Can't get Dipstick back into engine (1 Viewer)

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1973Guppie

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For the life of me I can't figure out why I can't get my dipstick assembly back into my 99 chevy vortec (5.7L , 350 out of a suburban. The unit slides in near the bottom of the engine on the passenger side. It slid right out when pulling it apart but it seems no amount of pushing, twisting, etc, will get this f*&*(in thing back in. Wondering if anyone has had similar experience. I even tried lubing it with a little engine oil. Thinking of maybe sticking it in the freezer for awhile? Any ideas?

thanks,

Noah
 

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