Sure, the late 1960s were a rather permissive time. Nudity and highly realistic violence had crept into films and once taboo topics were becoming more and more commonplace. Still, I think some of the plot elements in "Deadfall" must have shocked a few folks back then. That's because the plot involves more than just burglaries, as one of the main characters is gay---a novel idea for its time.
The film begins with Henry Clark (Michael Caine) in rehab for alcoholism. A pretty lady (Giovanna Ralli) shows up with a business proposition--she knows he's a top burglar and wants him for a job with her husband (Eric Portman). The trio join forces and their goal eventually is to go for a seemingly impossible job--but they do an easier one first. This job does not go smoothly, but seeing this portion of the film is the highlight of the movie.
By the way, although the plot left me a bit cold, the music by John Barry was great and the director's use of intercutting scenes during the first burglary are quite good. Along the line, Caine falls for his new partner's wife. This isn't a major problem, as her husband is gay. But, oddly, she is very loyal to him and won't leave him. However, there is an odd secret--something much stranger afoot that no one except the husband yet knows. What it is turns out to be kind of weird--and leads to a very anticlimactic and depressing ending. All in all, a creative caper film but one that is, at times, very talky and many won't like the downbeat ending. I think it's worth a look--a decent film but certainly not a must-see.