Katie’s Adventure Part 2 – Words of Wisdom

Continued from ‘Katie’s Adventure — New City, New People

The next morning, my senses guided me from my room before my mind fully awakened. The rich aroma of coffee drifted through the hotel lobby, promising revival after my late night out and despite sleeping in, I still felt delightfully exhausted from the previous evening’s adventures. When I spotted the café was still open, my pace quickened, booties clicking against the marble floor.

My server remembered me from yesterday, greeting me with a warm smile that made me feel like just another customer. I ordered my favorite – a perfectly crafted omelette and café au lait. As I practised taking small, deliberate bites, I found myself people-watching. A group of performers rehearsed ‘a capella’ nearby, their music filling the space with energy; one of their mothers stopped by my table to compliment the bow in my hair – another small interaction that felt wonderfully ordinary.

“Katie? It’s Grace from last night. I saw you come in.”

I looked up to see an elegant woman I’d met at the bar. “Please, join me!” I gestured to the empty seat. “Last night was incredible, meeting everyone; I felt so alone when I was young and it meant the world to find friends like me.”

Over the next half hour, Grace shared her life story — her supportive sister in LA, her loving wife, and her decision to transition. “It took me fifteen years to grow out my hair,” she said, running her fingers through her long locks. The simple statement carried the weight of her patience, her determination.

As she shared pictures from past adventures, I marvelled at her evolution. Each photo showed her in stunning dresses and charming poses, but my favorite was an apple-red cocktail dress with a daring neckline. “Grace, you look so beautiful,” I gushed. “I love that dress on you.”

“Let me take your picture,” she offered, standing up. “There’s more to being a woman than wearing stockings. It’s how you present yourself. Think of making an ‘S’ and practice your poses for tonight.”

Taking a deep breath, I moved to the table next to us. Following her guidance, I crossed my legs, pointed my toes, and shifted my hips to create a graceful curve. My pink nails rested delicately on the hem of my mini-skirt and for the first time, I felt like a model, and I loved it.

Together, we reviewed the photos, and I saw something transformative — the woman in the images, growing more comfortable in her own skin with each shot. The Katie in these pictures wasn’t playing dress-up, she was simply being herself.

As our breakfast drew to a close, Grace shared some final wisdom. “Katie, we’re all on a journey. It’s up to you how far you want to go.” She paused, touching my hand gently. “Think about it.”

As I watched her leave, I reflected on how far I’d come in just two days — from nervous check-in to comfortable breakfast conversation, from uncertain poses to confident photos. My outfit today was an expression of the woman I was discovering myself to be. Whether that journey would lead me down the same path as Grace remains to be seen, but for now, I was grateful for her guidance and the space to explore who I might become.

After my breakfast with Grace, exhaustion finally caught up with me and back in my hotel room, I surrendered to the plush comfort of the bed, letting my mind drift. As sleep took hold, memories flooded in, dream-like and sweet: I was a child again, watching my older sister twirl in her prom dress. The taffeta rustled like whispered secrets, and her heels clicked against the hardwood floor in a mesmerizing rhythm. In my dreams, I was there beside her, both of us in flowing gowns, smiling, ready to dance the night away.

I woke to late afternoon sunlight streaming through the curtains; the dream clung to me like perfume, sweet but fading. A cool shower washed away the last traces of sleep, and I slipped into my favorite satin pyjamas – soft baby blue with delicate flower prints that made me feel pretty, even without makeup or my wig.

Settling at the desk, I carefully applied apple red polish to my nails, matching the bodycon dress hanging in the closet. There was something soothing about the ritual, watching each nail transform into a perfect, glossy oval. Hunger pangs set in and I called down for sweet relief.

A gentle knock announced dinner’s arrival. “Room service!”

I opened the door, suddenly aware of how I must look — no makeup, no wig, just a boy in floral pyjamas with freshly painted nails. The woman pushing the cart smiled warmly. Her name tag read ‘Imani’, and her makeup was flawless; dark skin glowing under perfectly applied highlighter.

“Let me set this up for you, honey,” she said, carefully manoeuvring the cart around my scattered jewelry and makeup supplies. She paused, noticing my nails. “Oh my goodness, would you look at that! We’re twins!” She held up her own hand, showing identical apple-red nails.

My face lit up. “I just painted them! I can’t wait for tonight.”

“You’re going to look beautiful,” Imani said as she prepared to leave. “Those red nails? Honey, they’re just the beginning.” She gave me a knowing wink that carried all the motherly encouragement I’d always craved.

After she left, I basked in the warm glow of her acceptance, taking small, careful bites of my dinner to protect my fresh manicure.

Then it was time for the transformation to begin.

More Articles by Katie Klashes

• Katie’s Adventure Part 3 — A Night to Remember
• Katie’s Adventure – New City, New People

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