Katie & Chris in Whitefish, MT

Eight years before Chris met Katie, he met her brother, Jay. Over the years, Jay repeatedly told Katie and Chris that they were perfect for each other and tried to set them up -- to no avail. When they finally bumped into each other at a party Jay knew they’d both attend, Katie and Chris realized that Jay had been right all along. The Bride Katie Despard, 32, marketing director The Groom Chris Kelsey, 41, development advisor partner The Date September 27 Only a few hours after Chris had given Katie a vintage typewriter for Christmas, he asked if he could try it out. He slid a sheet of linen paper into the machine and typed a love letter as Katie read along. “Will you marry me?” was the final line of the letter.