Andrew to Princcess Anna

Being late at night, I was super worried one of the guards would hear us and tell our parents. As much as I told Elsa it was a bad idea, she was so excited by it. Id not seen her so happy in ages. I think she’s been planning this for a while now.

“Elsa,” I whisper, as we hide behind a statue. “Why won’t you tell me what we are doing! You know we aren’t supposed to be up after bedtime.”

With her holding my hand tight, she gives me a comforting smile.

Peaking around the statue, we could both see a single guard blocking our route to her bedroom. Elsa had told me she was adamant we can not get caught.

“Watch this,” she whispers.

Standing up straight, she wafts and rotates one hand. Pointing at the guard, I watch a cloud of her magic float towards him.

“You’re not going to hurt him?” I ask, gripping Elsa’s hand tightly. “I don’t want that.”

Peaking around the statue, to make sure the guard was ok, I was happy he hadn’t been turned to ice.

As I look up at Elsa, I start hearing the rattling of armor.

“Argh,” the guard moans, folding his arms tight. “I’m freezing!”

With Elsa giggling, I watch with surprise as the guard wanders off, leaving the coast completely clear.

“Come on!” Elsa yells, grabbing my hand and tugging me towards her room.

As she scurried down the hallway and burst into Elsa’s room, I was desperate to know. What was so important and why did we need to do it after bedtime!

“What are we doing!?” I question, as Elsa gently closes the door behind us.

Not answering, Elsa quickly moves around me. Her blue nighty wafting as she paces towards her mirror.

“I wanna play dress up!” Elsa smirks, pointing at one of her gowns hanging from a wardrobe. “I wanna dress you like a princess!”

A little surprised, I wasn’t about to say no. With Elsa taking on more and more responsibility around the castle, we had less and less time to play. That’s even more true now because of her powers.

“Ok,” I agree with a smile. “Where do we start?

Joyfully clapping her hands together, Elsa rushes over to a chest and pulls out a long glossy ginger wig. Rushing back and putting it gently on my head, Elsa ushers me to sit in front of her mirror.

“Oh sister,” she says pretending. “Let me brush your beautiful hair!”

Kinda pleased with the attention I’m getting, I giggle.

“What should my name be….?” I ask curiously, as Elsa brushes the wig out straight.

“Andrew…..,” Elsa mutters while biting her lip. “Andrew….An.”

With long strands of hair falling into my eyes, Elsa brushes my face clear.

“Anna!” she cheers. “You shall be my new sister, Anna.”

“Anna,” I giggle, smiling at my sister in the mirror. “I’m ok with that.”

As Elsa continued to brush my hair, the time flew past. Before I knew it, she’d styled my hair into two long braided pigtails. Although it was a wig, it actually look good. It almost looked like my real hair.

“What's next?” I ask as I play with the hair covering my forehead.

Without answering, Elsa walks back over to her nightstand. Picking up a very thin-looking white underdress, she Walks back over to me. Holding it up to me in the mirror, she smiles.

“You want me to dress you?” she says excitedly. “I asked one of the chambermaids to teach me how to get a girl ready. I’ve got garters, stockings, corsets, and a beautiful gown for you to wear!”

“Really?” I ask, a little taken back by how much effort she’d gone to.

“Yes!” she squeals, biting her lip “Take everything off and go put this underdress on.”

Taking hold of the very plain thin dress, I stand and turn my back. As I took my nightwear off, I didn’t want my sister to see my private area. Once I was naked, I threw the underdress over my head and allowed it to drape over my body. As the skirt bounced around my lower tighs, it felt really exciting wearing clothing not meant for me.

“Come sit back down,” Elsa commands.

Sitting back down caused the night air to waft straight up the dress. A very strange sensation, not being used to wearing feminine clothing, but I liked it.

“Ok,” she says, holding some more garments. “Tights now. Hold a leg out.”

With her holding matching colored tights, she runs the super soft material up each leg. Once they’d reached my upper tight, Elsa reaches for the bright red garters.

“These,” she says, showing me the feminine-looking ribbon. “Are garters. I will tie these up in a bow to stop your tights from slipping.”

Not getting a second to answer, Elsa reaches towards my upper tighs and ties the ribbing around the top of the tights. Once she’d finished, she leans away and gives me a smile.

