Who would it be? I would personally pick Wheatley from Portal 2. While kinda a screw-up, he's frickin hilarious.
Edit: Just to clarify, I meant like an artificial intelligence, a machine.
Edit: Cortana seems to be the favorite here (no surprise).
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Wall-E
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Sovereign Mass Effect I wanna indoctrinate the planet.... And create another reaper
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Definitely 343 Guilty Spark, Yes Man, or Nolandroid. That shit would NEVER get old, a whimsical little dude just following me around? Hell yeah.
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Companion cube
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343gs
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Gotta love Wheatley. Steve Merchant is a genius.
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Yes Man from New Vegas.
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HOG RIDDAAAAZ!
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JOHN CENA
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Robot android from the new robo cop
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Can I say a Ghost but switch out Peter Dinklage for Samuel L. Jackson?
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Claptrap
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Durandal.
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Probably Jarvis.
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Glados
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Claptrap
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Marvin from hitchhikers guide to the Galaxy
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PoTaToS (GLaDoS) Ordis Cortana [b][i][u]SPACE CORE[/u][/i][/b]
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Hk-47.
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Chappie
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The Alpha (epsilon, delta, etc) and Cortana
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Epsilon
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While not an A.I., I'd like Shodan.
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Cortana, o bby... (<•_•>)