Madonna Flirts with Sean Penn & Other Celebrity Exes Who Should Hook Back Up

Yahoo Contributor Network
Madonna Flirts with Sean Penn & Other Celebrity Exes Who Should Hook Back Up

View photo


He's single; she's single -- and he still thinks she's hot. So it's not surprising some people are speculating about Sean Penn and Madonna giving their romance another shot.

As seasoned Madge watchers know, the actor and pop singer were wed for four years during the late 80s, though they did not produce any mini-Penndonnas -- or Poison Penns, as the couple was known. The two main products of their union were the movie "Shanghai Surprise" and their real-life soap opera (among other alleged offences, the "Mystic River" actor may have bopped Madonna with a baseball bat and tied her to an easy chair).

What sparked the most recent spate of romance redux rumors was a Madonna concert this month at which the Material Girl overtly flirted with her ex, who was seated in the audience with Tom Hanks and other Hollywood types. A witness told Radar Online the "Milk" actor "was practically panting" during the performance. "At one point she (Madonna) stared Sean dead in the face, smiled, unzipped her pants, and mooned the crowd, but it was really like she was mooning Sean! He laughed and clutched his chest like he was going to pass out."

Though some friends would like to see this 80s couple reconcile, others view the idea more realistically. As with a remake of "Titanic," the ship would still sink. It would just be a matter of when.

But that doesn't mean some other celebrity couples shouldn't consider another ride on the romance roller coaster.

Cher and Val Kilmer never married, but they recently met up at his one-man show "Citizen Twain" in Los Angeles. "It was great to see Vallus Maximus Again!" Cher tweeted, using her pet name for him (she was his Cherus Maxiumus). Like Cher, the distant relative of poet Joyce Kilmer is also a singer-song writer, part Cherokee, and a big supporter of Native American and women's rights. Talk about having a lot in common. The couple dated briefly in 1982 before the "Batman Forever" star became a big deal actor.

Now that Ashton Kutcher has moved on to his "That '70s Show" co-star Mila Kunis, we'd like to see Demi Moore make some sparks with her alleged old flame Owen Wilson. The "Midnight in Paris" star is closer to the almost 50-year-old brunette age-wise than Ashton, with a mere six-year difference. And like the "Striptease" star, he has also suffered from substance abuse and romance gone wrong. The two were rumored to have a relationship in 2002 before Moore met and married Kutcher and Wilson's heart was crushed by Kate Hudson.

And with reports that Taylor Swift has given up her Camelot cutie Connor Kennedy, the "We Are Never Ever Getting Back Together" singer is on the market again. Unfortunately, none of her ex-boyfriends are probably speaking to her because the "Valentine's Day" actress has a habit of writing bitter guess-who-I'm-talking-about break-up songs about her former beaus. On a recent episode of "Ellen," the pixie-coiffed comedienne teased the country singer with a photo collage of her alleged exes and implied she tore through men the way some women do purses.

More from this contributor:

Why Jealous Demi Moore is a Media Rumor

Is Madonna Just Another Uncool Mom?

Women Defend Madonna Over Digs About Her Age

Note:This was written by a Yahoo! contributor. Join the Yahoo! Contributor Network here to start publishing your own articles.

View Comments