Gender Bender 2 – Dress Up Doll

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Part Two of Gender Bender Prom Night, dealing with soft femdon, feminisation, cross dressing and male humiliation and submission.

After attending his prom as a girl, our hero’s journey to find her true self continues.

(As we continue the story, the protagonists needed names….)

“Good morning sleepyhead!”

“Mmmppgff…”

I mumble into my pillow, try to fall asleep again but the weight on my back and hot breath in my ear wake me up. I open my eyes, turn me head and look into my sister’s face who is straddling me.

“Emily! What are you doing my room? You can’t just…”

“Oh, come on, don’t play coy, you’re my little sister! We don’t have secrets.”

She giggles as I try to roll onto my back. Futile.

“Don’t call me that! You said you only wanted to do that for last night!”

“No. I did I say I’d call you ‘little sister’ for At Least last night. But I think you kinda liked it, didn’t ya? You Liked being my little sister and having a girls’ night with me almost as much as you liked your date beforehand, you naughty Prom Queen!”

I wriggle under her. I kinda regret telling her — well, everything about my date with Kayla – how it started in the limo and the way it ended on the bleachers. Why did I Do that? She’s my mean big sister. But it felt — right. Between us girls. Somehow I really felt like her sister for a night. But that was…

“That was Last night! I’m not a girl!”

“Aren’t you? The way you told me Kayla made you her girlfriend, it didn’t sound like a one night stand, huh?”

She giggles.

“And it didn’t sound like she’s very interested in you as a boy, either.”

“I…”

I finally manage to turn around and look up to her – and freeze. She’s wearing one of her sheerest nightgowns. I have seen those in the laundry, but she definitely doesn’t wear them around me. Never seen her it on her. I stare at her chest and the dark shadows under the white semi-transparent fabric that indicate her nipples.

“What are you wearing…”

She grins at me.

“Like it? Wouldn’t wear it in front of my little brother, obvi. But now that you’re my sister… even though I can feel your little manhood being a little naughty.”

I sense the blood rush into my face – not enough to take the blood out of my dick that has indeed gotten harder. She’s sitting on top of my Space Battle bedsheet, but now she moves her hips suggestively, giggling. Then leans over me and whispers into my ear.

“Kayla was right — it is thankfully pretty small and inoffensive, isn’t it? I hardly feel it.”

She laughs — a slightly mean laugh, and I try to push her off, but I fail again. She has always been the stronger one — more than a year older, she has won all of our childhood wrestling matches. And apparently still could. if we hadn’t stopped wrestling when her puberty set in.

“Alright, alright, calm down girl. I don’t blame you.”

She jumps off of me and my bed.

“Still too much of a boy in you. You should really hope your new boyfriend teaches you how to be a good girl.”

Chuckling she turns to the door.

“You should ask her to when you get downstairs.”

I sigh, fall back to my bed. Then freeze.

“Downstairs???”

Emily, already out of my room leans back in, grinning.

“Sure. Didn’t I tell you? That’s why I came here in the first place. Mom told me to wake you up, your boyfriend is waiting in the kitchen.”

With a smirk and a wave she leaves my room for good and I lie on my bed, feeling cold sweat on my face. Until it occurs to me it might not be a good idea to let Kayla wait for too long.

I get up and look around

No time to shower, but thankfully I did that last night. I felt a pang of regret to get rid of her smell on me — and the makeup, too, to be perfectly honest. But Em insisted I smelled too much like sex

I look at my naked self in the full body mirror on my closet door — scrawny, I would have called myself yesterday, but I remember Kayla’s remarks about my legs and my ass. See my face blush in the mirror as I look down at myself and almost unwillingly turn slightly to have a gaze at my backside. Yeah… sure… I guess.

I look around on the floor for something to put on. What would she want me to wear? I sigh, Clearly I have an idea, but… also clearly not the right wardrobe to match that. There is absolutely nothing that can be called feminine in any way — just shirts and sweaters a size too big, mostly in black, and baggy jeans. Well – and the costume from last night on the floor in front of my bed, but that’s obviously not an option. No way I could wear that in front of my parents unless I have an excuse like yesterday.

“Shit.”

I mutter to myself, then pick a Space Battle T Shirt. The one with the Smuggler pointing his gun forward, his furry alien sidekick behind him. If I can’t dress girly as she likes it, I can wear merch that I’m sure she enjoys. Especially if it has her character from last night on it. I Hope.

