I was wondering how many Presidents have been represented on Bottles or Flasks ?, I am somewhat familiar with the Original Flasks and Presidents but not with later made Flasks and Bottles.
"She subsequently lectured in Washington brandishing a bottle that carried a likeness of Roosevelt. “Here is a whiskey flask with Theodore Roosevelt’s picture on it, the most appropriate place I have ever seen it in my life,†said she. Later Carry admitted that after her first use of the bottle she expected hisses but got only nervous giggles. That tepid reaction emboldened her to use the prop again and again. This historical incident has peaked my interest intensely about what bottled likeness of Teddy she used. Here is what my research has disclosed:
Roosevelt, shown here in a photograph, had appeared on a campaign flask in the 1900 campaign with William McKinley, who later was assassinated which propelled him into the White House. Teddy also was depicted in figural bottles, shown here, in his role as a Rough Rider and a big game hunter. But none of these bottles seem to fit the bill. My guess is that the flask that Carry Nation brandished was the one pictured here, issued in 1904 when Roosevelt ran on his own for President. It fits the description -- but there may have been others. Only Carry would know for sure." From the excellent bottles, booze, and back stories.
Don't forget the bottles put out in 1932 for Washington's bicentennial birthday, here's an old post that shows two of them:
https://www.antique-bottles.net/forum/m-74783/mpage-1/key-1932/tm.htm#82868