Flatiron District Engagement Photos | Monica + John


February 2, 2023

While in New York for a wedding, I knew I had to take some beautiful New York City engagement photos in a super recognizable place–cue the Flatiron Building.

Turns out the Flatiron building was covered in scaffolding which we didn’t know until we were already there–so we made it work. Even without the well known building in the background of their photos, Monica + John made this city WORK for them!!!

I’ve been lucky enough to shoot in lots of beautiful cities across the US, but Chicago (my home base), NYC, and San Francisco are my top three favorites. Each city is uniquely its own with different atmospheres, different ways of handling their trash (lol), and different buildings that make you say “omg, this city is so dang beautiful.”

I think Chicago and NYC have similar areas, but there are a few things that are SO NYC–like these historic buildings, the original Shake Shack, and yellow taxis. So that’s what I went for.

Madison Square Park was the perfect starting point for M+J’s Flatiron District Engagement photos.

Jumping straight into photos sprinting across the street is a bit too much for me, so starting in this cute little park was the best “warm up” that we all needed. A few cute walking photos, some kisses, and “congratulations!” from strangers walking by is always the greatest confidence booster before running through the city like you’re the main characters. (Even though you always are when you’re in front of my camera hahah).

Running through downtown Manhattan for engagement photos is just natural when it’s full of honking cars, people on skateboards and bikes, and traffic lights that only last about 15 seconds.

So they ran next to cars, across the crosswalk, through the park, past the traffic light, and everywhere in between. All while still looking super cute and put together.

*Pan to me, dripping in sweat while carrying a 30 lb camera bag* lol

NYC engagement photos called for extra drama and romance.

Although nothing will probably ever change my style from bold and vibrant, I will also always have a place in my heart for dramatic, moody black and white photos full of movement and romance.

This next photo set is a bit different than my normal work, and these two were kind enough to keep running back and forth in the same spot, make a bunch of teeny tiny adjustments, and hold a pose until I could get my settings juuuuusssst right for these shots that I had in mind.

If you need outfit inspo for New York City engagement pictures, look no further.

These two showed up looking SHARPPPPP! With a simple (not plain) dress, Monica was a showstopper who stood out from the chaos of the city behind her while John was giving straight GQ vibes in his navy suit all evening long. When you have the confidence and connection these two had, you don’t need a red dress or a tux to have all eyes on you.

We took a few last photos as the city started going to sleep (or wait…it never sleeps, right?)


The sun goes down, building lights come on, and people are going to their evening plans…

We wrap up our session together and say our goodbyes–or really, our “until next times.”

Thank you two for being such a pleasure to work with + meet. Congrats!

Want to book your own NYC engagement photographer?

Hey hey! I work in NYC throughout the year and am always available to come for couples in love who want fun, vibrant photos showing off their relationship (even if you don’t know how to be cute–I gotcha! lol)

Reach out via contact page or see more work on my blog below or the most recent work on Instagram.


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