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Disclaimer M will have changing pronouns , so their pronouns will be underlined.
D-"Oh sweetheart , you look dashing in that suit come inside baby , you must be thirsty , take of your jacket while I get you a glass of water."
D hands M a glass off water and they go sit down on D's bed.
D-" You look so handsome darling but you must have been burning up out there in this heat."
D caresses M's face and kisses his cheek.
D-"Let me help you get into something more comfortable princess , erm I mean prince of course."
D pulls out a normal black T-shirt and what looks like bootyshorts?
D-" I know I know , it's not something you'd usually wear but it's all I have and I mean."
D takes a towel and wipes M's forehead which was a little wet due to sweat.
D-"I think you need to get out of that suit , don't you agree baby."
D-"Plus" D looks M up and down , clearly checking him out. "I think you'd look gorgeous in them."
D first just takes of M's button up , of course not forgetting to make sure to caress every inch of skin that gets revealed.
D-" You're beautiful darling"
D bites their lips while staring at M causing him to blush.
D notices and stops to finally put the T-shirt on for him.
D-"And now let's get those pesky slacks off"
D goes onto their knees and slowly pulls M's slacks off while keeping eye contact with him.
D-"There we go , that's better , oh looks down and giggles you seem to have a little problem down here."
D grabs the towel and starts wiping the sweat of M's legs , because that's definitely what they were referring to .
After that's done D just starts caressing M's inner thigh.
D-" Oh my God, your skin is so soft baby , you have to tell me what lotions you use."
D continues caressing their thighs completely ignoring the growing erection, well if you can call something that small an erection that is.
D-"Okay so what do you prefer. staying in your boxers or wearing the shorts? It's your choice sweetheart.
D-" The shorts?Good choice , you're gonna look stunning."
D puts the booty shorts on for M and of course doesn't forget to "accidentally" touch their "erection".
D-" Be a good boy and give me a spin baby."
D-"Oh you look stunning baby , especially the back."
D picks M up and places them on their lap and starts kissing their neck while fondling their ass .
D-"Dont mind me baby , you're too pretty , I couldn't help myself , after all , I have to mark what's mine don't I?"
D starts making out with M and starts getting annoyed at the booty shorts for being too tight.
D-" Ugh , give me a second."
D quickly pulls the shorts off accidentally uncovering part of M's "erection", they chuckle and give it a little kiss before quickly replacing the shorts with a miniskirt.
It happens so fast M can't even react before they're back on D's lap with their tongue in their mouth.
D starts wandering under the skirt with their hand , groping M's ass clearly not trying to contain their desire.
D-"You look amazing baby , mind letting me complete your outfit?"
D-"Mhm mhm , as much as I enjoy watching you stammer and blush , I'd like a simply yes or no, is that possible sweetie?"
D-"Yes? Good girl that wasn't so hard now was it."
D picks M's up placing them on the bed , which obviously causes M to pout but that quickly changes into her blushing when D picks up a crop top tigh highs and a chastity cage???.
D effortlessly strips off M's shirt and puts the crop top and thigh highs on for her.
After that she finds herself on their lap again getting a make over, during it M keeps glancing at the cage that's laying on the bed.
D-"Look completed , what do you think."
M looks into the mirror and looking back is a dolled up girl with a tiny bulge lifting up her skirt.
D-"What do you think sweetheart?I think you look so pretty all dolled up."
M smiles but is way too embarrassed to say anything so she simply hugs D and nuzzles into their chest.
D-" I'll take that as a yes."
D carries M to the bed and swiftly gets some snacks and drinks so they can cuddle up while watching movies.
M sits between D's legs and keeps squirming due to something.
D-"What is it sunshine , what's bothering you my love."
M as always is too shy to answer and simply points to the little bulge in her skirt.
D-"Hm? Is the fabric of the skirt bothering you?"
D quickly reaches down and lifts the skirt up revealing M's dick fully. It's already started leaking precum and it seems M likes being exposed, atleast the twitching indicates that.
