The idea for the web series stemmed from an unpublished, three act play entitled "No Boys On Sundays" written by the creator, Skyler Barrett, in college. The play began with Wynn, Chloe, and Shasta waking up to Carmody climbing through Wynn's bedroom window after being released from a psychiatric facility upstate. After the final planning stages of the production were complete, she realized that there were too many characters coming in and out of the scenes, and that it would work much better as a TV show.
Sierra Pond (Fiona), Samantha Hodges (Margot), Braxton Baker (Ryan), and Roxanna Kaye (Moira) made such a great impression during the casting process reading for other characters that new roles were created specifically for them, and written into the show.
Supporting characters in the play included a college friend of Michael's and his ex-wife Debra that Wynn refers to as "Uncle Jack", several local kids who hound Shasta for weed for various reasons, Shasta's drug dealer boss Phillip, and Fisher Sturack - who was originally twenty years old and on an extended break from college.
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