Carolyn & Leonard

November 15, 2025 • Middleton, MA
133 Days To Go!

Carolyn & Leonard

November 15, 2025 • Middleton, MA
133 Days To Go!

Our Story

Carolyn and Lenny met in October 2023 in the traditional way...on an app.


Their first date was delayed for a few weeks while Carolyn was in North Carolina for a work trip and Lenny was in Virginia for his niece, Evelyn's, christening.


After much anticipation they finally went on their first date for Lenny's favorite - Tapas. Carolyn knew he was the one when not only did he bring flowers for their first date but opened her car door (Carolyn's dad also knew he was the one when he heard this in her date recap).


Over the next year Carolyn moved to North Reading with Lenny and his dog Rufio (much of the year being spent by Carolyn trying to win Rufio over with pup cups and table scraps). But they also spent time in Buffalo visiting Lenny's parents, Virginia with Lenny's sister and her family, Cape Cod with Carolyn's parents and a few trips to Cape Cod and Las Vegas.


They knew they wanted to spend their lives together (Rufio's still deciding about Carolyn) but after determining Lenny couldn't just toss the ring at her while watching a Bills game or watching Hell's Kitchen, the day finally came on January 17th, 2025. Carolyn had just returned from a week long trip in exciting, tropical San Angelo, TX and ready for a nap but Lenny convinced her to take their dog, Rufio, on a walk in the park.


In true Carolyn fashion, mid-walk, Carolyn had a nice tumble on some black ice and when Lenny went to see the damage, took Carolyn completely by surprise when she looked down and saw he wasn't looking at her knee but holding a ring.


Carolyn and Lenny are so over the moon at spending the rest of their lives together and can't wait to celebrate with all of their Friends and Family on 11/15/2025!