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I am an avid rider. I usually do 20-60km rides daily so I know a little bit about bikes. I am home for lunch right now and have to head back to the office so I'll post more in a bit and try and answer some questions.
One factor to consider is your lock situation. The more expensive the bike, the more someone is going to want to take it. If you plan on leaving your bike locked up somewhere for long periods of time I would suggest either investing in a good HQ lock or getting a used bike that you would not cry over losing.
I have a couple of bikes that I use for different situations. I keep a cheap jalopy around for when I ride to the library or get a few groceries.
I would suggest getting your bike at a cycle shop as suggested above. Normally you'll get much better service but again most of these shops have low profit margins so they'll try and sell you....but again state your price, main use and they'll put you in a ride that suits your needs.
If they don't measure or size you up while showing you bikes or allow you to test ride it around the block i'd try another shop.
Get a helmet too!!!! nothing more important than a helmet on kids AND adults.
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