James Bond always has time to flirt with M's secretary, Miss Moneypenny, even before the most urgent of missions. Here's (almost) every scene Moneypenny appears in from 1962 to 2015.
[NOTE: Due to copyright issues, Moneypenny's appearances in 'Skyfall' and 'Spectre' are trimmed down.]
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Miss Moneypenny, later assigned the first names of Eve or Jane, is a fictional character in the James Bond novels and films. She is secretary to M, who is Bond's superior officer and head of the British Secret Intelligence Service (MI6).
Although she has a small part in most of the films, it is always highlighted by the underscored romantic tension between her and Bond (something that is virtually non-existent in Ian Fleming's novels, although it is somewhat more apparent in the Bond novels by John Gardner and Raymond Benson). On that note, she is not always considered to be a Bond girl, having never had anything more than a professional relationship with Bond.
Although not given a first name by Fleming, the character was given the name Jane in the spin-off book series, The Moneypenny Diaries; in the films, she received the first name of Eve in Skyfall (2012), which is set in the new continuity opened by 2006's Casino Royale, where the character spent time as a field officer before becoming secretary to M. According to the film You Only Live Twice (1967), she holds the rank of second officer in the Women's Royal Naval Service.
In most of the Bond films, there is a scene, usually Bond's arrival at M's office, in which Bond and Moneypenny exchange witty, flirtatious conversation. ("Flattery will get you nowhere, but don't stop trying.") In the earlier films, these exchanges are more sexually charged, with Bond often kissing or caressing Moneypenny sensually. In Die Another Day (2002), she puts on Q's (John Cleese) virtual reality glasses and runs a simulation in which she and Bond finally consummate their relationship. Q interrupts her, and she pretends she was using it as a combat simulation.
In the original film version of Casino Royale, actress Barbara Bouchet plays M's current secretary and explains to Sir James Bond (played by David Niven) upon their first meeting that she is actually Miss Moneypenny's daughter. She is referred to thereafter, and in the closing credits, as Moneypenny.
After Lois Maxwell's death, Roger Moore recalled that she would have liked to have become the new M after Moore's retirement. She had suggested herself for the role of M but had been turned down. "I think it was a great disappointment to her that she had not been promoted to play M. She would have been a wonderful M."