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Started Estrogen Through an Online Clinic for 60 Days l Crossdressing Stories #mtf

Estrogen Through an Online Clinic for 60 Days

By Lena JhonsonPublished 8 months ago 14 min read
Crossdressing Story

Daniel Romero sat cross-legged on his twin-sized bed, the glow of his gaming monitor casting flickering shadows across the cramped Miami apartment. Outside, the humidity clung to the windowpanes, and inside, the air conditioner hummed like a faithful secret-keeper. At 22, Daniel had built a careful life around routines: coursework in computer engineering, late-night gaming marathons, microwaved dinners—and the one thing he never, ever spoke aloud. ( Crossdressing Story)

He didn’t just wear dresses. He became someone else.

In the drawer beneath his bed, hidden under a false bottom, lay folded lace camisoles, nylon stockings, and a rose-print skater dress he’d stared at online for two weeks before daring to click “purchase.” He never referred to them as “clothes” in his head—they were more than fabric. They were freedom stitched in silence.

He locked the front door, double-checked the windows, and pulled down the blinds until not a crack of moonlight slipped through. His hands trembled with a familiar mixture of anticipation and fear, the same cocktail he felt every time he opened that hidden drawer. As he pulled it open, the scent of lavender dryer sheets—used only for these clothes—greeted him like a gentle whisper: You’re home now.

He stepped out of his boxers and tee, folding them with a soldier’s precision. He slipped on the black sheer pantyhose first. The nylon whispered up his legs, clinging snugly to his calves and thighs. Each inch up brought a small sigh from his lips, as if his nerves were being replaced with silk. Then came the padded hip shaper, worn like armor. He adjusted the curves around his hips, staring into the mirror with surgical focus. It didn’t look like much now—but he wasn’t finished.

The bra was next: light pink, lacy, a size he now knew by instinct. Into each cup, he tucked his silicon breast forms—realistic, weighted, and warm to the touch. Once they were in place, the illusion was immediate. His posture adjusted, shoulders relaxing as if the shape gave him permission to exist differently. A second skin, earned.

He reached for the dress. It was the newest in his hidden collection: short-sleeved, snug at the waist, flared just above the knee. As he pulled it over his head and smoothed it down, his breathing changed. Shallower. Lighter. There, in front of the mirror, stood not Daniel the quiet student, but Daniella—the girl who smiled shyly at her reflection and felt whole in her skin, even if just for the night.

Makeup was next, though she never rushed it. Primer, foundation, a light brush of contour. Peach-toned blush, soft winged eyeliner, a hint of gold shimmer on the lids. Daniella lined her lips with practiced hands—soft pink—and then filled them in, pressing them together with a satisfied smirk.

The wig rested on its stand nearby: jet black, shoulder-length, with natural waves. She secured it carefully, tugged gently until it sat just right, and used a wide-toothed comb to give it life. With a final spritz of setting spray, Daniella tilted her head and smiled at her mirror image.

She wasn’t pretending anymore. Not tonight.

Slipping into 5-inch heels—a nude pump with a subtle glossy finish—she took a few steps across the room. Her walk was careful but confident. She had practiced this gait hundreds of times, barefoot at first, then slowly in kitten heels, until she could glide in stilettos with grace. She posed, adjusted her bra strap, then turned back to look over her shoulder.

And just like that, the walls of her small apartment dissolved. She wasn’t in a studio off Calle Ocho anymore—she was anywhere, everywhere. A party girl at a rooftop bar. A book lover strolling through a boutique. A mystery, wrapped in satin and secrets.

Daniella wasn’t just a mask. She was a part of him that felt truer than any student ID or birth certificate.

She took a seat at her makeup desk, checking her reflection under warm light. The blush on her cheeks had deepened—was it from the lighting, or the rush? She didn’t know. But she knew she loved it. Loved how the dress hugged her waist. Loved how the wig brushed her shoulders when she moved. Loved how, for once, nothing about her felt “wrong.”

Yet beneath all the euphoria, there was tension. What if someone found out? What if a neighbor knocked? What if her secrets slipped under the door like light?

Daniella sighed and tucked a lock of hair behind her ear. “I just wish I didn’t have to hide you,” she whispered to the mirror, her voice softer, higher-pitched than Daniel’s—but hers all the same.

A soft notification ding broke the silence. It was Gary—texting about their usual gaming session. She stared at the phone. The two worlds were so different, so divided. Daniel the brooding gamer, Daniella the poised queen.