I put on boxers and my least baggy jeans, the shirt, take a short trip to the ısparta escort bathroom to empty my bladder and grab my deodorant. Then my eyes wander to my sister’s corner of the room. I lick my lips. If I can’t dress feminine I could at least…. In the spur of the moment, I take the white and pink tube containing her deodorant and roll it under my armpit. It smells sweet, flowery. Vanilla? Definitely not like mine. I put some great care into make sure that all my care products have the word “musk” on it…. But this smells – Nice. A lot better, really.

I take a deep breath and go downstairs.

I hear my mother’s high laugh and think I can identify my father’s chuckles from outside before I enter the kitchen. As I turn the corner and enter, they sit at the kitchen table, Mom in a white robe, Dad in sweatpants and a causal shirt, Emily still in her pink nighty and Kayla in a white blouse, top buttons open, almost like a male dress shirt, but quite form fitting around her chest, giving her an air of confidence without belittling her femininity. Her dark hair that was tied into a pony tail yesterday to look more like her character is now falling to her shoulder. She looks beautiful. And strong.

“… an absolute delight. Demure, dainty, the perfect girl for a date. Didn’t become Prom Queen for nothing. Ah, speaking of the devil.”

She looks at me with a smirk.

“Good morning, Sleeping Beauty. Rested? You look a little…”

She chuckle as Mom looks at me with a frown.

“Really, Caleb. I know it was a long night, but it was for Kayla, too, after all. And she got up early and looks life positively radiant.”

I can’t deny it. She does

“While you look like after one of your silly all night gaming sessions. Couldn’t you sleep? Thinking about your prom all night?”

Can’t deny what my sister observation, either. Although I feel the blood rush into my cheeks, now. I nervously bite my lips.

“I’m… uhm… why are you… did you tell me you’d come?”

“Oh really, son, that’s not polite to forget a date with a pretty lady.”

“We had a date? For – breakfast?”

“Brunch, more likely, darling.”

Mom still is a little annoyed and I gaze at Kayla looking for help.

“I told you, I’d help you — improve your outfit a little. Upgrade it, if you want to — hang out with me.”

She winks at me. I feel my mouth go dry, looking at my parents. I have agreed to be her… girlfriend last night. And to become more feminine for her. Prettier. Nothing I’d like to discuss right here in front of my parents. Also — not right Now?

“Sure, I guess. But, l… Did we say Today?”

“Pretty sure I did.”

Again she grins.

“You definitely need it, after all, don’t you think?”

I follow her gaze at me, looking down at myself.

“I… thought you might… like the shirt.”

Again I feel the heat in my face as she chuckles

“Just because I like the movies doesn’t mean I want my… “

I gulp and see her grin.

“… close friends to wear nothing but Space Battle shirts. Effort appreciated, but that’s just a C for effort in my book!”

“You have agreed to take female advice for your clothes?”

My mother’s frown as to my lack of manners is swept away.

“How lovely. He hasn’t listened to me on that topic in years. And look at what he wears.”

She clicks her tongue. And then smiles at Kayla.

“You two must have made a real connection last night if he let’s that happen.”

“High time it was for you to bring a girl home.”

Dad interjects. I feel sweat run down my neck as Kayla chuckles.

“A girl was definitely brought home last night indeed…”

Emily almost chokes on her orange juice, laughing at that one, earning a frown from Mom. Who then looks back to me.

“Don’t just stand there, sit down and eat!”

I move closer then hesitate. Mom and Dad sit vis-a-vis at the heads of the table a usual, Emily on one side, Kayla sits on what usually my on the other.

“For heaven’s sake, son, don’t act coy, you spent all evening together!”

Dad nods towards he chair by Kayla’s side.

I sit down next to her – and almost faint when she plants a kiss on my cheek. Emily giggles and my mother smiles warmly at us.

“Hmm. You smell good, little one.”

I don’t know if I’m more embarrassed at the nickname or the fact that she points out my deodorant – Emily’s deodorant. My sister leans over the table and sniffs.

“Hey – that’s Mine!”

My parents look at me, as does Kayla, but her expression is more curious than surprised as they are.

“You – put on your sister’s perfume?”

Dad raises an eyebrow.

“No! I… it’s her deodorant, I… mine was… empty…”

“You cold have used mine, you know.”

He smirks at me.

“I… it was just…”

Kayla comes to my rescue. Kinda.

“I like it. I hate it when boys smell like a mixture of panther cage and smoking room. I bet he buys the deodorant with those stupid sexist commercials, right?”

Emily grunts

“Sure does. kadirli escort And you described the smell perfectly, when he puts on too much of it. Which he always does.”

