LTNman,
You inspired a nostalgia trip. I learned to drive on a Vauxhall Victor (359 RPF - sad, I know!). However, it didn't look quite like the one in your picture.
A bit of research determined that my Dad had a Series II Victor, which was introduced in 1959. The Series I was introduced in 1957, but the Estate in your picture didn't come along until 1958, so I think that narrows down the date.
It never occurred to me that cars would be backed into the Freighter. Did Silver City load the same way at Lydd and Le Touquet?
PS How did we survive back in those days? No seat belts, no air bags, no crumple zones, steering columns like a spear aimed at your chest and, as Road and Track put it, dashboards "with safety by Gillette"!