PIC: Kiefer Sutherland Dresses in Drag

Entertainment January 14, 2010 AT 9:10AM
PIC: Kiefer Sutherland Dresses in Drag

Dude looks like a lady!

Kiefer Sutherland, 43, donned a green dress and combat boots during a Wednesday night appearance on the Late Show with David Letterman.

"It's uh, you're doing the remake of Beverly Hillbillies? You're granny? You're -- what's happening here?" joked Letterman.

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"Far worse than that," responded the 24 star. "I lost a bet. Over the weekend, I was so sure New England was gonna win [the NFL playoff game] that I told a guy who used to be my friend that if new England lost, I would wear a dress on Letterman."

The Baltimore Ravens beat the New England Patriots 33 to 14.

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Letterman upped the ante.

"You ride the subway, I'll give you a thousand dollars," he joked. "You get on the subway like that... downtown."

Sutherland's response?

"Riding the subway would be easier than what I'm going through right now," he said. "This I think may be the most humiliating moment of my life, and I've had a couple to choose from."

Tell Us What You Think

21
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  • February 15, 2010 - 12:42pm ANN

    DUDE,HE LOOKS LIKE A WOMAN READY TO RETIRE TO BED

  • January 20, 2010 - 3:28pm Penny

    Short men like him have cute legs. Tom Cruise has cute legs too.

  • January 15, 2010 - 1:36am Ruth

    He has done so many shameful things. How could this possibly top the most embarrassing?

  • January 14, 2010 - 6:00pm butterflyshirls

    Guys got good legs, too, sorry I missed it on TV! What's wrong with a dress and combat boots? Punk chicks rock that look all the time!

  • January 14, 2010 - 5:15pm Dennis

    Integrity counts!!! Keeping you word... priceless

  • January 14, 2010 - 3:58pm Yanitza

    Oh, what a good sport! Kiefer, just like Jack Bauer, is a MAN of his word! Amazing! Gotta love it! He's a goof! :)

  • January 14, 2010 - 2:34pm OCMama

    Fun and cute. Gotta love it.

  • January 14, 2010 - 1:21pm Irritated

    I love a man with integrity....how refreshing

  • January 14, 2010 - 1:06pm the real anon2

    I saw that show last night. Kiefer is such a cutie. What a good guy for honoring his bet....I never watch 24, but after seeing how hot he is, I'm going to start!

  • January 14, 2010 - 12:49pm Sharona

    I'm with you Jeanette. He's hot and can wear whatever he wants! If only there were a strong breeze in that studio. Oh well, a girl can dream :)

  • January 14, 2010 - 12:46pm Tia

    Good for him for honoring a bet.

  • January 14, 2010 - 12:45pm Randa

    OUTSTANDING!!! what a good sport!! I just love Keifer Sutherland!! and even in a Dress he is Yummy!!!

  • January 14, 2010 - 11:53am anne

    Love You Kiefer! Can't wait for 24 to start again.

  • January 14, 2010 - 11:07am Baltimore girl...

    Hell yeah we did! 33 to 14...woohoo!!

  • January 14, 2010 - 11:03am Sue

    he's even hot in a dress...love him.

  • January 14, 2010 - 10:44am simple truth

    that is soooo funny and that he would do it is even funnier

  • January 14, 2010 - 10:37am Cathy

    Ashley-Did you not read the article clearly it states: he donned a green dress and "combat boots" during a Wednesday night appearance on the Late Show with David Letterman. No stilettos worn. People read the article thru. But he was a good sport for wearing the dress after losing the bet.

  • January 14, 2010 - 10:25am Ashley

    tooooo dam funny! I missed the show, i hope was strutting a pair of Stilettos

  • January 14, 2010 - 10:03am laura

    hahaha, that's fantastic! good job on being a good sport!

  • January 14, 2010 - 10:02am Jon

    Hahahah, that's so funny!

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