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Couple in DUMBO Brooklyn

Chaz Cruz Photographers

What to
wear to your
engagement session

A few loose ideas to help you get dressed without overthinking it. There's no dress code here — just a handful of things that tend to work, a few that don't, and some questions worth asking yourself before you open your closet.


The big picture

Wear something
that feels like you.

The best engagement photos tend to come from couples who showed up in clothes they actually feel good in, not clothes they thought they were supposed to wear. The goal isn't a perfect outfit. It's a photo that feels like the two of you.

The easier you feel, the better everything looks.

That said, a few small choices can make a real difference in how your images translate. Here's what I've noticed after years of sessions across the city, the park, the rooftop, the restaurant.

Couple at golden hour in garden

Two ways to think about it

Dressed up or dressed down.
Both work.

Some couples show up in what they'd actually wear on a date night. Others go full fashion-editorial. Both photograph beautifully. What matters is that you're both in the same register.

White maxi dress Manhattan Bridge

Editorial solo

White flowing maxi, black ribbon belt, black sandals — Manhattan Bridge

Black tie at Grand Central night

Dressed up

Black tux + black feathered mini. Monochromatic, cinematic, Grand Central at night

Casual street couple at pizza spot

Relaxed date night

Navy blazer + denim jacket and cream top — they ended up at a 99 cent pizza spot

A few loose tips

Things worth
thinking about.

Not rules. Just things I've noticed tend to make a difference.

01

Match the energy, not the outfit

If one of you is in a tux and the other is in jeans, the photos will feel off. You don't need to coordinate colors or styles. You just need to be dressed at the same level of effort. Relaxed and relaxed works. Dressed up and dressed up works. The mismatch is what doesn't.

02

Contrast is more interesting than matching

When both people are in the same color family, the eye doesn't know where to land. Some tonal contrast — one in a warm tone, one in a cool or neutral — creates more visual interest. You're clearly a pair, but you're not twins.

03

Think about movement

We're going to be walking, sitting, leaning, laughing. Clothes that restrict movement show in photos. If you're moving through a neighborhood, wear something you can actually move in. Flowy fabrics in particular look beautiful when there's a little wind or momentum behind them.

04

Let your location inform the decision

A sleek black gown hits differently in Grand Central than it would in Prospect Park. Neither is wrong, but it's worth thinking about what backdrop you're walking into. Architectural, formal locations lend themselves to elevated looks. Parks and neighborhoods are more forgiving of casual or romantic styles.

05

Think layers over outfit changes

A jacket you can take on and off gives you variety without the bag. I'm always happy to hold onto it between shots.

06

Wear what you actually like

This really is the whole thing. The couples whose photos feel most alive are almost always the ones who wore something they genuinely like and felt confident in — not something they bought specifically for the session. Comfort reads on camera in a way that's hard to fake.

Color

Tones that tend to work.

Certain colors consistently photograph well in city and outdoor environments, and a few tend to cause problems.

What tends to work beautifully

  • BlackSleek, graphic, timeless. Works everywhere from Grand Central to Prospect Park.
  • Warm neutralsCream, ivory, oat, warm white. Soft and effortless outdoors.
  • Earthy tonesRust, cognac, terracotta, camel. Warm and rich against brick and concrete.
  • Deep, grounded tonesForest green, chocolate, deep olive, near-black navy.
  • Muted, dusty tonesDusty rose, sage, warm grey, taupe. Quiet and consistently beautiful.

Worth a second thought

  • Bright, saturated colorsHot pink, cobalt, neon. Can compete with the environment rather than belong to it.
  • Pure cool whiteCan blow out in harsh light. Warm white or cream is the safer choice outdoors.
  • Both in the exact same colorMatching outfits tend to flatten the image. Some contrast between you is more interesting.
Earthy leather layers Earthy layers
Warm neutrals at a bar Warm neutrals
Soft neutrals waterfront Soft & tonal
Different palettes, same principle — their clothes feel like them.

On prints

Prints work when
you commit to them.

A lot of wardrobe guides will tell you to avoid prints. I'd rather say: commit to the choice. Some of my favorite engagement sessions have featured bold florals, graphic patterns, even maximalist looks. The key is that the person wearing it actually loves it — and that their partner's look can hold its own beside it.

Bold red floral dress on the LES
Navy floral sundress at the bodega
Black and white floral mini in Williamsburg
The print isn't the problem. Wearing something you're not sure about is.

Fabric & texture

Texture translates.

Outdoors, texture is what gives an image warmth and dimension. These fabrics tend to move well, photograph naturally, and feel like something you'd actually wear — not a costume.

Linen

Wrinkled is completely fine. The natural texture catches light beautifully and photographs as effortlessly as it feels to wear.

Leather & suede

A leather jacket or suede blazer adds depth and structure without looking stiff. Great for city sessions. Cognac and tan especially.

Flowing fabrics

Anything that moves. Drapy, fluid silhouettes create beautiful shapes when you're walking or the wind catches them.

Heavyweight cotton

A well-fitted tee, a structured overshirt, a relaxed button-down. Grounded, real, and easy. Pairs well with almost everything.

Chunky knits

Especially good for fall and winter sessions. Oversized sweaters and ribbed knits add warmth both visually and literally.

Velvet & corduroy

The subtle sheen of velvet and the ribbed depth of corduroy photograph beautifully in lower light or at golden hour.

Worth avoiding Shiny or very reflective fabrics  ·  Very stiff silhouettes  ·  Large logos or reflective hardware

Shoes & details

The small stuff
matters more than
you'd think.

Shoes are one of the most overlooked parts of an engagement look. We will almost certainly photograph your feet — whether you're walking, sitting on a stoop, or standing at a crosswalk. Footwear that feels intentional makes a difference.

Accessories are worth thinking about too. A watch, simple earrings, or a scarf can add polish without being distracting. Detail that draws the eye inward toward your face and hands is good. Detail that pulls the eye away from you is less good.

  • Heels, boots, or clean sneakers

    All work well. If you're choosing heels, think about how much walking we'll do and whether you'll want a backup pair.

  • Loafers and casual flats

    Polished enough to look intentional, comfortable enough for a few hours of walking. Great for city sessions.

  • Statement shoes

    Fine if they're part of your aesthetic. Just make sure the rest of the outfit can hold its own next to them.

  • Comfortable walking shoes for in-between

    The shoes that look great in photos don't always feel great after a few blocks. Bring a pair you can actually walk in and we'll swap back when the camera comes out.

Full-length couple on Brooklyn sidewalk

One last thing.

Don't overthink it. I've photographed couples in everything from ball gowns at Grand Central to jeans at a bodega, and the images that move people most are almost never about what they were wearing. They're about how the couple felt with each other.

If you want a quick gut check before the session, send me a photo of your outfits. Happy to weigh in.

Send me a photo for a gut check

© 2026 Chaz Cruz Photographers, New York, México, California, Worldwide