And yet, they were the same person. Just two sides of the same coin, spinning slowly, not yet landed.

As she slipped off her heels and changed back into sweats, every layer she peeled away felt like erasing someone she loved. The breast forms returned to their case, the dress folded reverently. When she was “Daniel” again, the room felt colder. Quieter. Like a party that ended without a goodbye.

She crawled into bed, her phone buzzing again. Gary was waiting.

Daniel responded:

“Sorry, was caught up with something. Let’s game tomorrow?”

Gary sent back a thumbs-up.

But Daniella still stared at the screen.

“How long do I keep living half a life?” she wondered.

And with that ache, she drifted to sleep—half in dream, half in memory, fully herself for just a few fleeting hours.

Daniella stood frozen by the front door, her fingers curled around the doorknob like a diver gripping the edge of a cliff. Inside, she was a goddess—curvy, poised, serene in her synthetic calm. Outside? Unknown. Unforgiving. Unscripted.

But tonight, she had made a pact with herself. No more fantasizing through forums. No more likes and anonymous compliments. She was going out.

She double-checked everything: dress pressed, pantyhose seamless, heels sturdy, wig aligned. Her breast forms sat naturally inside her favorite polka-dot sundress, the fabric hugging her waist and flaring just enough at the thighs. Her makeup was light, believable. She’d watched tutorials for hours to perfect a look that said: “Yes, I’m just a normal girl picking up coffee.”

Her reflection nodded back, confident and coy.

But the moment the lock clicked behind her, everything felt ten times louder.

Each step down the apartment corridor echoed. The tapping of her heels sounded like fireworks in the silence. She walked past a neighbor’s door—held her breath—no sound. No creak. No witness.

The Miami air hit her like a soft slap. Warm, moist, real. The scent of gardenia from the neighbor’s patio mingled with the distant aroma of fried street food. Her skirt fluttered gently in the breeze, brushing against her pantyhose-covered thighs.

The street was dim but not empty. A man walked his dog across the road. A couple laughed outside a taqueria. Cars passed slowly. She turned down toward the busier part of the neighborhood—eyes forward, chin slightly lifted. Confident, but not too much. Feminine, but not cartoonish. She remembered the gait she practiced in front of the mirror: hips swaying slightly, back straight, steps even.

As she walked, her mind churned:

Do they see me? Do they know? Are they staring at my legs? My face?

She caught a reflection in a dark shop window. It was her—but it didn’t look like a costume. It looked natural. Like she belonged there.

For a second, her anxiety melted.

She entered a small bookstore—indie, quiet, scented like cedar and forgotten paperbacks. The air-conditioning kissed her cheeks. The girl behind the counter gave her a soft smile and said, “Hi, welcome in!”

No second glance. No pause. Daniella smiled back and walked toward the romance aisle, her heels making soft clicks against the wood floor.

Her fingers trailed across spines of books—titles she barely registered. She wasn’t reading. She was soaking in the moment. Existing. Breathing. Every second that passed without disaster was a victory.

And then it happened—someone asked her a question.

“Excuse me,” a voice said beside her. Male, mid-30s, polite. “Do you know if this author has any newer books?”

She froze for a beat, the weight of everything tightening around her chest.

Just speak, she told herself. Like you practiced.

“I—I’m not sure,” Daniella replied, her voice higher than her natural tone, slightly breathy. “You might want to ask the front desk?”

The man nodded. “Thanks.”

That was it. A normal interaction. No hesitation, no suspicious look. Just another woman giving a vague bookstore answer.

She lingered ten more minutes, picked up a small poetry book to justify her visit, and walked to the counter. The cashier rang her up casually. Daniella handed her a $20 bill with trembling fingers, which the girl didn’t seem to notice.

As she exited the store, heart thundering, the outside world suddenly seemed… softer.

Was this what freedom tasted like? An overpriced poetry book and sweaty palms?

On the walk back, she passed a group of teens skateboarding. One of them called, “Hey, nice legs!” and the others laughed.

Was it sarcasm? A compliment? A cruel joke?

She didn’t stop. Didn’t look back. But her cheeks flamed red.

By the time she got back to her building, she was floating and shaking at once. Her hands unlocked the apartment door with a speed born of muscle memory and panic. As soon as it closed behind her, she leaned against it and exhaled the breath she’d been holding for forty-five minutes.

