The way Caitlin describes meeting Ross at the tender age of fourteen is a short but sweet story. They were high school classmates, both attending the annual school ski trip. “I asked Ross to snowboard with me and he said yes,” she recalls. “I have been obsessed with him since.” But their story does not end there – in fact, several years passed, despite being Senior Prom dates, before these two ended up together. It wasn’t until just four years ago that Ross finally worked up the nerve to ask Caitlin out – and on a beautiful October day, they officially sealed the deal.

Location
Blue Hill at Stone Barns
Date held
Sat Oct 21st
Q1

Did you learn anything about yourselves or each other throughout the planning process?

Caitlin: To ask each other for help. We leaned on each other a lot – even though we had a wedding planner, there was still so much to do. We were able to divide and conquer.

Q2

What was most important to you when planning your wedding?

Caitlin: That we had a great band and the dance floor be full the entire time – which it was! Also, that we went with vendors that always had a contingency plan. We loved working with The Day, Hank Lane Music, etc. because if something should have happened – with our photographer, for example – they would have provided someone else who is just as great to be there for the day. We did not want to have any drama. We always needed a Plan B and made sure that our vendors could offer this.

I was adamant about not having a first look... Then I realized, I'm a scary crier. It was great that we first saw each other then to get a lot of the emotion out.

Caitlin

It was fun and relaxing to get the pictures done during the day and after the first look.

Caitlin

Q3

What moments from your day stand out the most in your memory?

Caitlin: We took advice from many of our friends who are married. Take a moment, pause, look at eachother and be in that moment together – Ross and I did this nearly every hour. We remember the entire night! And trust us, we def had a few drinks.

Q4

Some couples have a First Look, other’s don’t! Why did you decide to have one?

Caitlin: Again, we took advice from our friends. I was adamant about not having a first look, and seeing my husband for the first time walking down the aisle. Then I realized, I’m a scary crier. It was great that we first saw each other then to get a lot of the emotion out. I didn’t want to look crazy walking down the aisle (not that there was a dry eye during the ceremony). We wanted to enjoy our wedding and not miss the party taking pictures. I also wanted to do the vanity fair shoot which took an hour. It was fun and relaxing to get the pictures done during the day and after the first look.

Q5

What advice would you offer to a newly engaged couple in the throes of wedding planning?

Caitlin: Get a wedding planner, do as much as you can ASAP, and only work with The Day! Besides your memories, the only tangible item left after the wedding is the pictures – and you want to have incredible pictures. This isn’t prom!

Q6

What is the best relationship advice you’ve ever received?

Caitlin: Respect each other.

Take a moment, pause, look at each other and be in that moment together...

Caitlin

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Credits

  • Photography

    Virginie Carolina for The Day

Although she’s been living in the U.S. since the tender age of 16, French-born photographer Virginie Carolina imbues her work with a distinctly Gallic sense of passion. “I photograph with my heart,” says Virginie, who comes to The Day with more than 20 years of photography experience.

Virginie Carolina