This seal can be very tough to get in, just the smallest amount of swelling can make it nearly impossible to get back in with out rolling the seal. We have found it best to install the pipe with lube on the seal and keep the o-ring as square as possible when installing.
2500HD 3500 Silverado Sierra 6.6L V8 Duramax diesel:
2001, 2002, 2003, 2004, 2005, 2006, 2007, 2008, 2009, 2010