There’s something wildly freeing about a “Trash The Dress” session—when wedding day formal wear meets unexpected places, textures, and movement. On their first anniversary, Jonathan and Becca embraced just that kind of adventure. We wandered through some of New York’s most iconic spots—Central Park, The Met, Ralph’s Coffee on the Upper East Side, a yellow taxi, and even the subway—to turn ordinary sidewalks into storytelling backdrops.
The weather couldn’t have been more perfect. Cool air, crisp light, the hum of the city, and their joy made every frame feel alive. Becca’s dress, paired with autumn city texture, be it a street mural or subway tile, created contrast and energy. And Jonathan + Becca? Super game for whatever came next—which made the session both fun and genuine.
Why a Trash The Dress Session Feels So Powerful
Contrast & Emotion — Wedding dresses are usually pristine and formal; when you pair that with gritty city scenes (subway, street, concrete), you get drama, story, and sometimes even a little bit of rebellion.
No Pressure, Just Play — These sessions allow couples to let go: to move more freely, get messy or spontaneous, and enjoy the moment beyond the ceremony.
Visual Variety — Changing locations (coffee shops, parks, taxis, interiors, architecture) means you’ll end up with a diverse set of images: moody, candid, fun, reflective.
Memories That Break Expectations — A trash the dress shoot isn’t just about destroying fabric; it’s about capturing boldness, authenticity, and moments people didn’t plan for but will never forget.
Tips If You’re Considering One
Pick spots that feel meaningful or visually strong to you—an old café, your favorite street, someplace with texture and color.
Be flexible in your outfit: a dress that you don’t mind getting a little dirty or wrinkled. Maybe bring a backup if you want a mix.
Go during times of day when light is flattering but crowds are workable (early morning, late afternoon).
Have fun with it! The best photos often come from movement, laughter, and unexpected moments.
Work with a photographer who’s comfortable shooting in mixed light, unusual spaces, and with spontaneity.
Jonathan Heisler Photography is composed of NYC photographers specializing in private proposals, engagement sessions, wedding photography, and adventurous shoots like these.