29) The City on the Edge of Forever

After an accidental drug overdose induces Dr. McCoy into a wild frenzy, he flees the Enterprise to the desolate planet below, where he jumps through an ancient time portal and alters the course of Earth's history. In order to prevent the Federation from being erased from existence, Captain Kirk and Mr. Spock follow the good doctor back in time to Depression-era New York City, where Kirk soon falls in love with a kind-hearted social worker whose very existence holds the key to restoring Earth's proper timeline. If there ever was a "Star Trek" episode that truly qualifies as being the very best of them all, it's "The City on the Edge of Forever." Written by Harlan Ellison (with a big assist from just about every major writer and producer who worked on "Star Trek" at the time), "City" is an epic triumph on every level, and the palpable chemistry between William Shatner and guest star Joan Collins is as good as it gets. No matter how many times you've seen "The City on the Edge of Forever," it still packs a powerful emotional punch, making it not only "Star Trek's" finest hour, but also one of the greatest episodes of dramatic television ever produced.

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