I believe this is considered version 1 of the black/red/white tin whistling Duncan O-Boy. Nearly identical to the version 2 model except that the seal is about the diameter of a dime; basically a white circle with a black lettering imprint of
There are 7 thin, concentric white circles on one halve of the version 1 model; version 2 has around 4 or 5 thin, concentric white circles around the central logo design.
O-Boy was the name of Duncan's first model and it was made out of wood. They continued using the product name throughout their early history. This Duncan tin whistling version was smaller in diameter compared to the "grown up" full-size tin whistlers. This model's size was intended for smaller hands. The yo-yo itself is in excellent condition for its age. Most likely from the 1930s.
Of interest... To see all yo-yos with holes in this museum, in the left panel, click Exhibits.
In the right pane, in the Name/Model field, type holes, then click Browse.