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Chapter 12
by OathkeeperPath
What's next?
A date?
You're standing in the park, hand held in Jordan's, Its peaceful for the first time in what feels like forever.
The wind is blowing your long hair and it smells of the fall, your favorite season.
Jordan is leading you through the park and starts talking, "You'll just love what I have planned for the day babe, I know I know you said I didn't need to get you anything for valentines day but I couldn't resist, your just so cute when you blush when I spoil you."
'This is nice, I don't get this version of him very often, better enjoy it while I can and avoid setting him off.'
"Your the best Mistress!" You gush, only having to half fake it.
"Mistress? oh honey, I know you like your role play but we're in public, save that kind of talk for later." He pulls you close to give you a chaste kiss as you walk.
Where ever he's leading you doesn't matter its just nice to be treated like this, to be held without being treated like less than a person before hand.
He's pulled you close enough that you feel his erection rubbing against your leg, you blush. 'Have to admit it's nice to be desired like this. Maybe this is a test too, should I try to please him here and now?'
"Now, now pet, don't worry I'm saving that for tonight, but I can't help myself, you look so cute in that skirt I picked out for you yesterday. Brit said you didn't seem to like it but I think it compliments you well." Jordan says pulling away but keeping your hand in his.
'Thank god, I don't know if I'm ready for that yet.'
"Ma'am, Thank you, I like it, I'm sorry if I made you think otherwise, I was surprised is all." You say quickly, trying to cover your bases.
He gives you another quick peck on the check, "Its OK baby, I knew you where just shy about wearing it in public, you've been out of the closet for a year already but your nerves still sneak up on you."
'Oh Thank god hes understanding, I don't want to find out how far Jordan might go if I make a scene again.'
"Babe, don't look so nervous, I know your thinking too much again, relax, just enjoy our date." Jordan tries to reassure you.
"Yes Ma'am"
Jorden leads you deeper into the park, it gets more and more secluded until you reach a clearing that looks like someone set it up for a picnic. There's a blanket set up with a basket in the center.
Jordan stops you before you enter the clearing and wraps his arms around your waste, pulling your ass against his erection. He whispers in your ear, "Pet I want to thank you for coming with me today, I know I've been rough lately, but you deserve some special treatment today. I know I'm not the Jordan you wanted but I hope you can learn to love me." He nibbles on your ear lobe before continuing, "To show my appreciation I got you something special, Brit helped me pick it out, I think your going to love it." He releases you from his grip and walks forward, "Come sit down pet, lets eat."
You follow Jordan into the clearing and sit next to him on the blanket, leaning against him, resting your head on his shoulder, enjoying the moment, its been a while since he's been like this, maybe he's finally believes you finally accepted your place?
Jordan starts pulling items out of the picnic basket and lays them out between you two, "Pet, Brit said you liked these when you where kids, I hope your hungry for some." He shows you a box of cookies and you smile, They are your favorite, chocolate chip oatmeal. "Here babe, say Ahhhh..."
"Ahhhhh..." You comply opening your mouth to accept the cookie he's feeding you, he doesn't immediately let go of the cookie though, he instead leans closer, you think he's going for another kiss but instead he bites off the edge of the cookie still held between your lips.
You blush realizing he tricked you, but giggle at the absurdity of it. "Mistress! That tickles quit it!"
He smiles back but doesn't relent, Instead he attacks your neck with kisses, causing you to squirm and drop the remaining cookie. "Ha Ha ha, Mistress stohoap...ha ha ha..."
Jordan finally relents and you fall backward laughing, laying on your back, breathing hard as your laughter dies down.
Jorden looms above you, straddling your waste and looking down at you, "Pet your beautiful, I don't know what Jill saw in you that I missed, I should have known you were straight when you only dated girls. But now I have you, your mine pet, mine to do with as I please, I think I'll keep you." Jordan leans down kissing you passionately, forcing his tongue into your mouth, you return the kiss, even surprising yourself with your enthusiasm.
'Its nice to be wanted, to be loved, I wish he was like this more.'
Breaking the kiss Jordan sits up, still straddling you, "Pet, Brit said you used to dress up as a cheerleader to play football with the neighborhood kids growing up, you stopped when Jill started cheering, She also said you would jump at the chance to dress up for a party, even if it was in drag. Is that true pet? Did you always secretly want to dress like a girl, but lacked the courage to do so?"
