Breakfast at Tiffany's (USA, 1961)
Classic American romantic comedy starring Audrey Hepburn as Holly Golightly, a young society girl living in New York City. Holly is the quintessential cool girl - beautiful, chic, and fashionably eccentric - she has a cat called "Cat", keeps her phone in a suitcase, and climbs into her neighbour's apartment from the fire escape when it suits her.
Holly makes her living dating rich men but she doesn't fuck them, much to their disappointment. Her other sideline is visiting a mob boss in prison once a week and then taking his coded messages to the boss' lawyer afterwards. This is all a holding pattern for Holly until she finds the right rich husband.
Holly becomes friends with her new neighbour Paul (George Peppard). Paul is a kept man to an older socialite (he actually does fuck for money) but is trying to be a novelist. So far all he has accomplished in selling a few short stories 5 years earlier.
Holly and Paul embark on exactly the sort of relationship you would expect in a romantic comedy.
The film itself is well executed but its enduring status as an iconic film is due almost entirely to Hepburn. She is beautiful and charismatic and fills almost every scene in the movie.
Any discussion of the film would be remiss not to mention "Mr. Yunioshi", one of the most racist caricatures to ever appear in a mainstream film. Not only is the character completely unnecessary to the plot - he exists entirely as a stick-in-the-mud foil to party girl Holly - but he is portrayed as a bumbling, buck-toothed, myopic moron. And they cast Mickey Rooney for the part! If it had not actually happened, I would not believe it. (I went down an entire rabbit hole about the character. Suffice it to say, some reviews at the time said that "it could be offensive to some viewers" but generally people thought it was funny).
Rating: If you want to watch a classic Hepburn film, this is a good choice.