Her heels came off first. Then her wig. She sat on the couch, still in her dress, and just let herself feel.

Joy. Fear. Exhilaration. Shame.

But above all—pride.

She did it. She’d stepped outside as Daniella. She’d smiled, spoken, been seen—and hadn’t crumbled.

And beneath that victory, a terrifying new itch began to grow.

She wanted more. Back in the soft glow of her bedroom, Daniella sat cross-legged in an oversized hoodie, her legs still clad in sheer pantyhose—her version of a security blanket. Her makeup was half-removed, eyeliner slightly smudged, but she didn’t care. Tonight had changed something in her.

The poetry book lay forgotten on the desk. Her mind buzzed with adrenaline and thoughts too loud to sleep. She booted up her laptop, typing with nails freshly filed and painted a dusty rose. Her heart pounded—not from fear this time, but from anticipation. The kind that came when you knew you were about to be seen.

Her fingers hovered over the login page of the crossdressing forum she frequented, her username glowing in familiar anonymity: CurvyGirlDani22. The avatar was a filtered photo—just shoulders and jawline, just enough to tease femininity but not enough to be identifiable.

Once inside the forum, she scrolled through dozens of threads: “First Time Out—Terrifying and Thrilling!”, “New Breastforms—Realistic or Nah?”, “Voice Training Tips That Actually Work!” It was a world that spoke her language. Every post, every image, every awkward story and tearful confession felt like a hand reaching out in the dark.

She opened the photo folder on her desktop.

Tonight’s shots were different. Not staged. Not posed under the flattering light of her desk lamp. These were candid selfies from the bookstore restroom—a quick shot in front of the mirror, a bashful smile, her heels barely in frame.

She stared at one for a long time. Her jaw was soft, her eyes wide with a hint of nervous pride. A real moment. Not a fantasy.

After ten minutes of agonizing, she uploaded it.

“First time out in public! Nervous, but it was worth it. I still can’t believe I actually did it. Any feedback welcome ❤️”

She hit post.

Then closed the laptop.

She couldn’t bear to watch.

Instead, she lay back on her bed, hands resting on her stomach, feeling the subtle pull of the pantyhose around her waist. The room was dark but her mind was electric, replaying every interaction from the night: the cashier, the man asking for a book, even the catcall. Each one had touched her in a different way. She hadn’t been seen as Daniel. She’d been perceived as Daniella.

And the world hadn’t collapsed.

She woke two hours later to her laptop screen lighting up with comment notifications.

You’re stunning! I wouldn’t have guessed you’re new to going out.

Wow, your confidence inspires me. I haven’t dared to go out yet but this gave me hope.

Total pass. Love the dress. Where did you get it?

DM me! Maybe we can go out together next time—I’m also in Florida. 💕

Her heart swelled. The validation was addicting. She responded with bashful thank-yous, heart emojis, and a humble shrug in text form.

But in the hours that followed, something more insidious crept in—envy.

She began scrolling through other posts. Some girls had thousands of likes, elaborate wardrobes, hormone updates, voice-feminization progress logs. Photos of brunch outings, beach days, casual Target runs. They weren’t hiding. They were living.

Daniella felt small in comparison. The shadows of her closet, the secrecy, the fear—they suddenly felt heavier.

She opened a new browser tab and searched:

“How to start hormone therapy without telling anyone.”

Dozens of articles popped up—some from medical sites, others from personal blogs, forums, videos, and dangerous shortcuts.

She read late into the night.

Her fingers hovered over a “telehealth clinic” offering discreet online consultations for gender-affirming hormone treatment. No insurance required. No in-person visits. Discreet packaging. She read reviews. Watched testimonial videos.

It felt reckless.

It felt necessary.

Was this just a phase? A thrill? Or was Daniella... growing roots?

She didn’t know. But she filled out the intake form anyway. When it asked for her name, she didn’t hesitate.

First Name: Daniella

Last Name: Romero

Preferred Pronouns: She/Her

She clicked “Submit.”

The confirmation screen lit up in bold, cheerful font:

“Welcome, Daniella. A provider will contact you shortly. You’ve taken your first step.”

It didn’t feel like a first step.

It felt like a point of no return. Saturday nights were usually sacred—reserved for dressing up, a glass of cheap Moscato, and scrolling endlessly through transformation hashtags while basking in the dim pink glow of Daniella’s bedroom light strips.