Kayla grins at my sister knowingly,

“Yeah. We’ll take care of that, together with your taste in clothing, little one. You must smell nice to be my…”

She leans in close and whisper into my ear.

“… girlfriend.”

I jump as her hand touches my crotch under the table, I hold onto the breadbasket Mom is handing me and thank the stars my cock isn’t so big to make my pants uncomfortably tight. I blush again – I have NEVER felt gratitude that my cock is small. Not before Kayla told me she likes it that way last night.

Her hand moves from my crotch to my thigh now thankfully, though there it remains for the whole brunch. And my gratitude is justified – as we get up and she pulls me to the door by my wrist, I don’t think anyone notices the small bulge. Well. Emily maybe – she hugs me tight, her pelvis pressing against me a little too tightly.

“Have fun. little sister”, she whispers into my ear.

As the door closes I hear my mother.

“What’s gotten into You, since when are you two so close that you hug your little brother?”

Emily’s giggle reverberates

“I don’t know. Don’t you think he changed recently? He’s gotten — nicer. Softer. And it helps a lot that he doesn’t smell like a pack of weasels this morning.”

“That is So true. “

My mother laughs as the door closes shut.

“If nothing else, I really hope that girl gets him something less…..”

I gulp as I follow Kayla — to the motorbike that parks in our driveway.

“You – have a bike?”

“Sure. You know my parents have money, right? And as you told me you don’t have a ride other than you bicycle — which I appreciate you riding!”

She slaps my butt and I jump.

“I can drive you around now! Least I can do for my little girl, ain’t it?”

With a smile she gets on the bike, puts on her jet black full face helmet and hands me a spare one. Pink, open face.

“You don’t mind the color, do you? I usually mostly take girls for rides.”

I shake my head and hide the flush on my face by putting it one clumsily. She pats the rear seat and I climb on.

“Hold on tight, baby-girl”

I do, awkwardly.

“I said tight. I won’t have you fall off just because you’re to shy to hug your boyfriend!”

I embrace her and burry my face against shoulder, endlessly grateful she can’t see the color of it now.

“Were are we going?”

“The mall.”

“The what?”

She chuckles

“Yeah, I know. It’s such a millennial thing, mall shopping, right? But I thought you’d appreciate some bigger stores. A little more anonymity. And I definitely want to see your new stuff on you before we get it, so we’re not buying it online.”

“About that… I I don’t really have enough money to…”

She laughs and slaps my hand around her waist.

“Relax, princess. It’s on me. Let me pamper you. I’ve got Daddy’s credit card. I’ll not let my girlfriend pay when I take her shopping, will I? It’s for my benefit, too, after all. I get to look at you when you’re pretty! And you can be so pretty when you dress and act like yesterday and not like… what ever you are wearing and doing right now now. Yuck”

I clench my fists. I hate it that she doesn’t like the way I look. At this very moment, I might do pretty much anything to change that. Hope that attitude won’t bite me in the ass…

“Thank you… Sir.”

I think I hear her snicker, but the wind in my ear gets too loud as she pulls onto the main road and speeds up the bike. This is so cool! My gir… boyfriend has her own motorbike!

I’ve never been at the mall so fast — I usually only ever go with my parents, really, they love shopping here for some reason. Actually they met here as well. When this place was in a better condition, I guess. But Kayla is a fast driver. Daring. More than once I have to cling tighter to her as she makes a car honk at her by cutting in or takes a sharp corner. She enjoys the rush, that much is for sure.

My knees are a little weak when we get there. I may also be a little pale. She looks at me, frowns and then grins.

“Your first ride on a bike?”

I nod.

“Better get used to it baby-girl. Riding with me is always hard and wild!”

She slaps my ass and with a hand on my cheek leads me into the mall.

It’s mostly empty, only some old folks stroll the halls. Most of them are at least 30.

“Hm. Haven’t been here in years. Last time my Mom took me.”

“Same”

I nod and she smiles at me.

“Moms, am I right?”

I smile, happy to be on equal terms with her for once. It’s nice. I usually feel a step behind her. Even though her telling me what to do and say… is nice, too.

“She probably didn’t take you There, did she?”

Her eyes move towards a pretty big store with a pink and light blue sign above the doors. I remember that – one of the ones that actually survived kadıköy escort since the last time I’ve been here.

“No, I’ve never been in that…”

I swallow, looking at this sign closer.

“It’s just for women.”

