Erin Christine Santa & Robert Joseph “RJ” Mercede
Not long after Erin and RJ’s roommates began dating did the two become fast friends. Soon feelings grew deeper and RJ worked up the courage to ask Erin out.
Ilysa Shari Bass & Alex Jeremy Yastrow
Ilysa and Alex first became friends during their freshman year at the University of Michigan. Over time, their affection for each other grew, and by their senior year they were officially dating.
Mary Grace Cavender Hicks & Wyot David Woods
Years after that initial “date” the pair became high school sweethearts and dated for ten years.
Claire Marie Blackburn & Kyle Hughes Drexler
Claire Blackburn and Kyle Drexler attended high school together, it wasn’t until after college that the two officially met in New York City, thanks to Kyle’s brother Eric.
Lauren Wallace Ayres & Bradley Dean Soules
Bradley and Lauren first met at Trinity College in Hartford but did not become friends until they reconnected years later…
Molly Elizabeth Healey & Charles Lawson Gilhuly
Food is an integral part of our lives. This is especially true for Molly and Charlie. The two met while working at the same restaurant and have been together ever since.
Elizabeth Cavanaugh & Roslyn Reed
Elizabeth “Brooke” Cavanaugh and Roslyn “Thomas” Reed enjoy a classic love story.
Nico Andres Curdumi & Nora Kathleen Feely
Sometimes it takes a real-life Fairy Godmother to make a love connection. And in this case, Dorothy Edwards, Godmother to both Nico and Nora, was up to the task.
Kate Sandberg & Rob Siegel
Despite being in the same graduating class at Yale University, Kate and Rob didn’t meet until they came across each other’s online dating profiles.
Elizabeth Ann Fitzpatrick & Richard Patrick Burt
After being introduced by a mutual friend, Rich and Elizabeth agreed to a date. During the outing, a stranger approached the two, noting that Rich definitely liked Elizabeth.
Christina Marie Cuseo & John Michael Gudzik
Christina and John started off as friends and coworkers, but realized there was something between them when they started going out on their own, without their mutual friends.
Nina Roome Daugherty & Hugh Thomas Mckee
Nina and Hugh met in Montauk, New York. Nina was in town for a friend’s bachelorette weekend and ironically met her own groom-to-be.
Samantha Leigh Kossmeyer & Ryan James Fodor
Ryan’s move to St. Louis brought him more than professional success. While there, he met Samantha.
Sarah Nicole Jacober & Tucker Jameson Spitzer
Tucker didn’t make the greatest first impression when he awkwardly ran into Sarah at his publicist’s office. Thankfully, he repaired the damage when Sarah attended Tucker’s big show.
Alexandra Kydes & Matthew Taylor
Alexandra and Matthew both attended Stamford High School, they didn’t meet until years later, at a party Matthew hosted.
Felicia Caroline Quentzel & Daniel Anthony Albano
For Felicia, studying paid off in more ways than one. She was hitting the books at the home of her law school classmates when their roommate Dan walked in.
Elizabeth Anne Wynne & William Peter McStravick
This was a romance a long time in the making. Billy and Elizabeth first met as classmates at Eastern Middle School and became good friends during their time at Greenwich High School.
Susannah Marie Vasu & Andrew Ford Dacey
Drew and Susannah met while vacationing with their families on Nantucket.
Emma Wilder Boyd Gleason & Jeffrey Scott Aser
Jeffrey and Emma met while working on Ned Lamont’s campaign to represent Connecticut in the U.S. Senate.
Kate Theresa Centofanti & Marc Whittington
When Kate Centofanti and Marc Whittington met during their junior year of college, luck was on their side.
Courtney Cecile Marks & Byron Andrew Jamieson
Byron and Courtney’s stars almost did not align. Although they both attended Boston College and had many friends in common, they didn’t meet until the final semester of their senior year.
Catherine Magdalene McCool & Matthew Philip Leach
Catherine McCool and Matthew Leach dated in high school, and although they went their separate ways before college, they remained friends and stayed in touch…
Lauren Wallace Ayres & Bradley Dean Soules
Bradley and Lauren first met at Trinity College in Hartford but did not become friends until they reconnected years later…
Lindsey Eaton Wood & Matthew James McMaster
Most people aren’t fond of class group projects, but Lindsey Eaton Wood and Matthew James McMaster are thankful for the assignment that brought them together…
Andrea Martinez & Jeffrey Houle
In their hearts, it seems Andrea Martinez and Jeffrey Houle always knew what they wanted, even if it took a while for it to happen.
Isabella Beatrice Spyrou & Andrew Joseph Leahy
Andrew and Isabella first exchanged glances while attending Cornell, but did not become a couple until they were properly introduced in New York City through mutual friends.
Heartie Merrill Dunnan & Colin Bevan Daddino
Despite being friends for three years, it wasn’t until they bonded over a shared plate of nachos during a thunder and lightening storm that sparks flew—literally and figuratively.
Juliette Rosalie Brindak & Christian Joseph Blake
Even though Juliette and Christian both grew up in Greenwich, they attended different high schools and did not meet until after college when their best friends introduced them.
Krista Nicole Tenaglia & James Patrick Millard
While studying abroad in Prague, Jamie and Krista found more than just culture—they found each other.
Paige Cynthia Corbin & Tyler Gebert Kyle
On Halloween, a day typically filled with tricks, Tyler and Paige got the best treat of all—an introduction to one another by Tyler’s brother. The two bumped into each other a few times afterwards, but it wasn’t until a chance meeting at the Surf Lodge in Montauk that they began dating.
