Drea (pronounced "Dray") de Matteo was hired to do a one-time guest spot as a waitress on the HBO series, The Sopranos in 1999. The producers liked her acting intensity and called her back, offering her the part of Christopher's girlfriend and writing the part in permanently. She was such a hit that she performed in the role for five years. In 2004, she was tapped to play Gina Tribbiani, Joey's sister in the Friends spin-off, Joey, starring Matt LeBlanc.

de Matteo was born on January 19, 1973, in Queens, NY. Her father was a furniture manufacturer and her mother a playwright. She was raised in Queens, mostly by her grandmother and her Nicaraguan nanny. She went to NYU to study directing, but got side-tracked by acting.

She has made several movies, including Meet Prince Charming (1999), Sleepwalk (2000), Swordfish (2001), The Perfect You (2002), Deuces Wild (2002), Beacon Hill (2003), The Good Life and Lake City, among others. She also co-owns Filth Mart, a chic clothing store in New York City's East Village.

• Once More with Feeling (2009) (completed) .... Lana Gregorio
  
• "Sons of Anarchy" .... Wendy Teller (4 episodes, 2008)
       - The Sleep of Babies (2008) TV episode .... Wendy Teller
       - Fun Town (2008) TV episode .... Wendy Teller
       - Seeds (2008) TV episode .... Wendy Teller
       - Pilot (2008) TV episode .... Wendy Teller
• New York, I Love You (2008) .... Lydia
  ... aka New York, je t'aime (France: literal title)
• Lake City (2008) .... Hope
• The Good Life (2007) .... Dana
• Broken English (2007) .... Audrey Andrews
  ... aka Broken English (Japan: English title)
• "Joey" .... Gina Tribbiani (47 episodes, 2004-2006)
       - Joey and the Wedding (2006) TV episode .... Gina Tribbiani
       - Joey and the Actors Studio (2006) TV episode .... Gina Tribbiani
       - Joey and the Critic (2006) TV episode .... Gina Tribbiani
       - Joey and the Beard (2006) TV episode .... Gina Tribbiani
       - Joey and the Holding Hands (2006) TV episode .... Gina Tribbiani
        (42 more)
• "The Sopranos" .... Adriana La Cerva (56 episodes, 1999-2006)
       - Cold Stones (2006) TV episode .... Adriana La Cerva
       - Members Only (2006) TV episode .... Adriana La Cerva
       - All Due Respect (2004) TV episode (credit only) .... Adriana La Cerva
       - Long Term Parking (2004) TV episode .... Adriana La Cerva
       - The Test Dream (2004) TV episode (credit only) .... Adriana La Cerva
        (51 more)
• Walker Payne (2006)
• Farce of the Penguins (2006) (V) (voice) .... Ester
• Callas e Onassis (2005) (TV) (as Andrea de Matteo)
  ... aka Callas & Onassis (France: DVD title)
  ... aka Callas et Onassis (France)
• Assault on Precinct 13 (2005) .... Iris Ferry
  ... aka Assaut sur le central 13 (France)
• Love Rome (2004) .... Angela
• Prey for Rock & Roll (2003) .... Tracy
• Beacon Hill (2003) .... Cadet Ramsey
• Deuces Wild (2002) .... Betsy