Chelsea NYC Engagement Photos Inspo with Vintage Style

If you’re searching for an NYC photographer who captures the feeling of the moment and not just the way it looked, this Chelsea couple’s session might be your kind of thing.

Mandy and Zak brought so much vintage charm and undeniable chemistry to this session. We wandered around Chelsea, spotted a celebrity, snapped some Polaroids and a few film frames, and turned an ordinary afternoon into one worth remembering.

Vintage inspired Engagement Photos in Chelsea NYC

Shoutout to Brendon Connors - I love your artwork in the windows, especially the RENT sign.

Vintage-Inspired Engagement Photo Ideas

Some people feel like they’ve stepped out of another time—Mandy and Zak are exactly that kind of magic. With their effortless vintage style, and the kind of chemistry you can’t fake, they radiate a 1960s energy that’s equal parts playful and cinematic.

Couple walking through NYC’s Chelsea neighborhood in thrifted vintage clothes

The Magic of Being in the Same Place at the Same Time

Fittingly, they met the old-fashioned way: completely by chance. Zak was in town visiting from the UK, Mandy just stopping by Mud Coffee for a quick caffeine fix. Zak spotted her and, without missing a beat, asked if he could buy her pancakes. Reader, she said yes. The universe, clearly, had a plan.

Couple laughing together on brownstone stoop during Chelsea NYC engagement photoshoot

You may recognize Mandy from this Goodfellas Inspired Wedding Editorial. Since modeling for this shoot, I’d been quietly obsessed with her Instagram stories of her with her new boyfriend. There was something about the way they moved through the world together that felt different—magnetic. And knowing they were in a long-distance relationship made those fleeting glimpses of time together feel even more tender. Every time they had to part ways, my heart ached for them. So when the chance came to photograph them, I knew it wouldn’t be just another session. It would be a little slice of time, captured forever.

 
Polaroid photo of couple sitting on brownstone steps during photoshoot in NYC
 

At-Home Couples Photos in Chelsea NYC

We started at Mandy’s apartment in Chelsea, and just as we were heading out, her downstairs neighbor Liz stopped us—she was having trouble with her internet and needed help. It turned into the sweetest detour.

Man playing guitar during cozy indoor engagement session in NYC
Couple walking down apartment stairs during couples photo session in NYC

Liz, an effortlessly charming former ballet dancer, was full of warmth and character. Zak sat at her piano and we all loved on her tuxedo cat, Sydney. I wandered around photographing the little corners of her home—books and crossword puzzles piled high, cat-themed trinkets and illustrations, a gorgeous photo of her mid-air in the height of her ballet days, and soft light spilling in through the windows like a painting. We’d stumbled into a little pocket of old New York.

Woman and tuxedo cat posing in chair in Chelsea apartment NYC
Man petting tuxedo cat during engagement photoshoot in NYC
Man playing piano during engagement shoot in cozy Chelsea apartment NYC
Man playing piano during engagement photoshoot in cozy Chelsea apartment NYC while tuxedo cat scratches a cat scratching tower
Man playing piano during engagement photoshoot in cozy Chelsea apartment NYC
Apartment details during cozy NYC engagement shoot

Photo of young Liz dancing, mid-air

Vintage illustration of a kitten on a piano clipped to a folder in a cozy NYC home

Cute little tuxedo cat illustration perched atop the piano

Wall of vintage kitchen tools and cat-themed decor in a Chelsea apartment

Cat themed trinkets lovingly tucked in every corner

Tuxedo cat standing looking at the camera during cozy NYC engagement shoot

Sydney giving me an apartment tour

Man kissing elderly neighbor on cheek

Zak gave Liz a hug and a kiss before we left

NYC Candid Engagement Photos Inspo

Once we finished troubleshooting, we headed out to explore the neighborhood, taking photos on Mandy’s stoop and strolling through Chelsea like we were in our own little black-and-white film.

Couple laughing together on brownstone stoop during a Chelsea NYC photo session
Couple laughing on brownstone stoop during a Chelsea engagement photoshoot
 
Polaroid portrait of couple sitting on brownstone steps in NYC
 
Stylish couple walking through NYC’s Chelsea neighborhood in a black and white photo
Couple standing outside NYC diner, dressed in thrifted vintage outfits and white sunglasses, with a mural wall in the background.
Man holding a brown leather jacket while woman adjusts her shoe outside a Chelsea NYC diner with a bold, colorful mural behind them
Couple leaning casually on a black iron railing in Chelsea NYC, wearing vintage-style outfits and sunglasses in a black and white portrait.

Zak, ever the showman, pulled out the red notebook he had tucked in his shirt pocket—filled with poetry and song lyrics—and began dramatically reciting lines as a tour group passed, Scouse accent and all. Mandy and I just laughed, completely entertained. It was absurd and endearing in the best possible way. Zak is pure Mick Jagger energy—unfiltered, unexpected, and entirely himself.

Man playfully reading poetry from a red notebook during a couples session in NYC
Man playfully reading poetry from a red notebook during a couples session in NYC
Candid laughter between a couple during their couples session in Chelsea NYC

NYC Couples Portraits on medium format Film

I brought my great-grandmother’s Brownie Hawkeye box camera to this shoot and loaded it with film—my very first roll through the camera. I wasn’t even sure if it still worked, so when the scans came back (albeit, a bit underexposed), it felt like a small miracle. There’s something poetic about capturing a couple like Mandy and Zak, who feel like they’re from another era, on a camera that was my great-grandmother’s, then my grandmother’s and now mine. Like the past reaching into the present to hold this moment just a little longer.

Vintage-style film photo of man playing piano taken on a Brownie Hawkeye camera during a NYC engagement session
Vintage-style film photo of couple standing on overgrown brownstone stoop taken on a Brownie Hawkeye camera during a Chelsea engagement session
Vintage-style film photo of couple taken on a Brownie Hawkeye camera during a Chelsea engagement session
Vintage-style film photo of woman softly smiling taken on a Brownie Hawkeye camera during a Chelsea engagement session

An Ordinary Afternoon Turned into a Keepsake

When we returned to Mandy’s apartment later that evening, there was a gift bag hanging on the doorknob. Inside: a bottle of Prosecco and a handwritten thank you note addressed to “The Tech Trio.” We laughed. It was the perfect ending to a day that felt serendipitous from the start.

Grid of 6 Fujifilm Instax Mini polaroid style photos from a vintage-inspired couples session in Chelsea NYC

And Mandy and Zak? Their chemistry is something else. There’s a GIF below that says it all—their glances, their laughter, the way they exist in their own little world. Photographing them felt like capturing a love letter to New York, to that electric feeling of a new relationship, to the start of something real.

Playful moment between a couple sitting on brownstone stoop during their Chelsea NYC engagement shoot

Planning your own engagement photos in NYC?

Pick a neighborhood that means something to the two of you. For what to wear—think about the colors of the surroundings and pick outfits that will complement the scenery. For Mandy and Zak, the soft blues they wore contrasted beautifully against the warmth of Chelsea’s brick and brownstone.

 

Want engagement photos that feel timeless and true to your story?

Let’s create something honest, playful, and uniquely you.

 

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