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My motorcycle has 88 ci 1450 twin cam that a head bolt stripped out in a block. Can I use a slightly bigger bolt without taking the jug off?
 

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NO. The jug needs to be removed and a thread insert installed.
 

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A `99 model year is not a classic...even if it is the name of the bike. :)
 

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If it's a bolt I'm assuming it's for the rocker box and not the head.
I would remove the rocker box, clean the hole and install a Thread Sert. I've done quite a few like that.
Thread Sert kits are available on line or at auto parts stores.
 
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