Matthew McConaughey in How to Lose a Guy in 10 Days (2003)

(Left to right) Kathryn Hahn as Michelle, Kate Hudson as Andie and Annie Parisse as Jeannie 

(Left to right) Matthew McConaughey as Ben, Michael Michele as Spears, Robert Klein as Warren and Shalom Harlow as Green 

Matthew McConaughey and Kate Hudson in How to Lose a Guy in 10 Days (2003)

(Left to right) Samantha Quan as Lori, Kathryn Hahn as Michelle, Annie Parisse as Jeannie, Kate Hudson as Andie and Bebe Neuwirth as Lana 

Kate Hudson in How to Lose a Guy in 10 Days (2003)

Bebe Neuwirth and Kate Hudson in How to Lose a Guy in 10 Days (2003)

(Left to right) Michael Michele as Spears, Shalom Harlow as Green, Robert Klein as Warren and Matthew McConaughey as Ben 

(Left to right) Adam Goldberg as Tony, Thomas Lennon as Thayer and Matthew McConaughey as Ben 

(Far left corner) Bebe Neuwirth as Lana, (on couch center) Kathryn Hahn as Michelle, (on couch right) Annie Parisse as  Jeannie, (right center white top) Kate Hudson as Andie 

Bebe Neuwirth as Lana and Kathryn Hahn as Michelle 

Matthew McConaughey, Bebe Neuwirth, and Kate Hudson in How to Lose a Guy in 10 Days (2003)

Matthew McConaughey, Bebe Neuwirth, Adam Goldberg, Kate Hudson, and Thomas Lennon in How to Lose a Guy in 10 Days (2003)