@anathema imo watching the first five sean connery films (skip his last one diamonds are forever imo) and then the goerge lazenby film On Her Majesty's Secret Service in order to get a sense of the character and then skipping forward to Daniel Craigs Casino Royale is a good intro to them.

if you want you can skip Dr. No because really most of the tropes we associate with bond only properly start in the second film, From Russia With Love but imo its still a nice relaxing very rewatchable intro to the series