i was joking about flagging that guy... there's been a rash of people wanting everyone to flagrantly flag craigslist moped listings lately.
An Indian would be a steep learning curve for a first moped. For a first bike, you should find something simple that runs but needs work. that way you can earn cred by fixing it yourself and learn a lot, but you still get the fun of riding (and the important life lessons of having to push it home occasionally).