If you just bought it check ir right away. Pull you cylinder and head off and look for anything out of the ordinary. Check your cylinder for any damage or odd wear marks. The crosshatching must be in good condition to ensure your cylinder retains enough oil for lubrication. You should check your ring gap and piston dimensions to see if you need a new top end. Have the cylender honed by someone that knows what they are doing to clean out the footprint of the last set of rings and to ensure your new rings will seat properly.while they are at it they can check the bore with a guage to make sure there is not excessive wear, and to make sure your new piston is the right size.
How often you have to change your piston and rings is affected by a whole host of variables - how hard do you ride, do you keep your air filter clean, is your bike jetted properly, do you thuroughly warm it up prior to riding, how consitant is your fuel mix and on and on and on. Best thing you can do if your not tuned in to how your bike is running ( usually starts feeling week pulling out of corners, gets harder to start ) is to buy a compression guage and monitor compression.
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