Natalie & Bryan | Engagement Session in Northern Liberties

Natalie and Bryan’s engagement session was the perfect blend of city romance, vintage charm, and effortless cool. Set inside Jerry’s Bar in Philadelphia, their shoot had an unmistakable paparazzi-meets-old-Hollywood vibe — exactly what they envisioned for their engagement photos.

From the moment we walked in, the cozy, dimly lit bar set the tone. Dressed for the season, Jerry’s Bar was decorated for the holidays, with warm lights and festive décor creating an intimate, cinematic backdrop. Natalie looked stunning in a long white dress, while Bryan kept things classic and sharp in a blue suit with no tie, giving the entire session an effortlessly stylish feel.

We leaned fully into the bar engagement photo shoot aesthetic, capturing candid moments of the two of them sipping cocktails, laughing at the bar, and leaning into that “caught by the paparazzi” energy they were hoping for. The setting felt authentic, romantic, and undeniably Philadelphia — perfect for a couple who wanted something different from a traditional engagement session.

After photos inside, we stepped outside for one of the most iconic parts of the session: portraits in front of the vintage Cadillac permanently parked outside Jerry’s Bar. The glowing city lights, holiday décor, and classic car created a timeless, cinematic look that felt straight out of an old film.

Natalie and Bryan’s engagement session was not only stylish and fun, but also a perfect reflection of who they are together — modern, confident, and effortlessly cool. I absolutely cannot wait to photograph their wedding this summer at the Crystal Tea Room in Philadelphia, which is going to be nothing short of incredible.

If you’re looking for a Philadelphia engagement photographer who can capture your love story in a creative, editorial way — whether at a bar, restaurant, or iconic city spot — I’d love to help bring your vision to life.