In 2003 , Union landed the role of Will Smith 's character 's girlfriend , Syd , in the film '' Bad Boys II '' , a box-office success grossing more than $ 273 million worldwide . Union felt that she had been " blessed " with her role in the film , feeling it elevated her career . The following year she appeared in '' Something the Lord Made '' . Union starred with Jamie Foxx in the film '' Breakin ' All the Rules '' in 2004 . The film was unpopular with critics . She appeared in the 2005 film '' Neo Ned '' , costarring Jeremy Renner and portraying an African-American woman with delusions that she is Adolf Hitler . They were noted by Mark Olsen of the '' Los Angeles Times '' as having " a strange , offbeat chemistry that drives the film . " She won an award for Best Actress in '' Neo Ned '' at the Palm Beach International Film Festival , and the film received awards at several festivals
Palm Beach International Film Festival
Palm Beach International Film Festival
Gabrielle Union