Slightly lifting the skirt of my underdress, I look down at my legs encased in the feminine white tights with the red bows holding them up.

“You wear these every day?” I ask, holding a leg up to view further.

“Yes,” Elsa replies, getting to her feet and fetching some more clothing. “They should help you from feeling the cold on your legs.”

“Oh,” I answer as I watch her hold another lacey-looking garment up. “What's that?”

“It’s a corset!” she chimes, grinning. “Please stand and turn around.”

I quickly oblige her by standing and she soon as my arms into the corset.

“This is a little tight,” I complain, trying my best to get comfortable. “It’s pulling at my shoulders.”

“It’s not even laced up yet!” Elsa giggles, pulling at the garment tight. “This may feel a little unnatural. Just breathe normally.”

With every tug and pull at the laces behind me, the corset squeezed my body. Pulling my shoulders in tight and sinching my waist.

“Argh!” I moan out. “It feels like it’s crushing my bones!”

“Oh don’t be so dramatic!” Elsa laughs. “I’ve almost got it done up. I can already tell how feminine it will make your body look!”

Pulling one more time, she takes a step back and claps her hands together.

“Yup!” she beams. “That’s don’t the trick.”

Looking down at my body, I can see just how much the corset is shaping my body. It was really sucked in my waist making it look very narrow.

“You wear these every day?” I ask her, struggling to breathe.

“No way!” she says shaking her head. “Just for special occasions. I think they are just getting me ready to wear them when I’m older.”

Trying to get comfortable, I pinch at the corset, trying to secretly loosen it.

“Right, arms up!” Elsa insists as she moves towards me once more.

“What have you got now?” I question, still gasping for air.

Lifting a large, puffy white-looking skirt, She wraps it around my waist and ties it up.

“It’s a petticoat,” Elsa says, concentrating on ensuring it sits right on my hips. “It’s what gives your dress volume.”

Bouncing on my tiptoes, the petticoat floats up and down with the movement.

“Do you really have to wear these?” I ask, confused as to why it’s needed

Standing back and looking me up and down, Elsa looks pleased.

“It makes your hips look wider,” Elsa explains, fluffing out the petticoat. “Women are to have narrow waists and large hips. Hard work being a girl…”

Swaying my whips from side to side, Elsa turns around to grab the hanging gown. Picking it up, the gown is dark green and very frilly. Just the sort of thing I guess a princess would wear.

Asking me to put my arms up, I do my best, hindered by my corset. Seconds later, she’s pulling the gown over my head and the weight of it quickly rests on my shoulders. With the puffy arms and large skirt, puffed out by the petticoat, I find myself really enjoying the experience.

“Wow,” Elsa beams, moving around me and adjusting the fit of the dress on my body. “I didn’t think you’d look so good! With the dress on and the wig. You look just like a princess!”

“I do?” I ask, turning to look into the mirror.

“Introducing,” Elsa says playfully. “Princess Anna of Arendelle!”

“Elsa!” I cry, absolutely in awe of my transformation to a princess. “Is that really me? That’s incredible!”

“Sure is sis!” Elsa says gently budging me in the shoulder. “Now, I need to teach you some etiquette. Tomorrow you will be joining me for princess training.

“But why?” I ask as I curtsey into the mirror. “I don’t need to be a princess. I’m a prince.”

“I feel bad we haven’t played for ages. I want you to join me!” Elsa replies with joy.

“Yeah, that sounds fun,” I say, now posing in the mirror. “Anything to spend more time together!”

Ten Years Later

Not a single servant had come to wake me up this morning. I’d woken up in a puddle of my own drool, but that didn’t bother me. Brushing my wild hair out of my eyes, I tie it back. Stretching out, I soon realize I’m alone.

Reaching under the sheets, I pull up my nighty and take hold of my cock.

Stroking and rubbing, I soon have it standing to attention. Taking full hold of it with my hand, I start jerking myself off.

Closing my eyes, I start thinking naughty thoughts. With the heavy bedsheets shuffling with my frantic movements, I don’t hear the knock on the door.

“Andrew!” Elsa Cries, causing me to jump out of my skin. “What are you doing!”

