Usually means: Diminutive, endearing term for familiarity.
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We found 3 dictionaries that define the word little old:

General (2 matching dictionaries)
  1. little old: Collins English Dictionary
  2. little old: Wiktionary

Miscellaneous (1 matching dictionary)
  1. little old: Idioms

Definitions from Wiktionary (little old)

adjective:  (US, Southern US, idiomatic, informal) Emphatically, affectionately, or humorously little; ordinary or harmless (especially when trying to downplay the importance of something).
adjective:  Used other than figuratively or idiomatically: see little, old.

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