Kate and her actor brother live in 21st century New York. Her ex-boyfriend, Stuart, has found a spot near the Brooklyn Bridge where there is a gap in time-- one can return to the 19th century. Stuart goes back to the 1870s and takes pictures, then is followed back to New York by Leopold. Leopold gets help with fitting into the 21st century from Kate's brother Charlie, and meets Kate herself. Kate is climbing the corporate ladder in advertising,...

He's heir to the Madison Hotel millions, but in order to win his father's respect, and his fortune 500 company, grown-up goof-off Billy must reepeat all 12 grades of school in just 24 weeks!