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2009

Kourtney Kardashian

December 14

It's a Boy!

Just in time for the holidays, Kourtney welcomes her son Mason Dash Disick. "He has brought more love and joy into my life than I ever imagined," Kourtney tells PEOPLE about her baby boy. "She's so happy; she's such a good mom. And Scott is such a great dad," concurs "favorite Aunt" Kim.

2011

Kourtney Kardashian

January 23

Big Apple Adventure

A year after welcoming Mason, Kourtney ventures to New York City to film the newest Kardashian installation: Kourtney and Kim Take New York, which chronicles the sisters' journey as they open a DASH flagship in the Big Apple. The pair returns for a second round of Manhattan hijinks in November, following Kim's whirlwind divorce.

Kourtney Kardashian

November 30

It Takes Two

With Kim's ongoing divorce drama making headlines, Kourtney announces happy news for the Kardashian clan: she and longtime boyfriend Scott Disick are expecting their second child together. "I really don't miss my freedom at all – there's nothing I'd rather do than be home with Mason and Scott," Kourtney has said about life as a mom to her nearly 2-year-old son.

2012

Kourtney Kardashian

July 08

It's a Girl!

Kardashian, 33, and boyfriend Scott Disick welcome their second child, Penelope Scotland. "Scott and I are overjoyed to welcome our precious angel Penelope Scotland Disick into our lives. We are forever blessed. Mommy and baby are resting comfortably," the reality star – who is already mom to 2-year-old son Mason – told E! News.

2014

Kourtney Kardashian

March 15

Designing Woman

Kardashian, along with sisters Kim and Khloé, debuts a children's clothing line called Kardashian Kids. Exclusively available at Babies "R" Us, the collection features stylish ensembles for girls up to 24 months.

Kourtney Kardashian

June

Party of Five

Ready to expand their family, Kardashian and Disick are expecting their third child together, due in December. "She's really excited but she's nervous too," a source tells PEOPLE. "Three kids is a lot to handle! But she's happy – she's always wanted a big family with Scott."

Kourtney Kardashian

December

Third Time's the Charm

She was supposed to be celebrating son Mason's fifth birthday, but instead, Kardashian found herself back in the delivery room on Dec. 14, welcoming her third child with Disick, a second son, into the world. "It's going to be perfect for our family," she said after finding out baby No. 3 would be a boy.

Photo Credits

BIOGRAPHY (top to bottom): Albert Michael/Startraks; Courtesy E!; Albert Michael/Startraks; AKM-GSI; TeTe Terry/Splash News Online; Denise Truscello/WireImage; Paul Zimmerman/Getty

Edited by Julia Wang

Kourtney Kardashian

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