Who Would You Rather?

46. Usually an easy choice when you have the young vs old, but somethings not right with Fiona. Shes like a goth without the makeup. Weird vibe. Jean looks pretty hot for 56.

Posted at 10:57AM on Sep 13th 2007 by my place

47. bad birthday for fiona...turn the big 3-0...get trashed by almost 2-1 margin to someone old enough to be her mother...uh, pass the cake please

Posted at 11:06AM on Sep 13th 2007 by westcoastbabe

48. Gimme the cougar over that horror of a Mary-Kate lookalike ANYDAY!

Posted at 11:09AM on Sep 13th 2007 by anon

49. Jean is simply class in every department. If I want the heroin look, I'll hit the streets.

Posted at 11:26AM on Sep 13th 2007 by ohwell

50. Jean looks like Samantha from Sex in the City

Posted at 3:27PM on Sep 13th 2007 by Paige

51. Is writer Jonathan Ames dating Fiona Apple?

Posted at 12:36PM on Sep 13th 2007 by Nichelle

52. not sure jean would do so well against someone else, but here the choice is clear

Posted at 12:42PM on Sep 13th 2007 by hothothot

53. I think Fiona looks like the older sister of Mary-Kate and Ashley Olsen.

Posted at 6:50PM on Sep 13th 2007 by Twinx

54. is it just me or does Fiona look like mary-kate olsen?

Posted at 12:54PM on Sep 13th 2007 by Kim

55. Hey Fiona, Nice head..wrong planet!

Posted at 1:03PM on Sep 13th 2007 by whamo

56. i saw jean at ralph's a few weeks ago. she's not looking that great.

Posted at 1:57PM on Sep 13th 2007 by a

57. This is a horrible picture of Fiona! Damn you TMZ! Fiona ROCKS!

Posted at 2:36PM on Sep 13th 2007 by PiXiE99

58. Fiona = the older, angrier Olsen twin

Posted at 3:05PM on Sep 13th 2007 by reality

59. Fiona's only 30? She's been around forever.

Posted at 4:07PM on Sep 13th 2007 by wisegirl

60. not good for fiona. let me have go with jean.

Posted at 5:55PM on Sep 13th 2007 by petra