Kim & Ben in Philadelphia, PA

Kim and Ben had been dating other people when they first met at work. They lost touch but reconnected again two years later at a company function. This time, they were both single and made plans for lunch. That led to more lunches -- then movies and dinners. The Bride Kimberly Handloff, 30, a realtor The Groom Ben Rock, 32, an assistant district manager The Date October 9 Three years later, Ben planned a surprise weekend trip to Bermuda, ready to propose on the last night of the vacation. His midnight beach proposal plan hit a few road bumps along the way -- the hotel sent champagne and strawberries that said “congratulations” a night too early and the trolley driver didn’t want to take them to the beach at midnight. The couple wanted a fall wedding, so they planned everything (themselves!) in less than six months.