Nicole Richie
Party girl Nicole Richie said having her daughter Harlow in January 2008 helped straighten her out. She later had a son Sparrow in 2009 but still hasn’t walked down the aisle with rocker boyfriend and baby daddy Joel Madden.

Michelle Williams
Brokeback Mountain co-stars Michelle Williams and Heath Ledger welcomed daughter Matilda in November 2005. The couple split two years later, just months before Ledger’s tragic death.

Kourtney Kardashian
Reality TV star Kourtney Kardashian lived up to her family’s drama queen reputation by getting knocked up bad boy boyfriend Scott Disick. The couple is still dating despite rampant cheating rumors, but at least have adorable son Mason to show for their troubles.

Madonna
The original Material Girl is also one of the founders of the Babies Before Brides brigade! The Like A Virgin singer gave birth to daughter Lourdes in October 1996 after getting pregnant by fitness trainer Carlos Leon. She later had son Rocco with now ex-hubby Guy Ritchie.

Bristol Palin
Not many teen pregnancies end up affecting a presidential race, 17-year-old Bristol Palin’s shock announcement rocked the political world as well as her family’s. Now a mom to 18-month-old Tripp, Bristol is finally engaged to baby daddy Levi Johnston.

Susan Sarandon
After spending years in a relationship with her Bull Durham co-star Tim Robbins, 63-year-old actress Susan Sarandon has two sons – Miles and Jack – although the couple split up earlier this year amidst rumors of infidelity.

Salma Hayek
Despite announcing her engagement and her pregnancy at the same time, Salma Hayek was still single when she gave birth to daughter Valentina in March 2007. She finally married French man Francois-Henri Pinault in 2009, after breaking up and reconciling again.

Bridget Moynahan
I, Robot star Bridget Moynahan had already split from her Super Bowl champion boyfriend Tom Brady by the time she announced she was pregnant with son John, who was born in August 2007.

Heidi Klum
Supermodel Heidi Klum had her first child Leni during a brief fling with Formula 1 racer Flavio Britatore in 2004. Since then the Project runway host seems to have been popping a new baby out every year with now hubby Seal.

Katie Holmes
Even prim and proper Katie Holmes had mini-Scientologist Suri Cruise on April 18th, exactly seven months before marrying hubby Tom in an Italian castle.

Halle Berry
After two disastrous marriages, Bond babe Halle Berry got knocked up by male model Gabriel Aubrey. It resulted in beautiful baby Nahla but sadly not another ring on her finger and Halle is single again.

Naomi Watts
Australian beauty Naomi Watts has two children – sons Sasha and Sammy – with longtime boyfriend Liev Shreiber but the couple have never made serious plans to marry.

Angelina Jolie
Forget one baby, Angelina has a whole brood and still hasn’t married boyfriend Brad Pitt! Raising six children (three natural, three adopted), it’s doubtful that the world’s most beautiful couple will ever make their relationship official.

Minnie Driver
Good Will Hunting star Minnie Driver has stayed mum regarding the mysterious origins of her son Henry, only admitting that the pregnancy was “unplanned” but “very happily received.”

Camila Alves
Matthew McConaughey’s baby momma Camila Alves still hasn’t become his bride, but that hasn’t stopped the exotic model from mothering son Levi and daughter Vida with the Tropic Thunder star.