TRANSGENDER MAKEUP SERVICES IN NYC
Curated Just for You and Your Journey
Bespoke beauty and lifestyle services for trans women. Each session is thoughtfully tailored to support your journey, helping you confidently transition into the person you’re meant to be.
Private Trans Female Makeup Services for Every Stage of Your Journey
Whether you’re beginning to explore your identity or fully embracing your transition, you’ll find guidance and support every step of the way. We're here to help you feel proud of who you are and who you’re becoming. With our skills and dedication, we'll hold your hand every step of the way.
Transfeminine Makeup, Beauty, and Lifestyle Services
In NYC, sessions are available in-person, virtually, or as a blend of both. For clients outside the area, we offer personalized 2-3 day retreats tailored to your needs, creating space for self-discovery and support. Custom programs start at $6,000 per month with a three-month minimum, which includes your intake and online consultation. Retreats are tailored to complement your travel plans and lifestyle, providing a seamless and personalized experience.
Why Work With Jen Cayle Gaum?
For over two decades, Jen has established herself as a powerhouse in the beauty industry as an international makeup artist, educator, and expert. Her approach goes far beyond the artistry—she uses beauty as a transformative tool to help clients uncover confidence, strength, and their inner radiance. Known for her intuitive ability to reveal the unique beauty in each person, Jen empowers individuals to see the greatness in themselves that they may not yet recognize.
Her own journey reflects that same resilience. From moving to New York City from Canada without knowing anyone to navigating divorce with two young children, Jen continually embraces change with strength and purpose, embracing the silver lining in every situation.
“Supporting trans women through beauty and lifestyle coaching is my true calling. Safe, affirming spaces are far too rare, and which makes this work not only meaningful but essential.” - Jen
A champion for all women, Jen is especially committed to supporting transgender women through affirming beauty and lifestyle coaching in safe, judgment-free spaces. She recognizes how vital these services are, and by empowering transfeminine clients, she expands her mission to ensure every woman—no matter their journey—is fully seen, heard, and celebrated for the person they truly are
How it Works:
From Makeup Lessons to Full Feminine Integration
To get started, complete a brief in take form and submit the one-time $125 fee. After reviewing your details, we’ll connect to share next steps. If we decide we are a fit and you’re ready to move ahead, we will book a private consultation for $575, where we’ll craft a personalized plan tailored to your needs goals,
Your Custom Plan Might Include:
Makeup, Beauty, & Skincare Coaching
Get personalized product recommendations and hands-on lessons designed for you.Styling, Shopping & Wardrobe Support
From accessories to breast forms, we’ll guide you in finding what suits you best. Whether you prefer shopping side by side or having items carefully sourced, everything is customized to your comfort.Feminine Presentation & Guidance
We’ll explore voice, movement, posture, and walking in heels, providing techniques and feedback so you feel confident and fabulous in your presentation.
Lifestyle & Gender Support
You’ll have a confidential, nonjudgmental space to process internal shifts and external concerns.Integration & Outings
Whether it’s lunch, a manicure, or a stroll through the city embracing your feminine self, we’ll accompany you on this journey.
What My Clients Say
“Working with Jen has been absolutely life-changing. As a trans woman, I struggled for years to feel comfortable in my own skin. Through her beauty and lifestyle coaching, I’ve not only learned how to highlight my features with confidence, but I’ve also discovered a deeper self-love I didn’t know was possible. For the first time, I feel fully seen, celebrated, and authentically myself."
Robyn ★★★★★
What to Expect from Transfeminine Coaching
Clients receive personalized, focused support tailored to their unique goals. Sessions can be virtual or in-person and are always confidential and private.
The Investment
Custom programs start at $6,000/month (includes initial online consultation, 3-month minimum retainer).
Out-of-town clients can book a 2-or 3-day intensive/retreat.
A $125 fee applies to submit your initial contact form.
After the form submission, there is a $575 fee for an initial online consultation to discuss your needs and goals. Once we decide to work together I will curate a custom beauty and lifestyle service unique to you. Payments will be broken down in quarters or halfs and there will be an immediate down payment requested to hold your space.
Space is extremely limited for this service and you may be put on the waitlist.
Let’s Get Started and See If We're a Fit
Pay the $125 fee here and then complete your in take form. I will get back to you regarding next steps as soon as I can.
