Maria Rose Smeriglio & Martin Francis Masterson IV
Cristina Poulos & Benjamin Romeo, III.
Nicole and Ross first crossed paths while working at the same hedge fund in South Norwalk. But it wasn’t until a fun-filled afternoon at a Yankees game with coworkers that they really hit it off.
Carolyn had just moved to Boston to pursue a legal career, and Jake had recently become a Bostonian after separating from the Navy when mutual friends introduced the two.
Elizabeth and Charles met by happenstance at a West Village bar in New York City. They both had plans that night but popped into Mr. Dennehy’s to have a drink and kill time.
Anne and Patrick first met in Manhattan during an internship at J.P. Morgan. They hit it off and became fast friends.
The classic striped shirt is eternally cool
Sara and Tommy were first introduced by mutual friends in Washington, D.C., where they were both attending a music festival.
Even having lived only miles apart as teenagers in backcountry Greenwich, Meghan and Todd didn’t meet until decades later as colleagues in the venture capital industry.
Peter proposed on Christmas morning by hanging a ring on a branch of the Christmas tree and telling Caren that her gift was in, not under, the tree.
John and Louise met during the first week of freshman year at Boston College. Though they were friends throughout the four years, it took a BC vs. Notre Dame football game to make the sparks fly.
The couple dated for one year before getting engaged at Gabriele’s Steakhouse at the same table where they had their first date.
Peter and Sarah met while volunteering for a community organization. As they got to know each other, their friendship deepened, and after a year they finally went on their first date. Sparks flew and the rest is history.
Morgan and Felix met at the University of Virginia Darden School of Business.
Betsy and Brad both grew up in Greenwich but did not meet until they moved to New York City.
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.
Catie and Craig’s initial meeting gives new meaning to being on the right track. Craig’s roommate Travis Pfander introduced the two on the train ride to a Princeton homecoming game.
Frederick and Kerry met the new old-fashioned way, online. OK Cupid was the site that brought these two lovebirds together.
Years after that initial “date” the pair became high school sweethearts and dated for ten years.
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.
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.
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.
Drew and Susannah met while vacationing with their families on Nantucket.
Jeffrey and Emma met while working on Ned Lamont’s campaign to represent Connecticut in the U.S. Senate.
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.
