Breakfast at Tiffany's (1961) More at IMDb Pro »

A lot has been said about this film, so I won't repeat too much of it. I just thought the following points stood out for me as wonderful:

-The telephone Holly keeps in a suitcase so she won't hear it. Holly. Ahhhh... Holly. Like some kind of female opposite of James Bond (stick with me here), men all want her, women all want to be her. We need to see *more* eccentric women in leading roles, as opposed to the dull boring stodge of overpaid 'sex symbols' like Julia Roberts or Nicole Kidman who can be pretty or serious but never interesting.

-George Peppard in his finest role, and brilliant it is too. It's a real shock to my generation that has been more accustomed to seeing him tragically underused on trash like the A-Team. It made me want to see more of his early films, and wonder what happened in the intervening years (alcohol, apparently :-( ). An icon of male sensitivity, and there are few enough of them around too.

-That chap who sells them the telephone dialler in Tiffany's. A tiny role that achieves its aims perfectly and makes life seem better, which is what you want really.

Many have said Tiffany's is too saccharine and cheerful, but I think it actually hits the perfect balance of cynicism and sentiment. There are moments of intense depression (which people often forget) as well as hopeful optimism, and these two working together are what make the film so uplifting and memorable.