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Fiona vs. Jean

Who'd You Rather?

9/13/2007 1:01 AM PDT BY TMZ STAFF

"Extraordinary Machine" songstress Fiona Apple is turning 30 today, while former "24" First Lady Jean Smart is looking quite good at 56.

Fiona Apple, Jean Smart
The question is ...

67 COMMENTS

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46.

justsayin    

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.

2598 days ago
47.

justsayin    

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

2598 days ago
48.

justsayin    

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

2598 days ago
49.

ohwell    

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

2598 days ago
50.

Paige    

Jean looks like Samantha from Sex in the City

2598 days ago
51.

Nichelle    

Is writer Jonathan Ames dating Fiona Apple?

2598 days ago
52.

justsayin    

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

2598 days ago
53.

Twinx    

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

2598 days ago
54.

Kim    

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

2598 days ago
55.

Whamo    

Hey Fiona, Nice head..wrong planet!

2598 days ago
56.

a    

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

2598 days ago
57.

PiXiE99    

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

2598 days ago
58.

reality    

Fiona = the older, angrier Olsen twin

2598 days ago
59.

wisegirl    

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

2598 days ago
60.

justsayin    

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

2598 days ago
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