InJames Bondmovies , the cinematic Miss Moneypenny was Flirtatious , efficient , and loyal . She has been a spectacled daughter - next - doorway ( Caroline Bliss ) , an effervescent , pixie - cut attaché ( Samantha Bond ) , and a feisty agent - in - training ( Naomie Harris ) . But , above all , she ’s been Lois Maxwell , the sorcerous Canadian actress who establish and then entirely substantiate M ’s secretary across fourteen films and three James Bond worker .

As 007 change through the years , so has Miss Moneypenny , with subtle and obvious attempts to modernize or toughen her up . The most recent Moneypenny motivate out of the office shadows and into a corroborate character . This allowed Naomi Harris to portray the character in a much more fighting way , allow her to get involved in the legal action and even almost kill Bond on one occasion . ByNo Time to Die , Miss Moneypenny raise she was a loyal and cutthroat friend and friend to 007 , and she leaven that she really care about the man she was sworn to assist in save the world more than once .

You Only Live Twice: A Lovely Password

One of Maxwell ’s best Moneypenny here and now come early inYou Only Live Twice , her fifth cinema in the franchise . After faking his decease in a Hong Kong hotel room , trammel resurfaces in a British U-boat for further teaching . M gives 007 his assigning onboard , wherein Moneypenny is task with giving Bond the parole to get through his similitude on the mainland .

Moneypenny confidently and drily enunciate the secret phrase : “ I have it away you , ” and ask James Bond to repeat it back to her as per agency protocol . She knows she has Bond trapped . After five movies , Moneypenny conceive she would finally hear the words she ’s always wanted Bond to say . However , as he ’s done with so many serious women , Bond uses his boyish charm to get away with a reassuring “ Do n’t worry , I ’ve acquire it . "

License To Kill: Keeping The Homefires Burning

Caroline Bliss supported Timothy Dalton ’s James Bond inThe Living DaylightsandLicense to Kill , but stay mostly unmemorable in her appearances . Neither she nor Dalton would return aftertheir two James Bond picture in the serial . However , Moneypenny had at least one interesting moment in the two movies .

InLicense to Kill , Moneypenny boost the plot when M get her inquire Bond ’s whereabouts while pursuing a murderous drug top banana . Moneypenny admits she is worried about James after M asked “ who authorized this ? ” This rest a modest moment in the movie , but one of the few times Moneypenny appear mid - cinema without James Bond close by .

Tomorrow Never Dies: Cunning Linguist

The schoolboy humor of the James Bond films feel in particular dated at time . While Sean Connery and George Lazenby carried it well enough , Pierce Brosnan clamber and Craig mostly forego the juvenile quip .

But Moneypenny was given her chance to be inexpertly funny in one conniption inTomorrow Never Dies . This showed she could keep up with the boy in adolescent , sexist witticism . After Bond leave his tryst to get an update from M ( Judi Dench ) , Samantha Bond ’s Moneypenny observes that 007 has always been a “ dodgy linguist . ” She tell this with a nictitation to the camera and an awkward shrug from James Bond .

Goldfinger: Moneypenny Throws Bond’s Hat

In the older Sean Connery picture show , James Bond would stride into Moneypenny ’s office with a swaggie and toss his lid to the coatrack - a hat he rarely wore . He would then move to flirt with Moneypenny before receiving the liveliness - or - death appointment from M.

But in the classicGoldfinger , not only does Maxwell ’s Moneypenny do an first-class occupation land his lid , she asks Bond if his mission to appropriate Auric Goldfinger might let in the recovery of a gold band . “ You acknowledge , on the third finger’s breadth of your leftover mitt . ” This small scene helps establish the excitement of his quest for gold and affirm her power to push the playful give-and-take with our Italian sandwich when give a chance . It was validation that Maxwell’s14 appearances as a support fibre in James Bond movieswere well deserved .

GoldenEye: Moneypenny Has A Date

James Bond films carry the Assumption of Mary that Moneypenny , and by placeholder all non - threatening women , languish about while Bond traveled the world on his dangerous escapade . The estimate is that they ride apprehensively by the earphone await any sign of his return .

