World's Finest Wingmen
/You may or may not know the story of World's Finest Comics, so here it is: Originally an anthology book in the fine tradition of Action or Adventure or Detective, World's Finest featured the solo adventures of both Superman and Batman. Accordingly, every cover featured the two, plus Robin, engaged in some kind of wholesome activity, like sledding or playing baseball or shooting Nazis.
See? The scamps are such big fans of one another it just warms your heart. The three appeared on covers together for literally dozens of issues before they ever met up in the course of the story, after which such team-ups became the main thrust of the book. That, however, is unimportant when compared to just how many odd situations were represented in those covers. Case in point:
I just can't stop looking at this cover, my friends. I mean, I know that it's no unusual thing for any of these characters to help out a citizen in a time of trouble, but... these dudes are pretty clearly hitting on the above ladies, right? And Superman in particular... I don't want to sully the Man of Steel's image, but I reckon he might be angling to break in his new Fortress of No Strings Attached.
In any case: one of the greatest covers of all time.