You might remember Madonna and Rubin from their spectacular travel themed engagement at the Dulles Airport gate where they met, or more recently Donna’s graduation portraits from George Mason University (Go Patriots!). This Fall they took a stroll with me through Huntley Meadows Park in Alexandria, Virginia to take in the Autumn colors at their peak and occasionally cuddle up (or get in a leaf fight after carrying one another). The sun made for an unseasonably warm day, but it fit the feeling, because it’s clear just spending a few moments with Rubin and Donna that they both married their best friend.

As the sun set, and we were just a few short days from Halloween, Rubin got spoopy on the return hike.

It had been a relaxing day, and I’d once again lived up to Rubin’s famous quote about me: “I’m pretty sure David’s face just looks like a camera.”

Latoya and Shawn: The Proposal

On Halloween two years ago I captured family photos of Latoya and her kids playing in the Fall leaves; little did I know this session would lead to capturing Shawn pop the question.

A few months ago I got a message on Instagram… that was automatically thrown to the abyss of my Spam folder. It wasn’t for several weeks while blocking the latest batch of scambots that I finally saw it, and immediately responded (NOTE: If you’re reading this and want to reach me, emailing me is the most reliable way to contact me). Shawn had seen the Fall family photos I’d shot in 2020 and kept me in mind, and now he was forming a plan to ask Latoya to marry him. After a bit of brainstorming we got a plan in place, and now the hard part was just keeping cool until it was time.

The day of, Shawn played it super cool, but in truth his adrenaline was pumping with eagerness; like me, Shawn loves cars, and spends a lot of time at racetracks photographing events, so to keep his cover deep he even posted on Instagram and even called Latoya from an active (loud) racetrack so she wouldn’t even consider him being in the area. Latoya’s family had been organized by an insider to gather at Meadowlark Botanical Gardens for family portraits which they haven’t had in years - nobody knew what they were about to witness.

I met with Shawn at the garden an hour before everyone else started arriving to walk him through the plan on-site and get him planted in his hiding spot a short sprint around the corner from where I’d stage pictures. Leaving him to lay low and relax, I returned to the Visitor’s Center to welcome family as they began arriving. Latoya was one of the first to arrive, and while waiting was even asking me about my wedding photography and camera straps, “for a friend;” I played it cool and answered earnestly, but inside was smirking, “a ‘friend’ hmm?”

Once everyone was gathered, I lead the group of 15 down to the pond bridge for small groupings before the full group photo at a later location; this was exactly to plan, and also wasn’t untrue. At the bridge, I asked what group wanted to go first on the bridge, and Latoya immediately volunteered herself and the kids; she was making my job easier than she knew.

After a few photos of Latoya with the kids, I suggested we get some solos as well, and gave our insider a nod to give Shawn the signal he was up. As I was “adjusting settings” and “framing up the shot” I captured Shawn sneak up and even get down on one knee behind Latoya without her noticing; when I prompted her to change posing, she spotted Shawn with a scream of shock and disbelief. You can see how utterly surprised she was when she looks back at me (and her family equally as surprised watching over my shoulder) as if to say, “is this really happening?!?!?”