Diamonds Are Forever: Working In The Field

Bond ’s support team — M , Q , Moneypenny — were most often seen in unaired , baroque London offices , managing the day - to - day bureaucracy while 00 agent executed their cruel mission . It was overnice to see the type get aside from the office staff once in a while - if only to prop Bond up for a few minute .

InDiamonds Are Forever , Maxwell ’s Moneypenny break Connery ’s attachment his passport to take the hovercraft from Dover to Amsterdam . Moneypenny reminds Bond that a diamond would be a wonderful gift , given his mission parameters . However , she would gayly get back for a Dutch tulip .

No Time to Die: Mourning A Lost Agent

In what might be the most shameful moment of any James Bond motion picture , the lead character died to save the globe at the end ofNo Time to go . This madeDaniel Craig the first actor to die as James Bond . After the sad consequence when James enounce good-by to Madeleine , the movie moved to a moment at M16 .

This was unlike almost any other Moneypenny scenery in the franchise . With M , Q , Moneypenny , and Bill Tanner in the part , they share a drink to James Bond ’s memory . While this was M ’s moment to deliver his Jack London quote , Moneypenny giving her cheerfulness was a perfect moment as they all call back what made James such a heavy agent .

Die Another Day: Moneypenny/Bond Kiss

For years , the James Bond enfranchisement teased interview with the idea that Bond and Moneypenny might one day hook up . In every movie , it seemed the probability farm slimmer , but there was always a hint that the two could be more than just ally . eventually , the dealership offered that romantic moment between Bond and Moneypenny .

InDie Another Day , Brosnan ’s James Bond quietly recognise Moneypenny in her office tardily at dark . The two then share a passionate embrace and an ardent kiss that ’s been teased for 19 picture show . However , it would turn out to be a artifice . Bond ’s Moneypenny was experimenting with the practical reality equipment Q uses to civilize undercover agent , and 007 was never there . This was all for her own enjoyment .

Skyfall: A Close Shave

Naomie Harris was the first Moneypenny to work as a Field Agent . InSkyfall , she receives ample opportunity to get her custody dirty . In this James Bond movie , Moneypenny gather Craig ’s Bond , who is recovering in his hotel room in Shanghai .

rather of faintly patronage his mission and leaving , as Moneypenny did in past picture , she walks in and proceeds to give Bond an intimate shaving with a square razor . The prospect play out in a sensuous , coquettish , and even life-threatening personal manner . The picture also suggested that Bond and Moneypenny might have spend the night together .

On Her Majesty’s Secret Service: Bond’s Wedding

Bond got married inOn Her Majesty ’s Secret Service , and it add an end to the thrilling adventure of George Lazenby ’s movie . Perhaps the most underrated Bond of the first 30 eld , OHMSSended with joy and tragedy , as Bond left the playboy life behind for wedded bliss .

This alteration in character was wonderfully exemplify by Bond ’s leave-taking to the ever - present Moneypenny , in one of her few scenes outside of MI6 . As Moneypenny ponders the bridal fragrance she ’s just caught , she bid a glad , tearful bye-bye to her would - be paramour as he whisks his new St. Brigid away . Lazenby ’s goofy undulation back recast their human relationship as brother / sis , and their adoration was never the same .

Halle-Berry-in-Die-Another-Day

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Ben Affleck as Christian drumming his hand on the table while talking to Cynthia Addai-Robinson’s Marybeth in The Accountant 2

A splitscreen of Miss Moneypenny and James Bond.

James Bond with Miss Moneypenny in You Only Live Twice.

James Bond with Miss Moneypenny in License to Kill.

James Bond with Miss Moneypenny looking shocked in Tomorrow Never Dies.

James Bond with Miss Moneypenny in Goldfinger.

Moneypenny wishes Bond luck before his meeting with Xenia Onatopp in GoldenEye

Miss Moneypenny in Diamonds are Forever.

The end of James Bond No Time to Die.

James Bond kisses Miss Moneypenny in Die Another Day.

James Bond with Miss Moneypenny in Skyfall.

Miss Moneypenny in a hat in On Her Majesty’s Secret Service.

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