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The Y3's were all out of service by 1958. There was at least one Y3a still in service during 1959. None were in service by 1960. I would say it would have been highly unlikely, but who knows? I have seen a picture of a N&W Trainmaster in consist with another FM TM in Virginian livery.
Gilly
If I recall correctly, the Virginian Y3's were retired in 1955. Plus, they came by way of the Santa Fe in 1947.
Being they were two separate railroads at the time and N&W's prime freight power at the time were the Y6b's an A's, I would doubt there would be any doubleheading of Virginian and N&W locomotives.
Rusty
VGN was out of the steam business by 1957, and that was an 0-8-0. Think they were more or less competitors prior to the merger. But what the heck, it's your railroad - operate what you like!
Suspect Y3's did double head, but probably in much earlier times, like the teens/1920's/early 30's. Y3's in more recent times seemed to show up shoving the hump, in yards. Perhaps mine runs, too.
I vaguely recall that although retired a few (2-6-6-6), BAs (2-8-4) and PAs (4-6-2) survived on the Virginian property until the Virginian and N&W merged.
There were instances of N&W trains being diverted onto VGN, and I believe there is a picture of one such incident in Reid's book.