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it does no harm to buy second hand as for where to buy from well thats a good question
you will probably get a better deal from a private seller but you will forfeit any warranty a dealer/shop may offer
lenses tend to be pretty well built especially the top quality variety ( L lenses for canon ) and if treated with a bit of care will last a very long time
my rule of thumb when buying second hand lenses ( i have bought a few ) is to inspect the lens and take a camera body with me so i can try it
if i am happy with it i buy it if not i walk away
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