Clint Eastwood Shares His Least and Most Favorite Roles

Director Clint Eastwood, master of Cry Macho, has created a tough man persona over the years. It had already formed in 1969 when the actor chose to star in the small musical ‘Paint Your Wagon.’ The actor has now discussed why playing a musical star throughout his brief career was one of his least favorite jobs.

Eastwood has been recognized for many years as a pillar of the Western subgenre. He is an American actor, director, and producer who has worked in the entertainment industry since the 1950s. As an actor, Eastwood gained his name as the star of “Spaghetti Westerns,” including Sergio Leone’s Dollars Trilogy, 1966’s The Good, the Bad, and the Ugly, and 1968’s Hang ‘Em High. He got his big break in 1959 on the Western TV series Rawhide. Despite being derided as a one-note performer at the beginning of his career, he is now acknowledged as one of the finest actors in movie history, having won several honors.

Although Clint Eastwood is best known for his stern, tough-guy demeanor, distinctive squint, and gravelly voice, he had a brief musical sideline early in his career, becoming a proficient boogie-woogie pianist and producing the Cameo label’s “Cowboy Favorites” CD. Given his background in music, it may not be surprising that Eastwood tried singing and two-stepping in the Western-themed musical Paint Your Wagon.

Based on the Broadway musical of the same name, Paint Your Wagon was directed by Joshua Logan and starred Jean Seberg, Lee Marvin, and Clint Eastwood as Pardner, a hopeless romantic and wagon crash survivor who finds gold at his brother’s burial. Although there were some negative reviews of Eastwood’s singing when the movie first came out, it has now become a cult favorite. But just because the movie was well-liked by audiences doesn’t imply Eastwood had fun creating it.

“I’ve always been interested in music, my father was a singer, and I had some knowledge of it. Although what I was doing in that picture was not singing.”

– Clint Eastwood.

The actor went on to claim that his experience working on set “was not as enjoyable an experience as” he was accustomed to. Eastwood has praised a handful of his parts, even if he hasn’t exactly said which of his movies is his favorite. For instance, he has already expressed how much he enjoyed portraying The Man with No Name in the Dollars Trilogy.

Unforgiven, which Eastwood both directed and starred in, has also received praise from him. He stated in 1992, when asked about the movie, “I would never make a Western, just to make a Western,” to The Los Angeles Times. It has to be the tale,” he said before going on to say that the movie was one of his more intimate endeavors at the time.