Windsor was frequently romantically linked to her leading male co-stars. She had a well-publicized affair with actor Charles "Buddy" Rogers, and in 1925 married matinée idol Bert Lytell. The couple divorced in 1927, however. Windsor never remarried, but a few notable love affairs with men caused minor scandals in the press, including once being sued by the young wife of a Boston broker in an "Alienation of Affection" lawsuit, in which the broker's wife contended that Windsor had "stolen her husband".