My dress up self (feminization)

John took a picture with his phone. He really looked gorgeous... The makeup needed some work, but he was astonished to see how feminine he looked in his twin sister's clothes.

"What are you doing ?"

John turned to his sister, Sarah, in panic. She wasn't supposed to get home this early, and his brain froze under the stress like a deer in headlights.

"I-I can explain !" He shouted.

"No, need..." She told him with a gentle smile.

It confused the young man even more, expecting anger or disgust. But there was nothing like that, she just came to him calmly.

"I noticed how you looked at my clothes, and that, lately, I went through my makeup faster." She explained. "If you like dressing like this, let me help you..."

John looked at her like she was Santa Claus.

"I-I really ??" He managed to say.

"Of course ! You're my brother... or sister ?"

"I-I don't know, yet... Brother is fine for now."

Sarah nodded and took her makeup box. "First we need to work on that makeup !"

She then took off his old work to apply hers, explaining along the way how to do a better job. Once applied, she put on some extensions in his hairs, and changed his clothes.

With another selfie, John realized he could now pass as a girl without issue. And somehow, it made him really happy, just because he was pretty.

John started crossdressing more often, but still in private, in his bedroom, only Sarah knew about it and helped him. In their "game" of dress up, he called himself Jane.

Jane was getting better and better with makeup. She bought women clothes and even some bra to emulate breasts. But the walls of the bedroom started to get too close, the room was too small. And the secret too heavy.

So, John called his best friend. Asking him to come over. But Jane was going to welcome him. And as she dressed up, made herself pretty, her heart was beating like crazy in her chest. She was scared as fuck. But she needed to do this, to open herself about who she really was.

And so, Mike, John's best friend, met Jane sitting on the bed with a light leopard crop top and a mini skirt.

It took Mike a few seconds before he realized, what was happening. To Jane it was an eternity.

"John ??" He finally said with a confused look.

"Actually, it's Jane when I look like this..." She answered with a timid smile.

Her best friend (?) still seemed in shock, she could see his thoughts running wild in his head through his eyes.

"I know it's confusing, I... I like... being a girl, sometimes... and I needed to say it to someone, someone I trust." She explained, hoping it made his thoughts stop spinning.

And it seemed to work, as he finally looked at her again.

"I... I'm... I don't know what to think right now... But... uh... if you feel better this way... I'm ok..." Mike told her, trying to say the right words.

It went great, better than she hoped. Jane contained a tear that could ruin her make up.

"I'm still me, you know. I still love video games and watching dumb movies. We can still do that !" She told him.

"Y-Yeah... sure ! I know something we could watch ! You'll love it !" Mike said, becoming more comfortable by the second.

The tension went down, and even if there was still a clear uneasiness between them, it seemed to have gone back to their usual behaviors.

"No one else knows about... you know..." Mike asked while browsing on the streaming app on the TV.

"Sarah, she caught me red-handed, so I had ****. But she helped me a lot with the makeup and clothes."

"Well, she did a really good job, you look amazing..." Her best friend said, looking straight into her eyes before looking back at the TV in panic when he noticed how Jane blushed from the compliment.

"... thanks." She finally managed to say.

The movie started with them tensed under the stress of the strange situation that suddenly arose. Luckily, the movie was fun enough to put the awkwardness behind. And at the end they were both laughing and joking.

"Do you want to go to the goodies store ? I have to buy something before it close..." Mike asked at some point.

But going out was a big step, and Jane wasn't sure if she was ready for that.

"I-I don't know... maybe someone will recognize me... I'm not sure if I want to show myself just yet." She explained.

"No one will recognize you, trust me. I only recognized you because I know you well, and you were in your bedroom. Outside, you're just a pretty girl for them..."

Again, he complimented her, and she was really confused about the feeling that was giving her. The store wasn't that far, it was just few minutes out. Maybe she could try...

"Ok, then, let's do it..."

On that sudden impulse, Jane chose to risk it and walk under the sun.

Still, getting through the door and actually walking out took her a few deep breaths and a lot of courage. But it was really rewarding. Walking out, in public, was as stressful as relieving. Like she could finally really accept herself as Jane.

She was scared that with each look in her direction, someone would recognize her, despite all of them being complete strangers to her. The most feared of all looks was the cashier at the goodies store, as soon as she entered the store, he didn't stop watching her. She wanted to cry from the fear of what he could think of her, until he said.

"Hey, can I get your number ?"

Jane almost burst of laughter. All the stress and fear freed in one sentence. But she couldn't tell him... anything, her voice would still get her busted. So she just smiled and made a no with her lips before leaving the store, taking a good breath outside. He saw a girl... This time she couldn't stop the tear in her eyes.

"You ok ?" Mike asked, following her out with his purchase.

"I've never been better actually..." She answered.