80s child star, Molly Ringwald, who got her claim to fame in the movie “The Breakfast Club,” married her second husband, Greek-American writer, and book editor Panio Gianopoulos, in 2007. Together they have three children. The couple’s daughter Mathilda was born in 2003 when Ringwald was still in her thirties.
Getting pregnant again proved to be difficult for Ringwald as she experienced some health issues that needed to be addressed. After having surgery to remove several fibroids, Ringwald was able to get pregnant again. This time she wound up giving birth to twins, Adele and Roman, in 2009 at the age of 41.
Janet Jackson - 50
Janet Jackson’s third marriage was to businessman Wissam Al Mana. The couple tied the knot in 2012 and welcomed a son five years later. Eissa was born in 2017 when Jackson was 50 years old. It’s unlikely the pop singer was able to conceive naturally. Reports claim she used donor eggs and IVF to get pregnant, but neither has been confirmed.
Jackson had a safe and healthy delivery and now has a toddler on her hands. In interviews, she has said that her whole day revolves around her son now, requiring patience she never knew she had. Unfortunately, Al Mana and Jackson split the same year their son was born.
Geena Davis - 46 & 48
Actress Geena Davis appears to be unlucky in love. It wasn’t until her fourth marriage in 2001 to neurosurgeon Reza Jarrahy that she gave motherhood a shot. The couple has three kids together. Their daughter Alizeh was born in 2002 when Davis was 46-years-old. Then two years later, she gave birth to twin boys, Kaiis and Kian.
While some would consider this relatively late in life to start a family, Davis has said that it was perfect timing for her. Others may have had things figured out in their thirties or early forties, but Davis admits that it took her a bit longer. Jarrahy ultimately filed for divorce in 2018. However, Davis responded with a petition claiming the two were never legally married.
Mary Stuart Masterson - 43 & 45
Actress and director Mary Stuart Masterson met her husband actor Jeremy Davidson when they starred together in Cat’s 2004 stage production on a Hot Tin Roof. They were married in 2006 and continued to work together both in front and behind the cameras.
This was her fourth marriage, but we’re guessing the one that brought the most joy since the couple has three kids together. Their son Phineas Bee was born in 2009 when Masterson was 43-years-old. They learned that they were expecting again and announced the pregnancy just 17 months later, to the couple’s surprise-twins Wilder and Clio in 2011 when the actress was 45.
Jill Wagner - 41
Jill Wagner made her mark in Hollywood when she became a regular sketch performer in Ashton Kutcher’s comedy series “Punk’d.” In 2017, "Teen Wolf" alum Wagner married former pro hockey player David Lemanowicz. Just two years later, the couple stated that they were expecting their first child. Their daughter was born in April of 2020 when Wagner was 41 years old.
Motherhood seems to have altered Wagner’s perspective on life. After she welcomed her daughter to the world, she said that she no longer felt her twenties were the best years of her experience. Wagner is confident that her best years are still to come.