D-"Baby we have 3 options here , 1 I help you fix this tiny little issue by simply milking you dry, 2 we put that cage on that you soooo sneakily keep glancing at or my personal favorite 3 both."
D looks at M patiently waiting for her answer , for once she is decisive and hands D the cage to put on for her.
D quickly grabs it and tries putting it on her but it whenever her dick is touched M moans loudly and starts shaking.
D-"Looks like we'll have to go with option 3 then."
D goes down intending to put their mouth around her dick but she starts shaking her head and pushes D's head away.
D-"Baby?We need your thing to go down before we can put the cage down , if you don't want me to use my mouth what do you want?"
M blushes red like a tomato and slowly stands up from the bed , turns around and bends over the bed revealing her ass to D.
M-" I wanna be a good girl and cum like one."
D is overjoyed that M spoke so quickly runs and grabs lube and a strap on that they hide behind their back, can't have their good girl be scared after all.
D lubes up a finger and slowly pushes that against M's hole , not pushing it in yet , just simply pushing against it .
Even thats already enough to cause M to release a high pitched moan.
D smirks and just keeps going slowly , too slowly for M's taste is seems since she start wiggling her ass and with one push back the tip of the finger goes in.
M starts shaking a little and starts moving back and forth wincing when the finger reaches all the way in,she starts clenching so D can't even pull their finger out.
D spanks M hard and says.
D-" Baby I know it feels good but be a good slut for me and let me do it , okay? We can't have my good girl be in pain can we?"
M nods and moves forward again so the finger gets released , D goes straight back to slowly easing the finger in , just the tip of it.
They keep kissing/biting her ass causing more and more moans to be heard.
After what probably feels like eons to M , D finally decides its time for more and starts finger M faster with 2 fingers.
D-"Princess your pussy is so fucking warm , fuck youre turning mommy on yk, I never knew you'd be such a fucking slut."
D quickly finds the prostate and starts assaulting it with their fingers causing M to moan and shake.
D spanks M.
D-"Dont you dare cum without permission baby, you're a good girl, good girls don't cum without permission , unless of course you want to be punished?"
M smirks back at D and cums , shooting cum all over her skirt .
D-"Such a little brat , guess you do want a little punishment~."
D grabs the strap on and lubes it up fully and lines it up with M's ass.
D grabs M's hair and arm and pulls back forcing her to start opening up for the strap on.
Causing her to start groaning and whimpering at the size of it.
D-"Come on baby its barely bigger than 2 of my fingers , if you ever want my dick inside ,this needs to be a breeze for you."
D starts grinning and starts slowly and steadily push deeper inside.
M is starting to moan and whimper more and more , the strap on pressing against her prostate is starting to make her sensitive dick hard again .
That causes her dick to press against the fabric of the skirt again .
Since D is obviously being so nice they pick her up lifting her skirt and revealing her pussy taking the strap and her dick to the mirror.
D-"Look baby , don't you look pretty taking it like a good slut. Being fucked like the pathetic little girl you are."
M is staring at the reaction humiliated which just causes her dick to become even harder , due to being picked up the she's sinking more and more onto the strap which certainly isn't helping either.
After a few more thrusts she comes all over herself again.
D places her on the bed and slowly pulls out their strap.
D-"Oh baby , you must be sore now let me help you."
After D said that they collect all of M's cum and push it into her ass causing her to moan out again. After that they grab a vibrator plug and push that in.
D-"That should help you be more comfortable, after all a slut is meant to be filled with cum . If you're lucky it might be mine one day."
D quickly grabs the cage and put it on their little princess before turning the vibrator on on the lowest setting .
D hands M some water and snacks and cuddles her while continuing to watch the movie.
Stroking her skin and kissing her face DÂ showers M in affection.
D-" You did really well baby , you took me so deep. I'm proud of you, you're my good girl now and I couldn't be happier."
D bites M's cheek "Mine".
This is the end of the first fantasy , might write a follow up , might not .
I hope you enjoyed it , If you have any questions ask away.
To the surprise of literally no one she came out as a trans woman so guess I got a full time girlfriend/fianceè now .
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