Frantically sitting up in the bed, my face goes bright red. I could feel the heat of embarrassment radiating from my face at being caught masturbating by my sister.

“Nothing!” I desperately scream out, looking away from her glare.

“Okay……,” Elsa replies awkwardly.

“What do you want!” I moan, Slumping into the bed.

“They’ve….,” Elsa says but abruptly stops.

Sitting back up again, I look at her with daggers in my eyes.

“They’ve told you to talk to me about not dressing as a princess….,” I groan. “Why is everyone in this castle so against me being Anna.”

“That’s not fair,” Elsa growls, stomping her foot. “You know I’ve always been supportive.”

“So why are you siding with them,” I growl back. “What does it matter if I pretend to be like you. If I pretend I’m the princess I want to be!”

With her heels tapping on the hard floor as she walks over, she sits on the side of the bed. Putting her head into her hands, her long long bright white hair falls in front of her face.

“I’m not siding Andrew,” she whines. “It’s just we have to think of the future of Arendelle. We both need to marry to secure its future.”

Slumping in the bed, I let out a huff.

“That’s what everyone keeps telling me!” I say with irritation. “I just wonder if mom and dad would put us under so much pressure!”

Thrusting herself off the bed, Elsa turns her back on me. I could see the moisture in the air around her freezing.

“Mom and dad aren’t here anymore,” Elsa says slowly, without facing me. “I’m just trying my best to do what’s needed.”

Turning In the bed and covering my body with the blankets, I shake my head.

“What's needed is for me to be a prince and marry a princess…right?” I question with a sour tone.

With Elsa turning back to face me, I could feel the cold of her magic filling the room. She could never hide her true feelings that well.

“Is that what you really want?” I ask, rolling in the bed to face her.

With tears welling in her eyes, she sits back down on the bed.

“I don’t know,” she groans. “It’s so hard. I’m trying to do my duty as next in line and hide my powers.”

With one hand, I pat Elsa on the back.

“I know,” I say with compassion. “I know it’s been hard on you. If you want me to start pretending I’m a man again…I will.”

“Pretending?” Elsa asks, turning to face me with a confused expression. “What do you mean pretending to be a man?”

Looking away, I knew it was time to tell her.

“Elsa,” I say softly, rubbing my face with worry. “When I’m Andrew, I’m unhappy. I don’t think of myself as a prince. When I’m forced to be Andrew, it feels wrong. I don’t feel myself. I don’t feel close to you anymore.”

Elsa’s expression softens as she listens intently.

“Being a princess makes me feel close to you!” I groan. “Since mom and dad died and you’ve taken on more responsibility, I feel like we are drifting apart!”

“Don’t say that Anna!” Elsa cries, wiping tears from her eyes. “We can never drift apart!”

Tearing up myself, I find her words hollow.

“We are,” I reply, allowing the tears to roll down my cheeks. “I already feel pressured not to live my truth anymore. Do you know how it feels to hide your true self away?”

Grabbing my hand with purpose, Elsa looks deep into my eyes.

“Yes!” she exclaims without breaking her gaze. “Yes, I do.”

Staring back, I look deep into my sister's eyes. I see the pain she keeps locked away.

“Of course you do,” I say nonchalantly. “The whole…..magic thing huh?”

“You do you, Anna,” Elsa says, squeezing my hand tighter.

“Thank you sister,” I reply, placing my other hand on top of hers. “You’re going to make a great queen.”

Giving me a wry smile, Elsa gets up stands by my bedside table.

“If you’re going to a princess,” she says, wafting her hand around and forming a small smooth shaft made of ice. “You need to start masturbating like one.”

Going bright red, once again. I look at the dildo she’s formed with her ice. Once finished, Elsa turns and gives me a playful wink.

“If we are going to find you a prince,” she says giggling while walking towards the door. “You are going to need to practice first with that first.”

“Ah…ok,” I reply, checking out the size of the ice dildo.

“Not now though Anna!” Elsa chuckles, as she stands in the doorway. “I need you to get ready!”

Giving her a sideways smile, I give her a thumbs up.

“Gotcha!” I yell back, hopping out of the bed. “One ginger princess coming up!”

