The greatest credit Rob Reiner deserves in the making The Princess Bride is the cast he chose. It seems almost impossible to imagine any other actors playing these hysterical, medieval fairy tale characters. Some of the cast, like Cary Elwes, Robin Wright-Penn, Andre the Giant, and Fred Savage, either launched or enhanced their acting careers with their parts in this movie. Others, such Chris Sarandon, Mandy Patinkin, Christopher Guest, and Billy Crystal, merely built on their already famous acting talent.

Cary Elwes
“Death cannot stop true love; all it can do is delay it for a while.” Westley is the true stereotypical save-the-damsel-in-distress type of protagonist that every day dreaming young girl fanaticizes about. He is brave, dashing, and strong in both mind and body; there is no one better to play such a heroic role then Cary Elwes. Elwes was new to the comedic style of film that the Princess Bride so wonderfully is, staring in only in the two serious films, Another Country and Lady Jane; but that never showed as he gracefully flowed through his trials with witty speech and British accent to save his beloved Buttercup.

Robin Wright-Penn
A new comer to the field of movies at the time (only starring in the soap opera, Santa Barbra as the unlucky-in-love rich girl, Kelly Capwell), Robin Wright was destined to become a star after her brilliant role as Buttercup, the princess bride. She fit perfectly in to the “girl of surpassing beauty and faithfulness” and spoke with a well portrayed English accent.

Chris Sarandon
The most snobbish, high and mighty, and conniving prince in all the land, Humperdinck is by far the geekiest antagonist in the entire movie. Chris Sarandon is perfect in this role, fitting into the mold of stereotypical royalty with ease. However, Sarandon would have an almost 180 degree change in character later in his career, staring as the voice of Jack Skellington in stop motion fantasy film The Nightmare Before Christmas.

Mandy Patinkin
“Hello, my name is Indigo Montoya. You killed my father, prepare to die!” Mandy Patinkin has perhaps played the second most famous character in the film. His brilliant portrayal of the Spanish fencing master with an “overdeveloped sense of vengeance” brings laughter and excitement The Princess Bride.

Christopher Guest
As Count Rugen (aka. The Six-fingered Man), Guest seems to be the true antagonist in this film, upstaging Humperdinck with his cynicism and strange appreciation for pain. He has a quite subtle style of comedy in this film, often spouting out rather bizarre thoughts concerning life and revenge.

Andre’ the Giant
"Anybody want a peanut?" Rob Reiner summed up Andre’s role as Fezzik the best. Reiner said “that he was literally the only human on the planet that could play this part.” Andre’s role primarily rested on his wrestling status, his wonderful size, and his unique French speaking voice. The greatest asset to his role as Fezzik is the contrast between his large ominous size and his kind and gentle character; this keeps the audience loving Fezzik the ‘Rhyming Giant.’

Wallace Shawn
“He didn’t fall? Inconceivable!” There is no one better for the role of Vizzini than Wallace Shawn. He strikes fear in those who are under his command, even though he is only half their size. And nobody carries the comedy more than he in this film; he wows us with his “dizzying intellect” and makes us giggle the whole way through even to his humorous death when he literally falls over in mid laughter.

Peter Falk
“Your vote of confidence is overwhelming!” Who would have thought that the gumshoe detective Columbo would become a witty book reading grandfather visiting his sick grandson? Falk give a great performance as he narrates the story of The Princess Bride. Falk's rough voice saying “true love…” and narrating the story gives the film an added layer of humor. I can’t imagine anyone else in this role.

Fred Savage
“Doesn’t sound too bad. I’ll try and stay awake.” Fred Savage, at the time of The Princess Bride, was still fresh to the movie spotlight, only playing in the film The Boy Who Could Fly and other minor television roles including The Twilight Zone and Crime Story. His role as the sick, slightly obstinate Grandson gained him national attention and launched his acting career.

Billy Crystal
“…true love is the greatest thing in the world, excepted for a nice MLT, Mutton, Lettuce, and Tomato; where the mutton is nice and lean and the tomatoes are ripe...there so perky, I love that…” Who says that the best roles are the main characters? Billy Crystal’s performance as the Miracle Max is the funniest and greatest acting in the movie, only topped by Wallace Shawn’s Vizzini. Crystal seems to work well with Rob Reiner, starring in the rock n roll satire This Is Spinal Tap and the romantic comedy When Harry Met Sally; both directed by Reiner.