Anna Nicole Smith

Biography: Fought her former stepson, E. Pierce Marshall, in court since November 1999 for half of her late husband's $1.6 billion estate. In Sept., 2000, LA bankruptcy judge awarded Anna $449,754,134 from husband's estate. But in July 2001, Houston judge Mike Wood vacated that award and ordered her to pay over $1 million in fees and expenses to stepson E. Pierce Marshall's team. Finally, in March, 2002, was awarded $88 million from the estate of her late husband (but was denied claim that she was also owed interest on that money.)

Measurements: 36A-25-37 (dancer in Texas 1988), 42DD-26-38 (after implants early 1990s), 39DD-27-39 (1993 Playmate of the Year), 39D-27-39 (slimmed down after rehab & dieting). (Source: Celebrity Sleuth magazine)

She's the biggest (tallest, heaviest, biggest measurements) Playmate of the Year. Though India Allen (1988) and Julie Ciali (1995) were also 5' 11
Sources: IMDb, FHM Magazine, Loaded