With Elsa leaving the room, I hop out of the bed. Lucky for me it wasn’t a cold morning. Wearing just my nighty, I wanted to get dressed.

I call in for a chambermaid and as Heidi enters the room, she makes her presence known. I pull a white box from under my bed as Heidi approaches

“Miss?” The chambermaid enquires.

Placing the box on the bed, I open it and pull out some garments brought from overseas.

“I want to try this new style from France,” I tell her, holding up the brassiere.

“Oh,” she stumbles over to me and takes hold of the much more daring garment than we’d all been used to. “What is this?”

“It’s like a corset,” I tell her. “All the French girls are wearing them.”

“Not much lacing up to do,” the chambermaid comments with a smile. “Nice cups as well. Should give miss a much more convincing chest, if that’s not too bold.

“That's what I thought,” I tell her with excitement. “Elsa’s given me the green light to keep being me, so can you help me get dressed Heidi?.”

“Absolutely miss,” Heidi responds, quickly pacing around the room to grab what she needs. “It’s always a pleasure.”

Sitting at my vanity mirror, I untie my hair and allow it to fall around my shoulders. It had taken me years to grow out this long. I loved the way it made me look. Even in my boy clothes, I still look feminine.

“Hair up miss?” Heidi asks, playfully stroking my hair.

“Sure,” I tell her. “I was thinking a braided bun.”

Giving me a nod and smile, Heidi gets to work. After brushing the knots from my hair, she quickly has it styled and pinned up.

Helping me up, she then holds up my usual underdress. I give her a look and shake my head.

“Miss?” She questions confused. “You don’t want to wear underwear?”

With a smile, I point at the brassiere.

“That’s my underwear,” I tell her. “There’s also another piece in the box. I think they are called panties.”

Heidi reaches into the box and pulls out a pair of lacey silk panties.

“These miss?” she asks, holding them up.

With a nod of my head, I slip off my nighty and stand naked before her. I try my best to hide my shame from her, but I wasn’t too upset if she saw it.

As I turn my back on her, Heidi takes the brassiere and wraps it around my chest.

“Miss,” she says awkwardly. “These small straps, I think you have to put your arm in.”

Holding my arms out, she threads the straps over my arms and onto my shoulders.

“So…,” Heidi says pausing. “I just clasp it up?”

“I guess so,” I say, brushing the hair from my eyes.

Pulling it tight, the garment clings to my chest. Looking down, I see the empty cups. I let out a long sigh.

“What's wrong miss?” Heidi asks as she hands me the panties.

“I just wish my body matched how I feel about myself,” I tell her as I bend over and feed my legs into the holes of the panties.

“Don’t be down Anna,” Heidi comments, as she helps me get the panties around my crotch. “Some women just don’t get blessed with them. Nothing to be ashamed of.”

As her comforting comments make me smile, she quickly grabs my tights and helps me into them. Tieing the garter ribbons into bows, she picks out a dress and holds it up to me.

“This one miss?” Heidi asks, holding my favorite green dress.

“Do you think that one will help me get a prince?” I ask, trying not to seem desperate.

Bringing the dress over, she helps me step into it. Running the garment up and onto my shoulders, she starts lacing the built-in corset.

“I would reckon so miss,” she answers. “This dress hides a lot of those male shapes you don’t like. Sometimes I even forget when you're wearing this.”

“Thanks, Heidi,” I reply giving her a grin. “What's it like being a wife?”

With Heidi lacing the corset tight around my waist, she looks up and smiles.

“Well,” she says straightening out my dress and pulling things tight. “You’ve got to be prepared to do what's needed for your man.

“What, like cooking for them?” I ask, with real innocents.

“No miss!” Heidi laughs. “The thing only a wife can do for a husband.

“Oh,” I reply with wide eyes. “That.”

With Heidi helping me into my heeled shoes, I look at myself in the mirror. With my perfectly styled ginger hair and hourglass figure wrapped in a stunning dress, I knew I had to take the next step In my transition. It’s all well and good me looking the part, but now I need to play the part.

“Do you…..,” I pause and look away embarrassed.

“Want me to teach you?” Heidi says, holding my hand tight.

“Yeah…..,” I answer with an awkward smile.

“Anything for you princess Anna,” she grins.