You blush, but remember your role in this fantasy of his. "Yes Mistress, I wanted to dress up, but Jill thought it would ruin my reputation." You look away embarrassed, unsure if it was from Jordan's question or playing your part, 'yes and-ing' his lies.
Jordan grabs your chin and forces you to look back at him. "Its OK pet, I understand now, you were just scared of rejection, well don't worry, I'll never reject you, you can be who ever you want to be with me. Brit even got you something special to prove it."
Jordan reaches into the basket and pulls out a cheerleader uniform.
'I wish this was how things went the first time he wanted me to dress up, but I know I wouldn't have. Maybe he's trying to rewrite things, so we can pretend what he did never happened?'
Things were getting a bit confusing for you, but playing along was the only safe move.
"Pet, Brit said you would love this outfit, she even helped pick it out for you. Brit also said you would love dressing up for me, So go ahead pet, Try it on." Jordan holds the Cheerleading outfit out for you.
'He says that like I'm not already dressed like this.'
"Yes Mistress, Thank you for the gift." You say sitting up, accepting the outfit as he stands up.
You stand up and remove your top, revealing your chest to Jordan, whose staring intently at your large 'natural' breasts, You blush but continue.
Taking off your skirt reveals your panties and cage, you start to bend over to remove them thinking he would want you in the high skirt without any thing to protect what little modesty you had left, but Jordan grabs your arm, "Leave the panties, I like them. I'll unlock you later pet, just put the skirt on for now."
You put the skirt on, happy to not have to parade your cage in public, then put on the top.
'Wait where's his cage, he always has it on.'
"Mistress, Where's your cage?" You ask genuinely curious.
Jordan laughs, "Pet, really, me in a cage? Maybe one day I'll let you try with that, I bet you could make a strap-on feel real good. How do you like it." ,returning to the original topic quickly.
You accept the deflection and hug Jordan, burying your head in his shoulder, "Thank you Ma'am, This is perfect."
Jordan returns the hug tightly, "I'm glad you like it babe, Brit said you would love it, I hope you wear it for me again." He releases you from the hug and steps back, "Now twirl for me pet, I want to see how it fits."
You turn around and raise your skirt just enough to show your panties before turning back towards him, blushing, "How do I look mistress?" You ask bashfully.
Jordan grabs you pulling you against him and kisses you deeply, you return it this time with vigor, surprising yourself again.
Breaking the kiss Jordan answers, "Beautiful pet, you look beautiful." before pushing you down onto the blanket again.
You land on your back, Jordan hovering above you again, you're panting with excitement. "Mistress, Please..." You beg not knowing what exactly you wanted, just that you needed something.
Jordan starts kissing your neck while running his hands under your shirt, across your sensitive breasts and erect nipples. "Please what pet?" Jordan asks between kisses.
You moan loudly when Jordan pinches your nipples, sending sparks through your body and causing your dick to try to escape its cage again.
Jordan stops pinching your nipples and moves to sucking them instead, you start begging louder, "Please Mistress!, Please More, Please don't Stop, Please touch me!" Your moaning between pleads.
Jordan continues teasing you while removing his pants, letting you see his rock hard femboy cock.
Seeing his cock causes you to freeze, you had forgotten that Jordan was packing and you panicked internally, 'What if he wants to fuck me!?, I can't do that! He's used every toy imaginable on me but never actually fucked me, I can't, that's too far, isn't it?'
Jordan notices your hesitation and misreads your panic as anticipation, "Pet, don't worry babe, I'm going to take my time with you, Just relax." Jordan moves down your body kissing your stomach.
You freeze, unable to move from fear of what's about happen, Jordan reaches your panties, and takes them off, exposing your caged cock to the cool air, causing you to yelp.
Jordan pushes your skirt up, exposing your ass, you feel him spread your checks and something wet against your hole.
You try to sit up but Jordan uses his strength to push you back down, "Pet, relax, trust me babe, I'm going to make you feel great, just relax." Jordan coos at you, calming you slightly, but you can feel him lick your hole again.
