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I Feel Pretty is a song from the 1947 musical West Side Story.
The New York Times explained that "Mr. Sondheim...has said he was never particularly fond of his lyrics in “West Side Story,” especially “I Feel Pretty”", later expressing that “The idea of the song is so simple”.
Maria sings about being happy and feeling beautiful because he's in love.
The song was mashed up with the song Unpretty in a Glee episode to create I Feel Pretty/Unpretty, a duet between Rachel and Quinn. It attempts to show the irony is people feeling preety on the outside but unpretty on the inside.