merry meet. not too sure where you should start without knowing your path. you are just interested in all things 'witchcraft' 'pagan' and the like? there's a few sites and articles you could look into, and see if your library has any beginners books on the subject. [try to find books written by Raymond Buckland, Janet and Stuart Farrar, Laurie Cabot, and so on since they tend to write about witchcraft and are seen by most as 'experts' over say Silver Ravenwolf or D.J. Conway] around this site, i suggest you read the FAQ and the rules to be safe. the articles are good to look into [though they are beginning to get flooded with bad articles it's still worth a look]
those are a couple sources that can help you in your research.
if you are unsure on your path, i suggest meditating. it's a good habit to get into even if you decide to leave the pagan paths. [also, since you said you need a confidence boost, meditation can help you 'find yourself' so to speak]
as for the age/time question, i wasn't born Wiccan, i converted when i was 15/16. most people even today are fine with my choice [while i have some spiritual people in my life, everyone i know follows a 'not effecting me so whatever' attitude] if you were born into the path, depending on the path [i speak from a Wiccan view after all] most people raise their children to celebrate the holidays, but don't initiate them until the age of 13 [16 or 18 are also used, it's based on maturity and tradition] since no one is 'born a witch' it's a personal choice.
good luck on your path, blessed be ^_^