You whimper and Jordan continues licking you, eventually pushing his tongue into you, you moan from the intrusion, but don't try to sit back up, you don't know if you could anymore anyway, your paralyzed with fear and returning lust.
Jordan spends what feels like hours licking your hole until you where soaked in his drool.
Pulling away Jordan speaks again, "Pet, Babe, I'm going to finger you now, you trust me don't you?" He asks sounding hopeful.
"Yes Mistress," You say quietly, hoping he'd believe you.
Jordan enters you with a finger and slowly works it into you, "See babe, Isn't it great?" You don't answer him as he continues to work that finger into you, it hurts but its starting to feel good too.
'With what he's put into me before, this shouldn't hurt at all', you feel like your hole is as tight as the first time you ever had anything in you.
Jordan adds another finger causing you to moan loudly, "Pet, You like that, I knew you would, I think your ready for the real fun now." Jordan removes his fingers and lines his cock up to your hole, you tense up expecting pain, but all you feel is pressure as he starts to push into you.
You moan and pant loudly as he works into you, it feels like your virgin again and it hurts but feels good too.
Finally Jordan bottoms out inside you, "Pet, Babe, your so tight, I knew you would feel great like this, It may hurt a little but I promise it gets better." Jordan says breathlessly.
You don't respond as you feel his femboy cock throbbing inside of you, stretching you wider than anything else Jordan's done to you, and thats saying a lot.
Jordan stays still inside of you and leans down to kiss you, you return it trying to focus on anything besides the cock invading you.
Breaking the kiss Jordan sits back up, grabbing your hips and slowly pulling out of you, before slowly sliding back into you, repeating this until you can't hold back from moaning loudly each time he bottoms out in you again.
You stop panicking and start enjoying the experience, Jordan is slow and gentle, but firm, and it feels
[great.
It
](http://great.It) actually feels like he's making love to you, not just hate fucking you.
Jordan picks up speed slowly but steadily as you both moan loudly, you reach down and grab Jordan's hips, wanting him to go faster, deeper into you, You even start meeting his thrusts with your own causing Jordan to moan louder, "Pet!, Babe you feel amazing!" Jordan exclaims loudly as your thrusting together harder.
You don't respond as your overwhelmed with sensations, You feel your cage leaking, your close to cumming even locked up.
Jordan must be close too because he leans forward covering you with his body, wrapping his arms around you, hugging you tight, thrusting into you faster and harder.
You wrap your arms around him, hugging him back as he pounds you, You feel something hit deep inside you causing you to scream in ecstasy.
Jordan yells as he cums inside you, causing you to cum harder than ever before.
Both lay there panting him still on top of you before he rolls over, his cock coming out causing a shiver to roll up your spine, everything feels so tingly.
He draws you near to cuddle, as the afternoon turns to night you eat the meal he prepared.
You feel like you could actually come to love him like this.
Tears start to run down your cheeks as the stars come out, head resting on his chest just below his much smaller breasts.
"Babe whats wrong? Are you OK?"
"Yes, Everything is perfect, this night is so perfect, I don't want it to end, I wish I could be with this version of you all the time."
"This version of me? What do you mean?"
Deciding to be candid, against your better judgement, "I know I'll be punished for this later when your eyes turn cold and you act the way you do, but I don't have any love for that you, only fear, I know I deserve it but I can't love you when you're like that, just grit and bare it, enjoying the few moments of pleasure that inter cut the fear." Tears start pouring from your eyes again, "But this Jordan, You right now, I love you, I wish you were like this all the time, I'd even be willing to submit to you completely, not just just what you can see but deep down, everything. Without having to take it from me bit by bit. If it meant I could be with you like this all the time. But I know better, so I just want to enjoy this before things are gone."
"Pet, I love you, and there's a lot you don't know, but know this I do Love you, I brought you here to show that and help set you free, when you wake up, I need you to tell the Jordan out there these exact words, 'I love you with all I am, the way I loved her and more. You are mine and I am yours.' that should cover everything, the other parts have already been done by us tonight."
"What, Jordan what do you mean wake up, I do-" Its at this point you notice that the stars are fading and trees are starting to swirl like watercolor paint.
"It'll be ok, just remember what I told you, I'm sorry what you're waking back up to, but this is all the help I can give you."
He kisses you one last time as he and the rest of the world fades away.
