Brad Penny and Marina Smirnoff: The Pitcher's Bevy of Beautiful Former Babes

Brad Penny, a veteran right-handed pitcher who played for the St. Louis Cardinals in 2010, is engaged to the stunning Karina Smirnoff, a professional dancer on Dancing With the Stars.

According to People Magazine, the two have been engaged since Oct. 4, the day after the end of baseball's regular season.

Smirnoff, 32, who has gained popularity on the hit ABC show, is a native of Ukraine. This season, she was paired with Mike "The Situation" Sorrentino of Jersey Shore fame, and the duo was recently eliminated from the competition.

Penny, also 32, went 3-4 with a 3.23 ERA for the Cardinals this past season—after also having spent time with the Marlins, Dodgers, Red Sox and Giants over the course of his 11 years in the bigs—and struggled with an injury to his back. He is a free agent this winter.

But given Smirnoff's beauty—not to mention her moves on the dance floor—Penny probably isn't minding spending a little extra time off the field.

In fact, Smirnoff is just one of the beauties the 6-foot-4, 230-pound Penny has been lucky enough to shack up with.

Alyssa Milano

Yes, yes, Penny is also rumored to have dated actress Alyssa Milano.

Alyssa Milano: Baseball Fan Extraordinaire

See, Milano is a longtime baseball fanatic. And the Dodgers are her favorite team. She even writes a baseball blog on MLB.com.

Alyssa Milano: Crazy About the Game

See? She's really a big fan.

She even has a clothing line targeted toward female baseball fans.

In 2007, Milano launched her signature "Touch" line of team apparel for female fans. She sells it through her blog and on MLB.com.

Sporting The "Touch" Line

Here she is, sporting another of the products from her "Touch" line.

Almost enough to make you a Yankees fan, you know?

Alyssa Milano: A Serious Fan

But Milano is not just a clothing maven. Here she is, rooting on her team.

Penny and Milano

Milano loves the Dodgers. Penny used to pitch for the Dodgers. It makes sense.

It was a match made in baseball heaven.

The Breakup

It's unknown what brought the end to the relationship between Milano and Penny.

But I can't help but wonder if this photo with three Yankees fans had anything to do with the breakup.

Eliza Dushku Next on the Docket

After splitting with Milano, Penny reportedly moved on to date another actress, Eliza Dushku.

Dushku, now 29, has starred in TV shows like Buffy the Vampire Slayer, Angel, Tru Calling, and Dollhouse.

She's a well-known fan of the Boston Red Sox and is now dating former Los Angeles Laker Rick Fox, who, ironically, was also on this current season of Dancing with the Stars.

And much like Milano, Dushku seems way out of the league of a guy like Penny.

Eliza Dushku: Not Ugly

"Way out of his league?" you ask.

"Yes," I respond.

Eliza Dushku: Beautiful in Black

Way out of his league.

Eliza Dushku: Wowie

See, if Brad Penny is in a league, and there are some things in it, Eliza Dushku is not one of those things.

Eliza Dushku: Double Wowie

Brad Penny, you were a lucky, lucky man.

Eliza Dushku at a Car Wash

Holy God, Brad Penny, I hate you.

Lucky Penny Lands Karina Smirnoff

Next up on Penny's Carousel of Women is current-fiancee Karina Smirnoff.

The two have been dating since 2009, when common friend Chuck Liddell introduced them to each other.

Here's a shot of the two cavorting on the beach in the Caribbean.

It's a Cruel, Cruel World in Which We Live

Here, Smirnoff and Penny go off to some event... one of them looking like a model, the other looking like an everyday schlub.

Notice a trend here?

Smirnoff Iced

According to reports, Penny gave Smirnoff a 4.5-carat Asscher-cut diamond ring.

"He got down on one knee and he opened the box," Smirnoff told People, "and I said, 'Thank you.' I honestly didn't expect it ... I'm marrying a Southern Gentleman."

Who knows how Penny keeps landing women like this, but he's made up his mind on this Ukrainian beauty. You can kind of see why.

Marina Sporting Some Bling

Smirnoff accepted Penny's proposal, and though there's no news as to when they'll be tying the knot, she was reportedly flaunting her new diamond ring on Saturday night at a party in Las Vegas.

A Private Dancer

With a woman like Smirnoff in his corner, Penny is likely to have a leg up on the competition for 2011.

Something tells me she might help in his free-agent negotiations, as well.

Mr. and Soon-to-Be Mrs. Brad Penny

The soon-to-be Mrs. Penny may not know much about baseball, but this sure beats playing catch with Yadier Molina!