Amanda and Matthew met while undergraduates at Hobart and William Smith Colleges and remained close friends for a number of years until they finally began dating.

On the day of the proposal, Fan was in New York on business; he took a late afternoon flight home to Boston to surprise Jenny. He found his soon-to-be bride curled up on their couch wearing an ugly Christmas sweater and tube socks. A formal proposal was not meant to be. He pulled out the ring and asked her to marry him.

David and Liz met in New York City through mutual friends. The pair hit it off and dated for three years, after which David proposed in their Greenwich Village apartment.

Sunday Funday sure rang true for Austin and Drew when they met at a Sunday brunch party in Washington, D.C. They would go on to share six years of Sundays together before becoming engaged while on a walk along the Hudson River in New York City.

Hillary and Dan first met at an engagement party at the Delamar Hotel in Greenwich. Hillary recognized Dan from the NYU Law library where they both studied.

Like a scene out of a 90s rom-com, Vincent and Nicole first met as teens, racing cars on the backcountry roads of Greenwich. When the two finally came to a stop, Vincent approached Nicole’s window and said, “What do you want?” Her reply? “Your number.”

Laura and Frank’s love story began the first day they met and “saw the light.”

Alexandra and Chris first met while attending the University of Richmond but didn’t start dating until after college, when they were living in New York City. (Ironically, the bride’s parents also met at the University of Richmond.)

When Kristin and Patrick met at a rooftop party in Washington, D.C., on the 4th of July, fireworks didn’t just fly in the sky. They quickly began dating and spent their free time in the countryside of Virginia enjoying a shared passion for equestrian sports and wine tasting.

Betsy and Jon meet the new old fashioned way…online. Not long into their first coffee date, they realized they had much in common—both loved the outdoors, were avid runners and enjoyed cycling.

Emily and Paolo met at Loyola University Chicago, where Paolo was in law school and Emily was in graduate school.

Megan Walsh Henze & Nathaniel Atherton Bristol

Nicole Persia Bozorgmir & Zachary Michael Goldbaum

Maria Rose Smeriglio & Martin Francis Masterson IV

When Cristina and Benjamin met at Zaza restaurant in Stamford, they realized that, having grown up near each other, they had likely already crossed paths.

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.

Anne and Patrick first met in Manhattan during an internship at J.P. Morgan. They hit it off and became fast friends.

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.

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.

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.

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.

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.

While studying abroad in Prague, Jamie and Krista found more than just culture—they found each other.

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.

Allison and Lucas both attended the American University of Paris, but did not meet until they were living in New York City and were introduced by a mutual friend. They connected over a shared love of Paris.

Ben and Farrell met the old-fashioned way, through mutual friends.

In a way, Wesley and Patrick were both late for their blind date—they just didn’t know it.

Heather was a registered nurse at Virginia Commonwealth University Medical Center when she helped Michael navigate his internship there.

It didn’t take long for Nancy and Lee to realize they had found love, again. (Perhaps Nancy’s years as a Weddings editor for Moffly Media helped hone her ability to spot true love.) It was only five months from when the pair first “met” via phone to when they became engaged.

Christopher and Elizabeth sailed into each other’s lives many years ago. Their parents, both longtime members of Riverside Yacht Club, were “neighbors” in the marina, and the families grew up sailing together every summer.