Wardrobe Stylist, Personal Shopper, Closet Makeover

Your wardrobe,
considered.

Personal styling that brings clarity to your closet and confidence to the way you get dressed.

Book a consultation ↗

Email: caitlynmaystyle@gmail.com

New York · Virtual · Travel

Caitlyn May holding a Caitlyn May Style newspaper while wearing tailored neutrals and burgundy gloves

A more intentional way to dress

Great style isn’t about having more.
It’s about knowing what works.

I help women and men define their point of view, invest with intention, and build wardrobes that feel polished, personal, and effortless.

Caitlyn May in a brown tailored blazer dress against a softly textured ivory wall
Personal Shopping✦Wardrobe Styling✦Occasion Dressing✦Closet Makeovers

The services

Styling, tailored
to you.

01

Wardrobe Edit

A thoughtful review of what you own. We refine, reorganize, identify gaps, and create new looks from the pieces already in your closet.

Closet audit · Outfit building · Shopping list
02

Personal Shopping

A curated edit of pieces selected for your lifestyle, taste, and budget—without the endless scrolling or costly mistakes.

Digital edit · In-store appointments · Returns support
03

Occasion Styling

Complete looks for weddings, travel, events, date nights, and the moments when getting dressed should feel especially good.

Look concepts · Accessories · Final fittings
04

Seasonal Refresh

A focused update for the season ahead, balancing versatile foundations with a few fresh, high-impact additions.

Trend edit · Capsule plan · Styled looks
05

Closet Makeovers

Transform your closet into an organized space that makes getting dressed easier. We declutter, sort what to keep, donate, or tailor, and thoughtfully arrange clothing, shoes, and accessories so you can see what you own and make the most of your wardrobe.

Closet organization · Decluttering · Storage solutions
Caitlyn May in a black tailored suit holding fashion magazines

Meet Caitlyn

A fashion-trained eye.
A worldly point of view.

My background in fashion began at the Fashion Institute of Technology, followed by public relations internships with Carolina Herrera and Tom Ford. I went on to work in corporate sales at Diane von Furstenberg, Alice + Olivia, and Brandon Maxwell, developing a deep understanding of luxury fashion, brand identity, and the craftsmanship behind exceptional clothing.

Having traveled to 22 countries, I bring a global perspective to personal styling. Drawing inspiration from the silhouettes, color palettes, and distinctive details I encounter around the world, I create thoughtfully curated wardrobes that reflect each client’s individuality and lifestyle.

Start your style story →

How it works

Simple. Personal.
Completely yours.

  1. Caitlyn in a sculpted brown blazer dress

    Discover

    We begin with a thoughtful conversation about your lifestyle, goals, personal taste, and the pieces you reach for most. Together, we identify what is working, what feels missing, and how you want your wardrobe to make you feel.

  2. Caitlyn in a brown blazer dress standing beside a wood cabinet

    Define

    I translate those insights into a focused style direction shaped around your needs, proportions, preferences, and budget. The result is a clear, personal plan that makes every next choice feel intentional.

  3. Caitlyn seated in a brown blazer dress

    Curate

    From editing and shopping to styling complete looks, every detail is considered with purpose. We build a cohesive wardrobe that feels elevated, effortless, and beautifully suited to your real life.

Ready when you are

Let’s make getting dressed
the easy part.

Tell me a little about your wardrobe goals and the kind of support you’re looking for.

Inquire about styling ↗