ST:TOS: season 1, episode 17: Shore Leave. (Memory Alpha).
Good old Shore Leave! So very many stereotypes. I'd like to note that this episode specifically determines Kirk's age to be 35 (the academy was fifteen years ago, and the fake Irish rival guy says that he's still twenty years old). This makes him hitting on the nineteen-year-old murderer's daughter in Conscience of the King just extra super ungood.
Anyhow, planet manifests nice things:

(Kirk did not agree, even when Sulu explained that it fired metal pellets via combustion.)
planet manifests bad things:

(Even when he's being heroic there're undertones of unpleasantness! Or at least there are now!)
everything works out in the end. I guess.

Good old Shore Leave! So very many stereotypes. I'd like to note that this episode specifically determines Kirk's age to be 35 (the academy was fifteen years ago, and the fake Irish rival guy says that he's still twenty years old). This makes him hitting on the nineteen-year-old murderer's daughter in Conscience of the King just extra super ungood.
Anyhow, planet manifests nice things:

(Kirk did not agree, even when Sulu explained that it fired metal pellets via combustion.)
planet manifests bad things:

(Even when he's being heroic there're undertones of unpleasantness! Or at least there are now!)
everything works out in the end. I guess.
