Push the rings into the bore with a piston so the rings are square to the bore, measure the end gap, hopefully that will tell you of any abnormal wear. I think the oil rings can go in either way. When you pulled the heads, did you look at the underside of the valve head through the ports, wondering if oil is cooking on the valves due to guide/stem/seal leakage?
1957 Chevrolet 5700 LCF 283 SM420 2 speed rear, 1955 IH 300U T/A, 1978 Corvette 350 auto, 1978 Yamaha DT175, 1999 Harley Davidson Softail Fat Boy
