Tobey was in Spoils of War with Rhea Perlman, who is married to Tom Hanks, who was in A League of Their Own with Geena Davis.

Tony Shalhoub and Jodi Foster

tony to bruce [ the seige ]
bruce to uma [ pulp fiction ]
uma to ben [ paycheck ]
ben to sandra [ forces of nature ]
sandra to nicole [ practical magic ]
nicole to jodie foster [ panic room ] ( uncredited, voice )


Courteney Cox to Gwyneth Paltrow

Damn Agave. That was around the ass, but right. I was thinking Jodi Foster was in Silence of the Lambs with Buffalo Bob (Ted Levine), who is the Captain on Monk with Tony Shalhoub. Extra credit for that.

thought was just using movies

Courtney Cox was in Ace Ventura with Jim Carrey.
Jim Carrey was in Man on the Moon with Danny DeVito.
Danny DeVito was in Get Shorty with John Travolta.
John Travolta was in Pulp Fiction with Samuel L. Jackson.
Samuel L. Jackson was in Hard Eight with Gwyneth Paltrow.

next: George Burns and Kiera Knightley.

George Burns was in Radioland Murders with Mary Stuart Masterson
Mary was in Benny and Joon with Johnny Depp
and of course Johnny and Keira Knightly were in Pirates of the Caribbean


Greg Kinnear and Joe Pesci

greg -> cher [ stuck on you ]
cher -> chazz P [ Faithful ]
chazz P -> Pesci [ Bronx Tale ]

Bill Murray to Terrence Mann

Terrence Mann was in Critters 2 with Lin Shaye
Lin Shaye was in Kingpin with Bill Murray

How about..

Edward Norton and George Clooney

cmon now...
ed to pitt in fight club
pitt to clooney in oceans 11

josh hartnett and angelina jolie

angelina jolie in gone in 60 seconds with master p
master p in hollywood homicide with josh hartnett

heh didn't realise it was that easy.
how'bout

matt damon & jennifer aniston?

Matt Damon -> Good Will Hunting -> Robin Williams -> Bicentennial Man -> Steven Root -> (played Milton in) Office Space -> Jennifer Anniston

Ok, let's get strange...
William Shatner to Colin Firth

William Shatner was in Miss Congeniality with Sandra Bullock.
Sandra Bullock was in Two Weeks Notice with Hugh Grant.
Hugh Grant was in Bridget Jones Diary with Colin Firth.

Next - Trey Parker and Barbara Streisand

Trey Paker in Baseketball with
Ernest Borgnine in Escape from New Yark with
Harry Dean Stanton in the Last Temptation of Christ with
David Bowie in Yellowbeard (uncredited) with
Madeline Kahn in What's up Doc with
Barbara Streisand

Bruce Campbell to Anjelica Huston

Bruce Campbell - Army of Darkness - Bridget Fonda - Single White Female - Jennifer Jason Leigh - Backdraft - Robert De Niro - Meet the Parents - Ben Stiller - Royal Tanenbaums - Angelica Huston

This is kinda fun...

Natalie Portman to Christopher Reeve

Natalie Portman - Leon - Jean Reno - Mission Impossible - John Voight - Deliverance - Ned Beatty - Superman - Christopher Reeve

Let's try old badass to new badass: Lee Marvin to Vin Diesel

Lee Marvin - Dirty Dozen - Donald Sutherland - JFK - Kevin Costner -The Untouchables - Andy Garcia - Ocean's Eleven - Matt Damon - Rounders - John Malkovich - Knockaround Guys - Vin Diesel

Sean Connery & Sir John Gielgud

Weren't they both in Dragonheart together?

Lionel Richie and Boris Karloff (yes, it CAN be done)

Boris Karloff: Secret Life of Walter Mitty with
Fritz Feld: History of the World: Part I with
Gregory Hines: Preacher's Wife with
..............Lionel Richie


So there.......Grrrrrrrrrrr
Try this one......................Lassie to Benji

BOO-YAH! Some popular names connecting these dogs!

"Benji" - Benji - Cynthia Smith - The Random Factor - Dan Aykroyd - 50 First Dates - Drew Barrymore - Batman Forever - Nicole Kidman - Days of Thunder - Tom Cruise - Rain Man - Dustin Hoffman - Outbreak - Rene Russo - Leathal Weapon 4 - Joe Pesci - Goodfellas - Robert De Niro - Analyze This - Billy Crystal - City Slickers - Helen Slater - Lassie - "Lassie"

Here's one - Michael Moore to Ronald Reagan

Fun!

Michael Moore directed and had a bit part (Redneck Protester) in Canadian Bacon with...
Alan Alda - What Women Want - Mel Gibson - Maverick - James Garner - Support Your Local Sheriff - Chubby Johnson - Law and Order - Ronald Reagan

Peter Sellers to Ashton Kutchner

PETER SELLERS - Dr. Strangelove or: How I Learned to Stop Worrying and Start Loving the Bomb - James Earl Jones - Field of Dreams - Kevin Costner - The Postman - Will Patton - Armageddon - Michael Clarke Duncan - Daredevil - Jennifer Garner - Dude, Where's My Car? - ASHTON KUTCHER

Frank Oz to Elle Macpherson...I wouldn't give it to ya if you couldn't do it!

Actually, Not too hard:
Elle Macpherson - Batman and Robin - Uma Thurman - Pulp Fiction - Samuel Jackson - Star Wars I: The Phantom Menace - Frank Oz.


OK, Bob Hoskins to Leoonard Nimoy (It can be done in 2)