You call out to him.
Only to wake with a start, "Jordan?!"
Your eyes dart around the dark room, Britney's guestroom.
Its late judging by the light peeking through the blinds.
Jordan is laying next to you, sound asleep.
The last thing you remember was Jordan setting you up to a new toy and explaining what he was going to do next.
The rest of the night is a blank, maybe you can get some answers with out waking Jordan up.
Moving causes you to feel sore everywhere, especially your ass, you look down to inspect the state of your clothes and your cage but you see nothing but your new even bigger breasts.
That reminder was all you needed for the blanks to start filling themselves in.
That night had gone as he promised, fucked over and over, made to swallow every drop of your own cum until you were having dry orgasms, that's when he made you get him off by ridding a dildo gag, while the toys drove you crazy pleasure that was turning into real pain, he kept whispering lies, ones you almost started to believe.
'You wanted this'
'You enjoy the pain as much as the pleasure.'
'You love this.'
'You love me more every time I break a new piece of you.'
He finally let you rest after you cleaned him of his cum with your tongue, but it was only to be rest on his terms like everything else.
Tied up, arms pulled back and tied to your ankles with a training toy in while gagged and caged.
That's how he wanted you that first night.
The rest of the week went as he said, pleasure and pain slowly rewiring your mind, every action received feed back through the alterations, nights full of harsh 'milking' and mental 'training' to 'take just a little bit more and replace it with good girl thoughts.' but no matter how good or bad you did he would find some excuse to 'punish' you by the end of the day.
That's where the larger breasts came from, they were a punishment for some slight as you tried your hardest to follow ever order to the letter this last week.
He had tweaked your body night after night under that guise, telling you how it was your own fault while his machine fucked you, when he was done you looked more vulgar than any porn actress and prettier than any model, or so he said.
You feel too stiff and sore to move so you can see yourself fully, unsure if he had further changed you, its not really important as you can remember almost everything now, and its enough to know how bad things were.
Everything before you broke down from the pressure and begged him to let you use the collar, was clear as day, it was the memory of your own broken words in that last moment of memory that provided clues as to what happened '...Want to please you mistress, to obey but I'm not good enough, please can you use the collar, please, my mind is yours, take it away...'
You don't know if it was the tears that convinced him or if it was his goal the whole time.
The collar really did seem like the closest thing to salvation in that moment.
'Wait! Where is it?! I don't feel it?'
Your hand darts to your throat, the collar was gone!
Despite your sore body you jerk around to check for it and see it on the bed below the pillow, the securement on it a dark burnt color that crumbled when you went to touch it.
Leaving only the black leather. 'What, how?'
That's when Jordan starts to stir.
"Pet? Why are you awake so early, go back to sleep." Jordan says groggily.
You freeze, unsure what to do, you're collarless but he seems normal right now.
You can feel your body moving to comply with his order but you fight it, shaking
"Pet what's wrong, you're shaking, Are you sick? Talk to me pet." Jordan sounds worried, he's rolling over to face you better, concern clearly showing on his face.
You stare at Jordan, unsure if you can talk, afraid to even breathe.
Your body, mind, and instincts all conflicting.
Jordan seeing your fear and confusion sits up, "Pet, Talk to me, you're acting strange, Did you have a nightmare?"
You shake your head no.
Jordan reaches out to comfort you but you flinch back, "Pet, whats wrong!?" Jordan sounds mad now, but his eyes aren't cold yet.
Unsure what to do, you **** yourself to speak, "Jordan? I don't know, I need to tell you something but I can't remember?"
Jordan looks confused, then anger and concerned. "PET, why did you just call me Jordan?! What do you remember last?"
"Because its your name, the last thing I remember is when I begged to be collared? No, that's not right I remember you coming over to my house to get ****?" Its like your mind can't make a decision on how much it wants you to remember."
"I Don't know how pet but it seems you somehow undid days maybe weeks of training. I'll just have to redo it all, it was so fun the first time."
"Weeks?!"
"Oh, yes dear Britney was having so much fun with us she asked if we would play house with her some more, Now lets assess the damage to your training, somehow you forgot my title lets see if you forgot your. Pet lay down for fucking and freeze."
Without your input your body moved ignoring the pain.
