Brenna and Philippson

How We Met

Philippson and I attended the same high school, St. Clement in Medford, MA. I am older and was in a grade above him but had a lot of classes with his sister, Faranella. Our school was very small so everyone knew everyone but Philippson and I hadn’t really hung out until years later. Contrary to what Philippson would tell you, I absolutely did not turn down his advances back in the day – he loves to tell people he tried to say hello and I gave him a “pssshh” as I scurried off to class. Over the years, I had befriended his sister and often hung out with their group of friends when I would come home from college on the weekends. Always the life of the party, Philippson was always very easy to notice and though back then, no one would have imagined that two total opposite people would “work”, some flirtation began. Fast forward to a few years later, we both realized we had a bit of a crush on each other, and, as they say, the rest is history.

How They Asked

We got engaged on November 27, 2019. It was the day before Thanksgiving, also known as my favorite school day of the year, and I was chatting with my fourth grade students about what we would be doing to assist the first grade teachers in their annual Harvest Breakfast event. I was kneeling down on the floor, fluffing up some decorations for the event, and my friend Erika, one of the first grade teachers, came in to create a diversion. All of a sudden, I see two of my former students, Belen and Pampam, walk in with flowers. Philippson followed them in I knew right away what was about to happen. My students gasped, Philippson gave his speech (the improvised version, not the one he had practiced), and he got down on his knee. I don’t think I answered right away but eventually an “absolutely!” came out of my mouth. Philippson joined us for the Harvest Breakfast and I finished out the school day on cloud nine.I later found out that this had been in the works for a few weeks. My grandmother, parents, Erika, and former students were all involved in his planning process. My fourth graders remember that day as a highlight of their school year. It is a day I will never forget.



Special Thanks

Jess Sinatra Photography
 | Photography
Salem, MA
 | Engagement Shoot Location