Try and find a "beater" a bike that doesn't look cool and more importantly doesn't cost much, but works and rides. Then figure out if you even want to ride seriously or not. I know several guys who went out and spent $1k+ on new bikes only to realize it's a tough sport and they really didn't want to work that hard to get back into shape so the bike just sits in the garage for years until it ends up on Craigslist for less than half of what they paid for it. My first road bike was $125 and I rode that thing for a few hundred miles before deciding on upgrading.