Toni Cipriani was born possibly in 1968 to Ma Cipriani and an unnamed father, who was a member of one of the city's mafia families. He lived with his parents in their restaurant and later became involved in Liberty City's criminal underworld.
PersonalityToni's behavior in scenes of the game suggest that he is very loyal, but is very easy to irritate (of course, this may be in part of that he is surrounded by such strange people, for instance, Maria, Joseph Daniel O'Toole and Donald Love). When he is angry, Toni is capable of practicing extremely violent acts (like using an axe to kill Giovanni Casa and cut his body into small pieces), but he also seems to feel remorseful at times (like when he goes to the Cathedral to make a confession). However, like many other GTA protagonists, he too shows very little hesitation in killing anyone standing in his way and occasionally mocks them. Toni also believes that people should show proper respect to their parents, seen when he berates Vincenzo Cilli for receiving oral sex from a prostitute named Cheryl while talking to his mother, and how he desperately tries to please his mother. Like Claude, he will give drivers the finger if a vehicle stands in front of him and tries to mow him down.
Toni seems to be very loyal to his bosses (for example, he saves Salvatore from being crushed in a car which the Sindaccos used to kill Salvatore). However, after completing the story-line mission "The Sicilian Gambit", during the ending cutscene, Toni seems to be a little troubled and hesitant for not being paid by Salvatore the couple of million dollars he promised.
In GTA: Liberty City Stories, Toni is significantly thinner than his depiction in GTA III; this is commented or criticized by his mother, Maria and Salvatore Leone, with his mother and Salvatore in particular commenting about him not being fed well. By GTA III, Toni is fatter and has aged considerably in the three years that have passed. It is possible that Toni has ended his crime life by 2001, as shown as he starts working for his mother in Momma's Ristorante, this may imply that he feels a true remorse and guilt over the crimes he did following the events of GTA LCS.