The Contessa is one of the smartest and most cunning villains in Sly 2: Band of Thieves. The Contessa's husband passed away only a few weeks after their wedding due to poisoning. Contessa, motivated by this tragedy and using her knowledge from majoring in criminal psychology, opened a rehab clinic for criminals. It was there that the Contessa appeared to use hypnosis to cure the criminals of their urges.
Contessa appeared to be working with Carmelita and Constable Neyla at Interpol to help them capture the Cooper Gang.At one point in Sly 2: Band of Thieives, Constable Neyla betrays the Cooper Gang and turns in Sly, Murray and Carmelita, causing the Contessa to arrest the three and put them in jail. Bentley, however, manages to avoid this. Eventually, Bentley discovers that the Contessa has secretly been a member of the Klaww Gang all along. He also discovers that the Contessa has actually been using hypnosis on cops and thieves to get them to reveal the location of their money.
While Contessa was intereted in the Clockwerk parts, like the other members of the Klaww Gang, she had further interests with her prisoners. Being a psychologist, Contessa wanted to study Sly's brain, as well as his behaviors. She seemed to have felt impressed by Sly's psyche, and wanted to further understand it. She also wanted to take control of Murray's mind.
The Contessa also was using illegal spice to aid the hypnosis and was sending hypnosis light wave generators to Arpeggio for his blimp.