Plymell made experimental films which were accepted at the Ann Arbor Film Festival, and collages which were exhibited on the black walls of the Batman Gallery, along with works by Bruce Conner and Plymell's friend from his Wichita days, Bob Branaman.
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There they founded Cherry Valley Editions to print a series of books by William S. Burroughs, Herbert Huncke, Robert Peters, Dick McBride, and others, including Plymell's own work, that are now out of print and rare.
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Plymell received a citation for being a distinguished poet by Governor Joan Finney of Kansas and was cited in the 1976 World Book Encyclopedia as a most promising poet.
In San Francisco in 1968, Donahue traded his hi-fi tape player to poet Charles Plymell to publish the first issue of Robert Crumb's Zap Comix on his printing press.
In the late 1960s Kimball (with John Fowler and Charles Plymell) was an editor for the influential Midwestern magazine Grist before moving to New York, where he was heavily involved in the literary scene revolving around the Poetry Project at St. Mark’s-in-the-Bouwerie and the Lion’s Head saloon in Greenwich Village.
In 1967 two of his illustrations appeared in the counter-cultural tabloid newspaper The Last Times (Volume 1, number 1, Fall 1967) published by Charles Plymell.
Charles Plymell has written that Robert Branaman coined the phrase in the 1950s (Wichita, Kansas) in regards to those people that spend an excessive amount of time going from bar to bar.
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