
“Now my maid manages to do everything in nine hours a day, six days a week. But you’re new to this, so it may take longer. I know you’d rather spend time with me on more, shall we say, pleasurable activities?”
Your cock throbs at the thought, more pre-cum gushes out, even though the urethral channel prevents you from even feeling its passage.
“I see you do. Lick that up too. To make sure you do the job right, I’ll inspect your work every day. I’ll be more and more strict as to the standards I expect every day, until you reach the required standard that you could be paid for the job.”
No, you just want to be with her, not cleaning her house. You know better than to argue though. You can’t screw this up now, you’ve come too far.
“Then, every day you fail to reach the required standard, I’ll add one week to the time I keep your tiny cock in that tight, cruel, restrictive cage. I know it sounds cruel, but it’s for your own good. You’re far too horny to think straight, aren’t you?”
Thoroughly embarrassed, it’s all you can do to nod your head. Your cock throbs at the thought of so long locked up.
“And just so we’re clear, I’m keeping you locked up until you can keep the house perfectly for one week, within the fifty-four hours a week. Then any ‘punishment’ time on top, THEN you get unlocked. So you’ll have to work hard or stay locked up a very long time.”
Oh, god, please no, you just need to be unlocked. Anything to please her, anything to be unlocked. You can’t fight back the tears of frustration any more.
“Awwww, honey, don’t cry. Look, I know how harsh this is for you, and it means a lot to me that you love me enough to put yourself through this despite your, well, shortcomings. It means a lot to me, so from now on you’ll sleep in my bed with me, the two of us, naked. Except for your chastity belt of course.”
You don’t know whether to laugh or cry. You want to be with her, but to be naked with her and yet denied every night?
“And just to make sure you’re not reminded of it all the time, I’ll leave the key in my safe, so you won’t be forced to think about how horny you are. Isn’t that great?”
It’s worse — yet you daren't say so. You nod your head in defeat.
“Good, I’m so glad it makes you happy. Now, there’s something else you’ll be doing. I want you to know how hard it is for us girls to keep ourselves presentable. So, starting today, you’ll be keeping your body hairless, your eyebrows plucked, and your skin moisturised. I’ll teach you to do your make-up like a girl, and we’ll grow your hair into a girly cut. That way you’ll know how much work I do to look so hot for you!”
Yes, so hot, so so hot. You hear more pre-cum force its way through the belt. Without even thinking, you lick it up from the floor.
“Not only that though, honey. I’m going to dress you up in a maid’s outfit, so you’ll understand fully what it’s like to live as a woman, especially when I have guests.”
Fuck no, please no. You want her, but this is too far. You blush with the thought, your cock screams against the ultra-tight metal bars of your cage.
“No, don’t worry, with your make-up and such no-one will suspect you’re really my chaste boyfriend under there. So, let’s get started. We can’t have you leaking your messy pre-cum over your new clothes though, so let’s slide this condom over your chastity belt.”
Her warm hands against the metal feel like electricity. The bars are too close to feel her skin, but the rush is incredible. Your balls churn, and you feel your pulse throb in your imprisoned cock like a jackhammer.
“Hmmm, you really do want me, don’t you, you naughty boy? Well, that’s done now. On the desk over there is a little something for you to put on first.”
“Yes, that’s it, a pair of sexy black lace french knickers. Pull them on slowly, carefully, feel how nice the lace is against your skin — so sensual, so sexy, like a real woman.”
You feel your entire body flush with embarrassment. You want to just run, or cum, or collapse, but none of those are options.
“Walk around in them, get used to the feel as they caress your arse, and those nasty full swollen balls of yours. On the desk over there is your next item...”
“Mmmm, even the thought of you in those black, lace-topped stockings is so much of a turn-on. Roll them slowly up your legs, feel the soft-silkiness against your skin. So feminine, so sexy. Feel how your legs glide against each other.”
You are so embarrassed, but this obviously turns her on. Even the thought makes your aching cock throb. You want to be touched so bad.
“Don’t try and walk on this smooth floor like that though, Honey, you’ll fall. Now you start to see what us girls have to go through to look so sexy for our men.”
“The next item is on the stand in that corner.”
“These shoes will teach you to walk in heels. You’ll end up walking so sexy, just like a real girl. I had them specially made just for you! The bottoms are slanted to force you to walk like a girl swaying her hips so sexily. Go on, slip them on.”
Your horniness and embarrassment makes your hands shiver and shake. It takes forever to fasten the shoes onto your feet. Your head grows dizzy, and you fall as soon as you try to stand.
“Don’t worry honey, you’ll get used to them eventually. Once you’ve spent a few months living as a girl, you'll be able to almost run in those heels.”
Months? Like this? Your heart pounds in your chest. Why can’t you resist her? What makes you need to please her so badly?
“Here, let me pass you the next item.”
“Now, I know you don’t have the breasts for this, but let’s not let that stop us. I’ll be getting you some ‘falsies’ made up to fill you out under your uniform. Now putting a bra on and off is a challenging skill to learn, but once you’ve mastered it, imagine how easy it will be to undress me?”
As she winks at you, your cock feels warm, the condom no doubt filling with more pre-cum. You carefully thread yourself into the bra, and after some fumbling, fasten it into place.
“Good boy. Feel the lace and satin against your skin, shifting ever so slightly with each breath. You look so sexy like that, like a horny girl wanting to turn her boyfriend on so she can be fucked silly!”
Fucking hell you need to cum. Your cock throbs and strains to no avail in your belt.
“This I’ll have to help you with honey. This corset will give you a nice girly figure and a very feminine posture. Your breathing will be a little restricted, so you’ll have to act all girly - no big manly actions from you. Here let me lace it for you.”
You feel as if your manhood is draining away as she carefully tightens the corset around you. Dressed in sexy, almost slutty lingerie, your cock locked in the metallic tightness of the belt. Her perfume wafts through your head. You swear you can smell her pussy getting wet.
“There you go, all dressed up apart from the actual maid’s uniform. Go ahead, put it on.”
Corseted and in these heels, putting the outfit on takes some effort. You feel transformed, nothing left of the old you—her sissy-maid completely. Your predicament equal parts dream and nightmare.
“Oh baby, that looks so good. Now, I’ll need to give you a name for when we have visitors, to disguise the fact you’re a boy with a tiny locked-up little dick under there. I think I know: Amanda.”
The final humiliation. Dressed like this, your cock locked up, you can’t wait for the makeup to hide your embarrassment.
“Well then Amanda, each room in my mansion has a list of printed instructions left in it. You have the rest of the day to learn those instructions by heart. Every instruction you fail to learn, I’ll add another week to your chastity time and we’ll try again tomorrow. I want my meal serving at seven. Afterwards, we’ll take care of your beard and body hair with the electrolysis machine I have in the basement.
“Best to get going now Amanda, you have a lot of work to do!”
As her hand smacks your arse, your world comes crashing down from your daze, and you set off eager to learn the rules. The first sheet lists it as one of thirty-five, and is two full sides of instructions. You expect you’ll be locked up a long time. But anything to please her, to be with her!
To be continued...
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