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Greg Chomsky is a pre-made playable adult Sim from The Sims Life Stories. He is Vincent Moore's best friend who is asked to take care of his house during his absence. However, he leaves Vince's house in a big mess. Greg makes his first appearance when he arrives at Vincent's house to apologize for not taking good care of it, and to give him a new computer to replace his old computer which he broke. Vincent then hires a maid to clean up the mess that Greg made.
Later on Greg invites Vincent to a bowling alley with their friend Sherman Boggle. After bowling a bit, Greg notices Naomi Hunt, the barista. He suggest Vincent to meet her. Vincent goes there and orders coffee and meets Naomi. Later, Vincent plays pool with his friends and Vincent's ex-girlfriend Samantha Hayden shows up with her new boyfriend, Johnny Cullen. Vincent wants to make her jealous so he flirts with some women but gets rejected by all of them. Samantha laughs at him and then leaves. After that Vincent decides to go home and Greg says to him that he signed him up for an e-Dating service.
Later on in the story, Samantha hires Kendra Blaise to thank Vincent for a date they never had to trick Naomi into believing that Vincent is a womanizer, making them fall apart. A couple of days later Greg telephones Vincent and tells him that he had managed to talk Naomi into giving Vincent another chance. Greg also suggests that Vincent should throw a party and invite him, Naomi, and Alexa Starr, a female Sim that Vincent had previously dated, that Greg was taking a fancy to. He becomes playable at the end of Vincent's story.
Even though the story-line implies that Greg is starting to develop a relationship with Alexa, they are usually marked as "Just Met" when either of them are first played. When the household is first played, Greg is 29 days from being an elder. He has the Popularity aspiration and the Libra zodiac sign. Greg has bottom fitness at the start of the game. Don Calamari and Maximillion Oglethorpe also have this case. Greg has the memory of meeting an Unknown Sim, probably as a result of deletion.
|Vincent Moore||Best Friend|
|Sherman Boggle||Best Friend|
|Alexa Starr||Just Met|
|Met Mystery Sim||Positive|
|Made Best Friends with Mystery Sim||Positive|
|Had Very First Kiss with Mystery Sim||Positive|
|Kissed Mystery Sim for the First Time||Positive|
|1st Date with Alexa||Positive|