James “Jimmy” Stewart: The Great Hollywood Actor

Unsurprisingly, some of Stewart’s former flames might have had second thoughts about marrying him. Despite being a sweetheart, he had a history of relationship missteps. Take his engagement to actress Dinah Shore in 1942, for example…

They were all set to tie the knot in Las Vegas, but just before saying “I do,” Stewart got cold feet. The wedding was called off at the last minute, leaving everyone wondering what went wrong, and many women were afraid to ever get serious with him.