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Movies like Trottie True (1949)

Tottie True is a gay-90s British music-hall performer who has her sights set on moving from rags to riches, who loses her heart to the pure-and-true blue balloonist, Sid Skinner, but continues her upward search on improving her social status. She finally settles for Lord Landon Digby who has lots of assets and a very-stiff upper lip. She gets a lot of the latter and very little of the former, and decides Sid might have been a better choice.