Okay, I’ll admit it: my sense of humor is not so advanced that I find David Letterman funny. That’s always followed up by someone asking which late night host I do find funny. Ummm… well none of them. But David Letterman has never given me more than a mild chuckle. Yes, I get that the problem is me, not him. It’s a massive, unforgivable character flaw. But Dave has redeemed himself with me (which I know he’s been worried about for a while). He embarrassed the crap outta Paris Hilton. Thus, I now love and respect David Lettermen with a previously undiscovered ferocity. He lobbed a number of questions at Hilton as she grew increasingly uncomfortable and annoyed. “How’d you like being in jail?” started the conversation. Then there was, “How was the bologna?” and “Have your friends treated you differently now that you’re out of the slammer?” And my personal favorite: “What’d you do? Do you know what you did wrong?”

Hilton: “I’ve moved on with my life, so I don’t want to talk about it anymore.”

Letterman: “This is where you and I are different — All I want to do is talk about it. Did you make any friends while you were in jail?”

Hilton: “I’m not answering any more questions about it. I’m here to talk about my clothing line, my movie and my perfume. I’m moving on.”

[From readexpress.com]

To really understand the greatness of Letterman’s interview, you must watch it. Seeing Paris Hilton squirm is just about my favorite thing in the world. I might have a teeny, tiny bit of sympathy if she’d change one iota like she promised she would – but come on, it’s Paris Hilton. Did any of us really believe for a second that she’s capable of becoming a decent human being? Enjoy the video and lovely Hilton squirmishness.

Proving once again that the Superbowl heals all wounds, cures all ills and brings us as a divided nation together again. The Letterman and The Oprah snuggled up on a sofa to let the love flow during that game of games.

Planet Gossip has the skinny:

If you haven’t heard or seen it by now, the two popped up during a break early in the game. Letterman, an Indianapolis native, wore a Colts jersey while snuggling on a couch with Winfrey, who was in a Chicago Bears jersey. “You want the Bears, and I want the Colts, but we both win because we’re in love,” Letterman, with a mouthful of food, says. Winfrey then says, “Honey, don’t talk with your mouth full.”

The long-standing feud dates back to a Pleiestocene Epoch Time magazine interview. Oprah said she wasn’t ever going back on Letterman’s show as previous interviews left her feeling like “the butt of the joke.” To his credit Dave refrained from a slew of big butt jokes, but spent years, literally years, asking Oprah to c’mon on home to Late Night and let the healing begin …The O.P. was not having it and a regal silence ensued. The Queen was not amused. The O.P silence lasted longer than O.C the series. Just ask Mischa Barton who was I think was born and grew to skinny womanhood during this era of silent D’Oprah.

There have been cracks in the glacial freeze before including even brief appearances on Letterman’s show complete with awkward unconvincing public hugs. None have ever been so heartwarming as the two finally spending quality couch time with the nation.

Yes like children of Divorce we have learned to take our closure where we can find it … Mom and Dad aren’t ever getting back together, but if they can make nice at graduation … well that aint nothing. The healing has begun …and that’s just as D’Oprah as it gets.

This is too funny. Damon was on Letterman to promote his new film “The Good Shepherd” with Angelina Jolie. It opens on December 22nd in the states.

Video via Faded Youth.

Richard Simmons is such a diva on Letterman but he must have been in on the joke when his steamer went haywire. They added a plate underneath the thing that rigged the machine to blow. Dave keeps talking over him, says his steamer is too expensive, and then Simmons points out that Dave’s tie cost $125. It’s pretty amusing.

Kate Winslet told a funny story on David Letterman about how she made an inadvertent play on words during a recent interview. She said the journalist asked her what was the most surprising thing she learned about Diaz while working with her on their upcoming film “The Holiday.” She wanted to explain that she was surprised how much Cameron eats considering how thin she is and said “Cameron Diaz could literally eat me under a table!”

Dave responds “Now there you’d have a move.”

Here’s the video, which also includes a promo for tonight’s episode featuring Richard Simmons:

Kate had another funny mishap during yesterday’s appearance on “Good Morning America.” Diane Sawyer showed an old breakfast ceral commercial clip featuring an 11 year-old girl that was thought to be Winslet. It was some other child actress, though, and Winslet didn’t have the heart to tell Sawyer on the air that it wasn’t her!

She explains, “Recently, I’ve been doing a lot of press. Odd things keep happening. People keep digging up little nuggets of research that they think no one has ever seen before and it’s not going quite according to plan. I was on Good Morning America with Diane Sawyer, who is a wonderful, lovely woman and they thought they would surprise me by showing a clip of a breakfast cereal commercial that I was in when I was 11 years old, but it wasn’t me. I just didn’t have the heart to say, ‘Oh, God, Diane, I’m really sorry, but your researcher got it wrong. It’s just not me.’”

A stunned Winslet didn’t say anything at the time about the faulty clip because she didn’t want anyone to lose their job. She adds, “I just didn’t want the researcher to get fired!”

Here are pictures of Kate outside the Late Show studio, courtesy of ICYDK.