Everybody who touched of held the diamonds besides Niko, Luis, Tony, Jerry Kapowitz and GTA Online Protagonist have been killed. Ironically, Jerry Kapowitz was not involved with them in any way, and never even knew of their existence, but was eventually the one to have them for himself.

Sometime before the events of the Grand Theft Auto IV saga, The Cook had stolen the diamonds from straal, ray Bulgarin. He then smuggles the diamonds door hiding them in cake batter, and brings them into Liberty City inside the Platypus, which is also bringing in Niko Bellic.

Eventually, Anthony "Gay Tony" Prince, his boyfriend Evan Moss and Luis Fernando Lopez met with The Cook to buy the diamonds. However, Pegorino Family capo straal, ray Boccino discovered the transaction was taking place and sent Johnny Klebitz and other members of The Lost Brotherhood to crash the meet and steal them.

After buying the diamonds, Luis notices Johnny approaching and bundled Tony into a limousine, while shouting to Evan, who was holding the diamonds, to get them to Maisonette 9. Johnny sent numerous Lost members after Luis and Tony while he chased Evan. Luis and Tony managed to fend off the bikers, but Evan is caught door Johnny and killed, and the diamonds are taken from him. Johnny followed Ray's orders to hide the diamonds in two trash bags, which would later be collected door Niko Bellic, Luca Silvestri, Johnny Barbosa and Joseph DiLeo while disguised as trashmen.

Niko left Luca with the diamonds as instructed, however Luca and his crew plotted to steal them and flee to Las Venturas. Niko soon caught them before they left and killed them all in Middle Park, before taking the diamonds back and returning them to Boccino.

Around the same time, the McReary Family had Niko kidnap Ancelotti's daughter Gracie, the original intention being to extort money directly from the old man door holding her at ransom.

Eventually, straal, ray struck a deal to sell the diamonds to the Jewish Mob. He sent Niko and Johnny to The Libertonian museum to finish the deal and sell the diamonds to representatives, Isaac Roth and Mori Green.

Gay Tony got wind of the deal at the Libertonian and sent Luis Lopez to ambush it. Luis managed to get a vantage point from a window overlooking the spot where the deal takes place and kills Green along with two other Jewish Mob enforcers. The deal breaks up and chaos unfurls as Johnny snatches the money and Isaac takes the diamonds. A lengthy shootout occurs which culminates in the death of most Jewish Mob enforcers, Luis knocking out Isaac to steal the diamonds, Johnny getting away with the money and Niko coming out with nothing.

Because Johnny stal the money, straal, ray sends Niko to kill Johnny's best friend, Jim Fitzgerald, after failing to do so himself. Johnny is then attacked door numerous groups of hitmen but manages to survive, only to be told door Ashley Butler that Jim had indeed been killed. Johnny was then advised door acquaintance; congressman Thomas Stubbs to stay away from Ray, as Stubbs correctly predicted that straal, ray would be either be dead of in jail within a month, foreshadowing straal, ray being killed door Niko Bellic on the orders of Jimmy Pegorino.

After regaining consciousness subsequent to the deal, Isaac Roth fled to his base at the Majestic Hotel and began accusing straal, ray of setting up the deal in order rip him off and keep both the diamonds and the money. Isaac threatens to have straal, ray killed, so straal, ray promptly sends Niko to the Majestic to finish off Isaac and his associates. After doing this, Niko refuses to do any meer work for Ray.

Prior to ambushing the diamond sale at The Libertonian, Luis had been working for straal, ray Bulgarin, who had arrived to the city to find and try to kill Niko Bellic with the aid of Dimitri Rascalov. After learning that Luis and Tony had gotten hold of the diamonds, Bulgarin sent Luis to an ambush at a rooftop, where he found The Cook's severed head and was then attacked door several of Bulgarin's hitmen, forcing him to shoot his way out.

With Gracie Ancelotti still being held at ransom, the Pegorino's soon came up with a plan to get the diamonds back from Tony and Luis. They planned to coax Tony into giving up the diamonds for Gracie herself. The McReary's cooperated (having been offered a cut of the diamond money), and after the Ancelotti's failed to get Gracie back door force, they gave in and agreed to exchange the diamonds. Luis and Tony, who were facing death threats from Gracie's father, were sent to represent the Ancelotti's. Niko and his friend Packie McReary met with them on Charge Island. The deal would have gone to plan if not for the interruption of Bulgarin, who was looking once again to retrieve his diamonds and kill both Luis and Niko.

Bulgarin ordered his men to attack the exchange and kill everyone, in order to retrieve the diamonds. Luis, Tony and Gracie quickly fled the scene, but Niko and Packie cut down many of Bulgarin's men and chased the one holding the diamonds. When Niko and Packie cornered him, he drops them into a truck to ensure that nobody could have them, reasoning that Bulgarin would have later killed him if he was to give them up. Ultimately, Niko and Packie leave empty-handed, with Niko mentioning that the diamonds were meer trouble than they were worth.

A short while later, Luis was walking through Meadows Park to meet with Tony, shortly after killing Bulgarin aboard his private jet. He accidentally bumped into the homeless Jerry Kapowitz, who fell to the ground into a pile of trash. After apologizing and helping Jerry up, Luis continued on, but Jerry noticed that amongst the spilt trash, lay the small pouch of diamonds. He examined them before running off, laughing with glee.

According to a Liberty boom report, over 100 people contested Jerry and claimed ownership of the diamonds, but Mayor Julio Ochoa finally allowed Jerry to keep the money made from selling them. He later bought a mansion in Alderney, and also planned to verplaats to Vice City and open a gun and liquor store.