“It is indeed. I’ve done some thinking. We might try and get you some less — masculine stuff I the men’s department — I think they got some pretty nice androgynous clothes these days. I think my Mom called that ‘metrosexual’ once… Cringe. But then I thought, we’ll probably have better chances to find something in a girls store for you. I think there’s a bit more — choice when it comes to pretty clothes. After all, we’ll find both pants and skirts in there. Won’t happen in a boys’ store, will it? And thankfully you don’t have much of a manly body, anyway. Nice firm ass, we’ll fit that into women’s pants easily, I’m sure and your shoulders aren’t broad. Pretty much a girly figure already.”

She smiles and I lower my gaze. I feel my mouth go dry. I had reasonably assumed we’re going to the men’s store. This is – unexpected. I look around and she chuckles.

“I don’t expect we’ll meet Anyone here we know. Do any of your friends come here regularly?”

I shake my head, breath out. Thankfully, no.

“So, then. Let’s go, girl!”

She grabs my wrist and pulls me after her.

When we pass the doors I look around in amazement. This place has a — I don’t know how to describe it. An aura? The light seems softer, the background muzak more mellow, it even smells better – a lot better than any store I get my clothes in. This is a place you can enjoy walking into. No wonder women love shopping more than men – this seems unfair. Then I feel a warm feeling inside. Yeah. It is. But… I guess I’m getting a taste of the good life as a woman now.

For a while Kaley strolls between the racks, pulls out a thing once in a while to show me, then sighs when I lower my gaze, unable to make a choice – nothing that she shows me is anything I ever would have considered wearing. Until now. Eventually she looks at me seriously.

“You’re acting like a real boy right now. It’s like you don’t enjoy clothes shopping at all!”

Like on cue, a shop assistant seems to have noticed the indecisive customers and approaches us. Without a second’s hesitation, she naturally addresses Kayla. She’s showing Much more of an aura of confidence and dominance, of course she’s the one in charge here.

“Anything I can help you with?”

The slender redhead saleswoman smiles at Kayla. It seems a little fake, but that’s the way it is.

“Are you looking for anything in particular?”

“Well. Kinda. We’re pretty much looking for a whole new wardrobe.”

The ginger appraises Kayla and smiles.

“I probably shouldn’t say that, but you have excellent taste, Ms. I don’t think you need…”

“Not for me.”

Kayla chuckles and looks at me.

“For him? Sorry, we don’t have men’s clothing. I can recommend you a nice boutique at the end of…”

“For her.”

I blush, lower my eyes.

“We have decided it’s time fro a brand new — Brand new – look for my girlfriend!”

The saleswoman hesitates for a second, then smiles unreadably and giggles shortly.

“I see. How nice. You young folk have such an easy time with this kinda stuff. Coming out of the closet. Gender fluidity. I was the boyfriend in a relationship once. In High school. Best time of my life. With a real girl, mind you. My parents threw such a fit when they found out…”

She clears her throat, then sighs. I look at her — she’s wearing a lot of make up, makes it harder to guess her age, but he’s kinda old. Probably at least 35. But pretty. Sexy, even. One might even call her a MILF…

She touches my cheek gently, making me blush.

“Are you going to fully transition, young – lady?”

She smiles at me and I am speechless. Thank goddess Kayla does my talking for me.

“Oh no, she’s not actually trans. I guess.”

Kayla looks at me then shakes her head with a grin.

“Well. We’ll see. I just like her more girly and she’s more than happy to comply to be around me.”

“I see. A boy who dares to admit to his feminine side must be such a treasure. Very well. So would you like to dress her up like a full on girl or just less — like that!”

Her eyes speak of the same dislike for my outfit as Kayla’s did this morning.

“Right. A bit of both, I guess. She’s new to it, let’s find out what suits her most.”

“Great. A full make over. I’ve always wanted to try that.”

She claps her hands.

“Hm. I guess you don’t know your sizes for women’s clothes, do you, young lady?”

I shake my head shyly.

“I’m afraid I can’t really tell your body type with these — sacks on. Do you mind if I have a look at you out of this stuff. Makes it a lot easier to pick some things to recommend.”

I feel my heart race even more as I don’t get a chance to answer, because Kayla does it for me.

“‘Course not.”

“Excellent. The changing rooms are back there. There’s nobody there. Not many customers at this time, we’ll be mostly unbothered. And I can dedicate my time wholly to you!”

She smiles at me kindly and I feel my insides turn to goo. I can’t remember being the center of attention — even from women who get paid for it when I was alone and acting as a boy. I could get used to this.

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