Tonight felt different.

Daniella had just come back from her second successful outing—this time to a mid-range clothing store a few blocks from home. She’d gone during twilight, blending in with the early evening shoppers. Her outfit was simple but flattering: a light blue sundress with a floral neckline, white cardigan, and matching white flats. She wore a small crossbody purse, and her look had been so understated she felt invisible—and that felt like a victory.

Arms loaded with new finds—a cropped sweater and a skater skirt she couldn’t resist—she strolled back toward her apartment, heels clicking faintly on the sidewalk.

By now, she’d grown more comfortable walking in public. Still alert, still nervous, but no longer shaking with every footstep.

She rounded the corner of her street, humming softly to herself, lost in the afterglow of success.

And that’s when she heard it.

“Dani?”

Her blood froze. She turned so fast her heel twisted, forcing her to grab the railing near her building's entrance.

There he was—Gary Tran.

Tall, lanky, hoodie-wearing, familiar Gary. Her closest friend. Gaming partner. The one person in her life who knew “Daniel” better than anyone.

And he was staring at her. Mouth open slightly, eyes scanning her from shoes to face.

She tried to steady her voice, her thoughts. Her heart was slamming against her ribs like a trapped animal.

“H-Hey,” she said, automatically raising the pitch of her voice. It sounded breathy, unsure.

Gary blinked. “Wait, sorry—I thought you were someone else. I’m actually looking for my friend Daniel. He lives in this building—same one I used to crash at during our all-night gaming sessions. You… haven’t seen him, have you?”

Daniella felt the panic rise. Her voice, her walk, even her scent was feminine—but it was Gary. How long before he saw through it?

She didn’t speak. Her fingers fumbled with the keys. Her bag nearly dropped.

“I’m sorry,” he said again, now looking a little awkward. “You just look familiar.”

She managed to unlock the door and turned slightly, giving him her best neutral smile. “Um… I live here too. You can come in if you want.”

The words barely escaped her lips. Her brain was screaming. Why was she inviting him in?

Because running would look worse. Because maybe… she wanted to stop hiding.

Gary stepped in, hesitantly. “Thanks. I guess Daniel’s not home.”

She led him inside the apartment, the silence stretching like a wire ready to snap.

Once the door closed, Daniella exhaled shakily. She could feel the foundation drying on her face, the lipstick tugging slightly at the corner of her mouth. She didn’t move.

She couldn’t pretend anymore.

She turned to face him fully and said, voice faltering:

“Gary… it’s me.”

His face twisted in slow, dawning confusion.

“What?”

She nodded, eyes wide. “It’s me. Daniel.”

A silence followed that was louder than any scream.

Gary took a step back, staring at her—eyes darting between her face, her dress, her shoes, as if trying to fit the pieces of a puzzle that didn’t make sense.

“I… are you serious?”

She nodded again. “I’m sorry. I wasn’t planning on—this. You just—showed up. And I didn’t know what to do.”

Gary didn’t speak for a long moment.

“You look… I mean—what the hell, dude. You really look like a girl.”

Daniella felt a blush rise beneath her blush. She crossed her arms instinctively, suddenly aware of how exposed she was.

“I’ve been doing this for a while,” she said softly. “In secret. It started in high school. I’ve never told anyone. You’re the first person to ever see me like this.”

Gary sat down on the edge of her couch, still staring. “I’m not judging, I just… wow. I had no idea.”

“I know. It’s weird.”

“No,” Gary said, shaking his head. “I mean—it’s a lot. But not weird. You do you. Honestly, if I saw you on the street, I wouldn’t have recognized you. Not even close.”

Daniella let out a sound between a laugh and a sigh. Her shoulders slumped with the weight of exhaustion and the strange comfort of release. The truth was out. No more hiding—from at least one person.

Gary scratched his head. “So… is this, like, just dressing up? Or is it more?”

She hesitated. “It’s more. I think it always has been. I’ve even started hormones recently. I don’t know where it’s going, but… it feels right.”

Gary looked at her for a long time. And then, in classic Gary fashion, he cracked a smirk.

“Well… guess I owe you an apology.”

“For what?”

how tofact or fiction

About the Creator

Lena Jhonson

Sissy Stories, a safe and empowering space where identity, transformation, and self-expression take center stage. My name is Lena Jhonson, and I created this platform to share heartfelt, thought-provoking, and entertaining stories.

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