Coogan's Bluff (1968)

Coogan is a deputy Sheriff in Arizona. At the beginning he's hunting a lone gunman in a picturesque desert locale. It has the feel of a Western but Coogan's in a jeep, not atop a horse. Unfortunately, even the implied similarities aren't enough to save it from being boring about 90% of the time.
When it moves to the big city it plummets ever further down the scale. It could be argued that much of the time there is given over to characterisation, but it achieves little beyond managing to (inadvertently?) make the brash but charismatic cowboy persona that Clint's well-known for seem more like a deft sleaze who's a few steps down from pushy sexual predator. Not good.
A few years later the pairing of Eastwood and Dir. Siegel gave us the first Dirty Harry (1971) movie. I wish I'd skipped Coogan in favour of it.

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