About thirty years ago, Will Ferrell became a cast member on Saturday Night Live where he became friends with Andrew Steele, one of the writers who had also been hired that year, and they stayed close friends even after Ferrell left the show and went on to other things. About three years ago, Ferrell received an email that Steele had sent out to a few friends saying that she had transitioned and was a woman and now had the name Harper Steele.
In a subsequent conversation, Steele told Ferrell how she used to enjoy driving back and forth across this vast country many times, stopping at small towns, going to local bars, meeting the people, and enjoying the activities of the local communities. She felt that doing so now as a trans woman would not feel as comfortable or even safe and that she missed the ability to do so. Ferrell suggested that they do such a road trip together, and this documentary chronicles their 17-day journey from New York to Los Angeles, stopping at Steele’s hometown in Iowa, doing the kinds of things that Steele used to do alone.
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