Urban Photos Little Italy San Diego

Taylor & Lissa’s Urban Session | San Diego Couples Photography

My daughter Lissa and her boyfriend Taylor are home from school for the summer, and we headed down to Little Italy to capture some fun dating photos in my favorite urban location. These two have known each other since they were FOUR and have gone to preschool, elementary school, middle school, and high school together. This last year as sophomores at Cal Baptist, they leveled up their friendship.

Couple sitting together on metal stairs, woman in black jacket, man in white shirt
Couple sitting on concrete beside metal railing, looking at each other in Little Italy
Couple sitting on ground by railing, calm moment in urban street setting
Man carrying woman on his shoulders, geometric mural wall in background
Couple sitting together in sunglasses and laughing, urban street setting
Couple sitting together smiling, woman in pink jacket by metal railing
Man giving woman piggyback ride, laughing together on geometric wall street
Couple standing by railing, woman leaning back on man, blurred city buildings
Man standing by railing with white shirt and black jacket in urban setting
Woman sitting on concrete wearing gray cap, white and black platform boots

Can I resist a little-kid photo of these two together? No, I cannot.

Young boy and girl lying on sand at beach, both smiling at camera

Focusing.

Couple standing together by railing, woman in pink jacket, urban street
Woman standing against geometric wall texture in black leather jacket
Woman in pink jacket and striped shirt standing by black and white mural
Couple holding hands by large black and white geometric mural wall
Man giving woman piggyback ride in new outfit, mural background
Couple standing by large black and white geometric mural, holding hands
Couple embracing by dock setting with rope detail visible, intimate moment
Couple holding each other close by dock, warm natural light, affectionate
Couple embracing together by dock and boat with ropes, close connection
Couple framed by rope window frames at dock, looking at each other smiling
Couple in separate rope window frames by dock, both leaning and smiling
Woman sitting on concrete in gray cap and black leather jacket, relaxed
Woman in gray cap sitting on concrete, different expression, turquoise wall
Woman's close-up portrait wearing gray cap, black leather jacket detail
Couple walking hand-in-hand in parking area near San Diego airport
Couple standing back-to-back holding hands by teal weathered wall
Man in black jacket and white shirt standing by white wall, urban setting
Couple on stairs in black and white, woman embracing man from behind
Couple walking away holding hands on crosswalk, San Diego city buildings
Couple sitting together on metal stairs in Little Italy, teal skirt detail
Couple on metal stairs holding each other close, urban stairwell setting
Couple walking hand-in-hand on street crossing, Little Italy buildings
Couple standing under street sign, woman in sequined top and pleated skirt
Couple standing together by abstract white and gray graffiti mural wall

A session like this with multiple outfits and locations requires a helper or two! My parents came along and carried all the stuff! It made it extra fun to have them there, and we finished off the evening having dinner at Filippi’s Pizza Grotto, our traditional Italian favorite in the area.

This location is less than a mile from San Diego Lindberg Field airport, and the planes taking off and landing provided natural pauses in our photo session action.

Couple holding luggage by building with airplane taking off in sky above
Couple walking holding hands on Little Italy street, urban architecture

As two firstborns, this competitive pair loves playing games. One of their favorites is SORRY!

Couple sitting playing board game, colorful flowers in background detail
Couple playing board game outdoors by garden entrance, dark doors behind
Close-up detail of hands holding game cards during board game moment
Couple standing together by gray and white graffiti mural, holding hands
Couple holding hands by geometric mural with Your Wildest Dreams text
Couple with raised arms celebrating in golden hour light, palm trees behind

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