Never has there been a “good guy” with an edge of “bad guy” like Clint Eastwood. In his 1968 movie, “Coogan’s Bluff” Clint rocked a subtle but stylish bolo tie. In the movie he plays an AZ deputy sheriff who has to escort a criminal from NY back to AZ. Of course it wouldn’t be an Clint Eastwood movie if he didn’t encounter true bad guys and have to set them straight all in the name of doing his job.
You can track down the movie on Netflixs, and if you’re a real fan, find a still B & W image of Clint wearing his bolo tie on Ebay.