2003 Dodge Truck replacing brake pads

I'm replacing the brake pads on my 2003 pickup, using a large clamp to seat the caliper cylinder on the driverside front worked. With passenger side front caliper, I can't get the cylinders to both go in, one is in and the other is stuck in the extended position. Also the rubber gaskets around the cylinders are cracked and one has some fluid coming out. Please help...