I imagine it didn't go through the hole originally in order to avoid it being cut or damaged by chafing on the hole's edges. A grommet might be a good idea there.
1950 Chevrolet 3100 (Ol' Roy)
1939 Packard Standard Eight Coupe (The Phantom) | 1956 Cadillac Coupe de Ville (The Bismarck) | 1964 Ford Galaxie 500 coupe |1966 Ford Mustang (Little Red) | 1969 Pontiac GTO (The Dishpit) I 1979 Ford F-100 | 1976 Ford F-150 (Big Red) | 1995 Ford F-150 (Newt)