Then when laying down, legs pulled back behind you arms, hands holding your sizable ass open, every muscle locked up.
"Good at least there is that, ok pet, what is your title?"
"Pet." your mouth only moves enough to answer, nothing else came out.
"What is your name?"
"......"
"What is your name?"
"I don't have one mistress?" For the life of you nothing come when you try to say a name, there's just a blank there.
"Not quite pet, I did erase your name but I gave you a new one, think hard."
"My name is, my name is FuckToy?"
"No dear, I did call you that for a week, but I think I know where we are in lost training, right when your collared self decided to be a brat just to get more punishments, that was the only time you called me by Jordan since right after that mall trip. Guess I'll just have to redo it."
This sends a chill up your spine, but the feeling you need to tell him something is stronger, you just can't remember what. "..." It doesn't seem to matter as you can't seem to make a sound right now unless asked a question.
"At least you still have that collar, it'll make this easier on you, you'll probably enjoy it more that way."
He's gone to the closest as started to wheel out the toy used for milking when he stops dead in his tracks.
"Pet what happened to the collar?" His eyes were fully cold now.
"I Don't know." You try to speak more but your muscles won't even move enough to allow you to nod or shake your head.
Jordan walks over and rips the covers off the bed revealing you.
"Pet what happend?" The rage in his voice is clear as he glares down at you.
"I don't know." You can only stare up at him, wishing you could run.
"Fine Play dumb, I'll fix that soon enough." He goes back to wheeling the 'sissy milker' closer to the bed.
'He has to know I couldn't lie right now, is he taking his anger out or does he thing I've undid that too?'
You watch helplessly as he sets up the toy and prepares to use it.
You know what's coming, it was a regular part of your daily routine lately.
When he finishes preparing it he turns back towards you.
"Ok Pet, Lets begin."
You watch helplessly as Jordan attaches a tube to your clitty.
"Ok pet, Time to milk you again, you're going to drink every drop like a good girl."
You watch as he starts to adjust knobs on the machine, increasing the vibrations of your cage and inserting a large fake cock shaped hollow sounding rod into it, before adding a larger than you remember dildo into your ass.
You can only watch as the machine starts pumping the fake cock in and out of you gushing fake cum, while vibrating the rod in the clitty that used to be your cock.
After several minutes your moaning as expected, you always do when he starts the milking machine, but it still hurts, it feels like your ass is being ripped apart.
"I hope you don't remember this part as I loved what it did to you the first time."
Able to move you head back and forth now as long as it came with a moan, you look over at what hes doing.
He has the doll and a box, when he puts the doll in the box your vision and hearing go for a second but are soon replaced.
All four walls, ceiling, and floor are playing different videos, they remind you of that docu-series shown in history class by that really intense teacher from high school, about the CIA and MK something.
You faintly hear him say "By the time I'm done with you, your won't need the collar anyway."
You can't respond though, all you can do is watch videos of what you being fucked, it looks like every time Jordan or a toy fucked you since this all started, spliced with undertones of love and desire.
Between every scene of lust there is a scene of when you and Jill were together or when Jordan would get rejected by you, these were spliced with hate and anger.
They would go back and forth, then it would play half of one then the other before switching back, faster and faster.
Jordon is standing over you, "Fuck Toy, Who am I?"
Unable to do anything but moan and watch the videos you try to say Jordan but what comes out is. "Mistress?"
Jorden smiles at this, "Very Good pet, who are you?"
You try to say your name but nothing comes out, you try again, still nothing. "Fuck Toy."
"Good girl, Now Pet, you might earn a real name again, who's your mistress?"
"You are Mistress." You manage to say through gritted teeth, it hurts to talk right now instead of moan or yell.
Jordan smiles at this, "Good Girl Pet, Now who am I to you?"
You try to say boyfriend but nothing comes out, you try again but still nothing. "Owner?" You managed to say it despite not knowing where it came from.
Jordan smiles big at this, "Yes Pet, That's right I own you."
Jordon starts adjusting the milker again, turning it up to the max level, you start screaming as your **** to cum again and again, you feel like your going insane as your body spasms, unable to escape or stop it, all you can do is watch the videos replaying the same scenes over and over.
Jordon is standing above you smiling, "Pet, Who am I?"
