Happy 38th Gwyneth!
Gwyneth plays Tracy Mills, the wife of Brad Pitt's character Detective David Mills in this awesome film directed by David Fincher (Alien 3, Fight Club).
This fislm also starred Morgan Freeman, Kevin Spacey and R. Lee Ermey.
Shallow Hal (2001)
In this film directed by the Farrelly Brothers (Dumb and Dumber, Theres Something About Mary, Fever Pitch, etc..) Gwyneth plays Rosemary, the girlfriend of Jack Black's character, Hal.
The movie also stars Jason Alexander as Hal's best friend and also includes a cameo part by self-help guru Tony Robbins.
Iron Man (2008)
Can't go wrong being in a super-hero movie. In this one, directed by Jon Favreau, Gwyneth plays Pepper Potts. She also reprises the role in the 2010 sequel.
Also starring in this movie are Robert Downey Jr (of course) as Tony Stark/Iron Man, Terrence Howard as Rhodey (who I think did a better job as the character than Don Cheadle), and Jeff Bridges as Obadiah Stane.