6. Million Dollar Baby
What an incredibly sad and incredibly touching film Million Dollar Baby is. Another Oscar winner for Eastwood (Best Picture, Director, Actress, and Supporting Actor), Million Dollar Baby is an intimate look at the bond that is forged between Eastwood’s boxing trainer, Frankie, and Hilary Swank’s hopeful fighter, Maggie. Ultimately, as is the case in most films about boxing, something tragic happens (I won’t say here, in case someone of you haven’t seen it yet), causing Frankie to make an impossible choice. This was my personal favorite of Clint Eastwood’s films, until he came out with the next movie on our list.
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