You try to say Boyfriend again but nothing comes out. "Owner?"
Jordon frowns at this, "Yes Pet, but what else, Try again."
"Lover?" This slips out unbidden.
Jordon smiles again, "Yes dear, this is how you show you love me and I treat you like this, better than you deserve, because I love you. Who are you, what is your purpose?"
You try to say boyfriend again but nothing comes out, you try again but still nothing. "Owned?"
Jordon frowns again, "No pet, Think harder."
You try again to say Jordan but nothing comes out, you try again but still nothing. "****?"
Jordon smiles again, "Better Pet, What are you?"
"Fuck Toy ****?" Again unbidden.
Jordon frowns again, "No dear, try again, something that covers all of that."
You try to say girlfriend but nothing comes out, you try again, "Slutty Submissive Girlfriend?"
Jordon smiles again, "Good pet, Who am I to you?"
You try to say boyfriend again but nothing comes out, you try again knowing what he wants. "Beautiful Dominate Boyfriend?"
Jordon frowns again, "Almost Pet, what am I to you?"
You try to say lover again but nothing comes out, you try again, "Perfect Dominate Boyfriend?"
Jordon smiles again, "Yes pet, what are you?"
It felt like days passed this way, you don't know how long it really
[was.
It
](http://was.It) was like he was leading you to an answer but building up to it in a way it could stay lodged in your brain long after, the fucking machine and videos displayed on the room were just for punctuation by this point.
'There's no way Mistress can keep this up, good girlfriends don't have to go to sleep, but mistress must be taken care of.' You desperately think, hoping he would take a brake, part of you already noticing your mind censoring itself and twisting when thinking about him.
That hope was dashed when Mistress walks into the room and the one that's been talking to you pauses.
"Oh, looks like we're making good progress, that memory box really does work great, I can take every memory of what I did and have it train you while I enjoy myself, Good night pet, enjoy the extra lessons."
With that he lays down next to you and falls asleep, leaving you trapped as the memory starts speaking again.
Time loses all meaning, Jordan comes and goes, sleeps and wakes. Your only rest is when you pass out, but everything start from where you passed out as soon as you wake up.
You have a new name, you wish that was all that had changed in that time.
Eventually Jordan is happy with your training and removes the doll from the memory box.
Its like your mind is two different people, the one from before that you called your self, its a shadow that's fading, you don't even remember what it was like to think like them, but you can just barely feel them. 'Bad boys get locked away. Good girls get to come out to play.''
Then there is the you that feels real, or at least correct, the pet girlfriend that loves mistress. 'I belong to her and it makes me happy.'
"What is your name pet?" This time from the real Jordan.
"Sarah." 'Mind is blank happy and empty, Sarah is good girl for mistress.'
"Do you have a boy name? Answer truthfully"
"Boy name why would I ever need one of those? I've always been your Sarah" 'Sarah is locked in place and $#%^@ is locked away.'
"Good girl, I think I can finally forgive you and love you." he embraces you and kisses you lovingly, you lean into it.
Wondering what she means by that, 'What did I do to hurt Mistress?' you know not to ask but you still worry as you let the kiss sweep away your thoughts as you enjoy it.
Something sparks in your memory, of another kiss just like this, from a Jordan that loved you too, but without the pain.
When the kiss ends you say the first thing that comes to mind to let him know how much you love him. "I love you with all I am, the way I loved her and more. You are mine and I am yours."
A smile crossed his lips right before you both writhed on the ground screaming as the world felt like it had shifted under your feet.
What's next?
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VooDoo Doll
Be mine
Things had been going well for you, graduating High-school with honors and getting accepted into your 2nd pick for college. However your fortune changes changes when you reject a friend that confesses their crush on you, the last day of school. You try to let them down easy but it comes out all wrong because your in a rush and they run away crying. Now its the first night of summer before college and your trying to give your girlfriend a special night to remember you by while she's away at a different college, but your dick won't get hard. After an embarrassing couple of minutes she leaves for the night, you get a text with a cryptic message from a blocked number. 'If you ever want your dick to work again meet me at the mall food court tomorrow at 10am."
- Tags
- sissy, femboy, feminization
Updated on Apr 8, 2024
by OathkeeperPath
Created on Jan 11, 2024
by OathkeeperPath
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