|McGregor "Flapper" Smith|
|Full name||McGregor Smith (real name unknown)|
|Family||Mrs. Smith (wife, deceased)
Andre Smith (son)
|First appearance||Prologue, "Where It All Begins"|
|Last appearance||Chapter 1, "Love's Requiem"|
|Home||Luxury yacht in Portland waters|
- "I’m so sorry… I love you!”"
- — McGregor "Flapper" Smith
McGregor Smith was born in Sicily in 1933 to a wealthy mafia family. Shortly after his birth, Smith and his father fled to Liberty City in the United States after an explosion at their mansion caused by a rival mafia organization killed the rest of their family.