Jenny & Howard in Pittsburgh, PA

Jenny met Howard because her college resident advisor was dating his medical school roommate. When they had dinner together, Jenny and Howard hit it off. Three years later, Howard had his proposal mapped out, but things didn't go according to plan. The Bride Jenny Shearer, 29, children's hospital volunteer The Groom Howard Topol, 28, pediatrics resident The Date May 31 Before they could get dinner in Pittsburgh, Howard's car had a flat tire, so they took a cab to the restaurant. Then, his idea to pop the question atop a scenic overlook was dashed when Jenny complained about the cold weather. Finally, after proposing over dinner, he couldn't find the ring (it was in his other pocket). It was so cute and so Howard, says Jenny. Despite the glitches, Jenny agreed to get hitched. They wound up celebrating their first moments as an engaged couple in Jenny's parents' car—they had to come pick them up from the tow shop!