Five years of memories - looking back at some of my favorite portraits from Grayson’s first five years

When you become a parent, time moves at warp speed and the years really do seem to fly by. I don’t know how in the world it happened, but our little baby Grayson is now FIVE years old. It doesn’t feel all that long ago that he was this tiny 5 pound, 15 ounce baby curled up in our arms. Now when he sits on my lap, his head is level with mine and he wraps his arms around me in the tightest “knock you over hug” that he can muster.

Five feels like such a huge milestone. As he says, “it’s a whole hand!” This year he will start kindergarten. He’ll ride the school bus next fall (he’s been waiting years for this moment!). He’ll take the training wheels off his bike. He’ll learn to tie his shoes. We’re reading his first chapter book together, and he loves cuddling up on the couch and listening to the story. He marches into preschool without looking back, his bright yellow backpack bobbing along the sidewalk as he walks in with his friends. He’s turning into this smart, funny, independent little guy. It’s so cool to see, but it’s also bittersweet knowing that we blinked and he went from this little baby to this cool and confident kid.

As any photographer would, I’m going back through my archives of family photos and sharing all of my favorites from Grayson’s first five years. Enjoy a peek into this wild ride of ours!

Fresh 48 photo on the left (above) by Lauren Kirkham Photography. I’ll always treasure the portraits from our hospital session with Lauren from when Grayson was only one day new!

This peek-a-boo photo above is my absolute FAVORITE portrait from Grayson’s infancy. I’ve had it hanging in our dining room for years, and I don’t see myself taking it down any time soon!

Summertime family portraits on the beach with Sarah Zollo Portraits. It was such a windy evening, but I love the movement that it lent to our images. Grayson was still a few weeks away from walking when we did this session, and we got the cutest images of him standing up and falling onto his bottom on the beach in this session!

More mommy & baby portraits from Sarah Zollo, right after Grayson turned one!

Our first birthday cake smash with Grayson & his birthday buddies! We got the Birthday Crew together again to recreate this session for their fifth birthday. Scroll to the end to see how they’ve grown!

Continuing with our gingerbread tradition, we did gingerbread house portraits each Christmas, and now we make our gingerbread houses together every year! It’s one of Grayson’s favorite holiday traditions. In 2022, we went a little crazy and made FOUR different gingerbread houses for the holidays.

Lots of silly stay-at-home moments during 2020!

Look at his wild & crazy hair! He’s on the front porch of our new house in 2020! Grayson started calling it “the pretty house” before we moved in, and he still calls it that! We are so grateful that we found this house and this incredible neighborhood, and we’ll never stop appreciating how wonderful this move was for our family.

Halloween costumes! Choo choo train (2020), unicorn (2021), astronaut (2022).

He took these photos with me in the studio on my birthday in 2021. I love his cute snuggles and that adorable smile! (Also, that was some crazy long pandemic hair!)

My beach-loving boy loves our summer trips to the Cape! Last year he lingered behind me when we were leaving the beach, and I turned around to see where he went only to find him laying down in the sand making “sand angels” (like snow angels). He can’t get enough of the beach, truly!

I love the many sides of him! Grayson was obsessed with learning about outer space for about a year, and because of that we all learned more than we had ever known about the planets and different parts of our galaxy. He loves everything pink, and will randomly put on his pink butterfly wings and head to the store or the playground while wearing them. He knows every type of truck imaginable, has spent thousands of hours playing with his train tracks, and is really into Hot Wheels at the moment. He has an engineer’s brain and loves to build complex train track layouts with multiple levels, and now intricate marble runs, too. He’s always been into music ever since he was a few weeks old and would calm down immediately with the first notes of Justin Timberlake’s song, “Say Something,” and now he is starting to play little bits of songs by ear on Adelaide’s toy piano. He is incredible.

First time riding a big kid bike on his fourth birthday!

He really has turned into the best big brother. Adelaide is obsessed with Grayson, and everything he does puts a smile on her face.

We traveled to Connecticut for newborn portraits with Saren Cassotto Photography, and she captured the sweetest sibling portraits of our two babies. We had so many good ones to choose from, and I have a bunch of favorite sibling portraits in different spots all around the house, and in Adelaide’s newborn album. This kid really brought the smiles that day!

I hope the next five years don’t go nearly as fast as these five did, but I know that they will. For now, I’ll try and slow down to savor it all, and celebrate this little boy!

Happy FIFTH birthday, Grayson!