Retirement Dreams I can't exactly say when it happened. There wasn't this life changing moment that I can pinpoint and say "that was the day that everything changed". No, I think it was more of a smoldering start. I'd been dating Wally for a few months knowing that HIS dream was to go retire on an island somewhere. He was ready to get away, immediately. Me on the other hand? No way Jose. I wasn't going to go live on any island...