Chuck "The Shermanator" Sherman is an acquaintance and a friend of Jim, Finch, Oz, Kevin, and Stifler. He was also a rival to Stifler until American Reunion. He is obsessed with the Terminator movies and thinks that Terminator 2 is the greatest movie ever made.
In American Pie 2, Sherman loses his virginity to Nadia, who had earlier been rejected by Jim after he realized that he was in love with Michelle.
(You must read the following in a Russian accent or it will not make sense) He lie to everybody when not do sex with nerd.
In Band Camp he is shown to have returned as a guidance counselor at East Great Falls High School, having to deal with Stifler's younger brother Matt Stifler. When Matt came to him to ask for an honest opinion about Stifler's reputation in high school, Chuck explained that he was only liked for his infamous parties.
In American Reunion he revealed that after high school he also had gotten married, had a child, and got divorced. His son is named Furlong (named after actor Edward Furlong, who played John Connor in Terminator 2).