2 Brad Pitt and Jen seemed to have it all. Looks, money, successful careers and what appeared to be a happy marriage. Depending who you're voting for (Aniston or Jolie) the split came in light of rumors that Pitt and Angelina Jolie were getting a little too chummy on the set of Mr. & Mrs. Smith or that Aniston wanted to focus more on her career than starting a family. However, Pitt's off-screen escapades should have come as no surprise to Aniston. Pitt has a habit of romancing his co-stars. In the past he's been involved with his Kalifornia co-star Juliette Lewis, Claire Forlani (Meet Joe Black) and former fianc�e Gwyneth Paltrow (his co-star in Seven).  top

3 The O.C.'s Tate Donovan may not be an A-list actor, but he has managed to date two of Hollywood's hottest leading ladies. Donovan was once engaged to his Love Potion No. 9 co-star Sandra Bullock (the two split in 1994). He dated Aniston from 1995 to 1998 and even appeared as Rachel's love interest Joshua, on several episodes of Friends.  top

4 Vince Vaughn and Aniston have been snapped cuddling up to each other on the set of The Break Up, despite denials that they are an item. In the past, the Wedding Crashers star has been linked with actresses Ashley Judd, Joey Lauren Adams (Big Daddy), Janeane Garofalo and Drea de Matteo (The Sopranos). Vaughn recently admitted he is not one for relationships, saying he prefers one-night stands. We'll see if that changes with Aniston.  top

5 It appears Angelina Jolie likes husbands with middle names (Jonny Lee Miller, Billy Bob Thornton). Perhaps William Bradley Pitt should take notice. Not one to be lonely, Jolie kept busy following her divorce from Thornton with several stars including Jared Leto, Colin Farrell and Olivier Martinez. While Pitt might be the man in her life right now, the actor will have to share Jolie with her son Maddox (who is reportedly calling Pitt daddy) and her newly adopted daughter Zahara.  top

6 Sandra Bullock recently tied the knot with Discovery Channel's Monster Garage star Jesse James in a down home country wedding. Proving she's a gal of many talents, Bullock made her groom's stainless steel wedding band herself at James' West Coast Choppers bike shop! It marks her first marriage despite romances with Tate Donovan, Matthew McConaughey, Jason Patric and Canadian Ryan Gosling.  top

7 Ashley Judd and hubby, racecar driver Dario Franchitti, are not much for tabloid fodder. The two keep a very low profile (so low that Judd's last movie was in 2004). Before her marriage, Judd was linked to Matthew McConaughey (her co-star in A Time to Kill), Lyle Lovett (former Mr. Julia Roberts), Robert De Niro and singer Michael Bolton. top

8 Once quite the ladies man, French actor Olivier Martinez (Unfaithful) is said to be ready to marry his girlfriend of two years, Kylie Minogue. The Australian singer was recently diagnosed with breast cancer and is recuperating from her treatment with Martinez by her side. The sexy actor, who dated actresses Mira Sorvino (Mighty Aphrodite) and Juliette Binoche (Chocolat), was also rumored to have had a fling with his Taking Lives co-star Angelina Jolie while they were filming in Montreal in 2003. He later made a statement denying they were anything but friends.  top

9 The Notebook's Ryan Gosling had tongues wagging when he started dating his Murder By Numbers co-star Sandra Bullock in 2002. The reason? Their 16-year age difference. Since their break up, Gosling has been romantically linked to his The Notebook co-star Rachel McAdams. Prior to his burgeoning movie career, Gosling's big claim to fame was that he sung and danced alongside fellow Mouseketeers Britney Spears and Justin Timberlake on the New Mickey Mouse Club TV show.  top

10 Matthew McConaughey has been laughing off reports that he and Pen�lope Cruz are getting married. The two have been an item since co-starring in Sahara and have reportedly been spending a lot of time just hanging out in the sexy Texan's mobile home. The two have signed on to star in The Loop, a love story revolving around the romance between a highway patrolman and a librarian. McConaughey was previously involved with Ashley Judd and newlywed Sandra Bullock.  top

11 If men can do it so can women -- marry younger people, that is. Oscar winner Mira Sorvino, 37, married waiter/aspiring actor Christopher Backus, 23, last year. It is her first marriage despite serious relationships with director Quentin Tarantino and Olivier Martinez. Sorvino also dated Val Kilmer and Mr. Jennifer Lopez-singer Marc Anthony. top

12 Britney Spears and hubby Kevin Federline are awaiting the arrival of their baby boy any day now. It seems like only yesterday that the pop princess was dating Justin Timberlake, having a fling with Colin Farrell and was getting her marriage to childhood friend Jason Alexander annulled.  top

13 Marc Anthony and wifey Jennifer Lopez appear to be settling into marriage (his second, her third). The two were an item years ago and had collaborated on the song "No Me Ames" on Lopez's debut album On the 6. Now the two are reportedly collaborating on having a baby. Anthony was once wed to former Miss Universe, Dayanara Torres who blamed J.Lo for breaking up their marriage. In addition to his two sons with Torres, Anthony also has a daughter with a former girlfriend.  top

14 Kill Bill director Quentin Tarantino has reportedly embarked on a romance with Shar Jackson-Kevin Federline's ex-girlfriend and mother of Britney Spears' two step-children. Tarantino and the actress were spotted recently in Las Vegas looking very much a couple. Tarantino, who was once linked to fellow director Sofia Coppola, previously dated actress Mira Sorvino and comedienne Margaret Cho. top

15 Nicole Kidman and laid-back country singer Keith Urban are the hot new celebrity couple. Seems Urban asked Kidman's Cold Mountain co-star Ren�e Zellweger, who is married to country star Kenny Chesney, to get him a date with the fellow Aussie. Urban recently split with supermodel Nikki Taylor, while Kidman's most recent romances include billionaire Stephen Bing, rocker Lenny Kravitz and of course, couch jumper Tom Cruise.  top

16 Tom Cruise's love affair with Katie Holmes became old news when the whole Brad-Jen-Angelina triangle surfaced. While there is no date set for TomKat's wedding, the tabloids say that Holmes is getting cold feet while Cruise's past loves (Nicole Kidman, Pen�lope Cruz) all seem to be happily moving on.  top