It’s an old tradition that during a leap year women could propose to men. This was usually depicted as old or ugly women trapping men, but some art focused more on the role reversal and could be quite cute.
I have a soft spot in my heart for the last one because it plays on the idea of “undesirable” people, a tall masculine woman and a shy effeminate man, finding each other but instead of mocking them depicts it as sweet that she could finally ask him because he was too shy and insecure to ask her.
Air Propeller Drives New Naval Craft https://pulpcovers.com/air-propeller-drives-new-naval-craft/
Seaside flappers, Agnes Franey and Myrna Loy