Michelle & Ryan in Boston, MA

While they were just friends in college, Michelle and Ryan always knew there was something else going on between them. After graduation, the two friends ended up in Boston and continued to hang out as buddies. The Bride Michelle Escoffier, 28, advertising account supervisor The Groom Ryan McKenna, 29, financial planner The Date May 31 So their mutual friends decided to take matters into their own hands. They set up a group night out, but then bailed at the last minute, leaving the couple alone. That's all it took! They dated for five more years before Ryan planned a big birthday surprise for Michelle. He led her to a park outlined in candles, got down on one knee and proposed. Some onlookers even broke out a bottle of champagne and toasted to the couple's future!