Olivia Winters is a fictional character from the CBS Daytime soap opera, The Young and the Restless.
The role was portrayed by Tonya Williams, on contract beginning in June 1990, until agreeing with the show to drop to recurring status in 2005.
Prior to being married to Malcolm Winters (Shemar Moore), Olivia was married to Nathan Hastings, Sr. and the two are the parents of Nate Jr. Olivia, an honest and principled woman, is keenly aware of the importance of doing the right thing and lives by the code words "duty" and "responsibility," however, because of this, she is often quick to judge those who do not live by the same morals.
[2] Under Bill Bell, Olivia was best friends with Ashley Abbott (most prominently portrayed by Eileen Davidson), an adversary of Drucilla's.
John F. Smith, however, separated the two as friends in a controversial love triangle involving Ashley's then-husband, Brad Carlton (Don Diamont).
Their mother, Lillie Belle, admitted many years later that Dru was an unwanted child, the result of husband Walter's drunken lust.
Olivia was relieved and grateful to hear this, but was furious with Lillie Belle for mistreating Dru all those years.
Pushed by Olivia to produce her mystery "boyfriend", Drucilla talked Jabot executive trainee and Stanford MBA graduate, Neil Winters, into playing the part.
A pregnant Olivia was found to have ovarian cancer, but refused to abort the baby to save her life.
Shortly after Dru and Neil were married at the Chancellor Estate, Lillie Belle left Walter and showed up in Genoa City.
She stayed with Olivia and Nathan, and drove a huge wedge between them with her bizarre behavior due to clinical depression.
Dru tried to talk Lillie Belle into staying with them in hopes of giving Liv and Nathan space to repair their marriage.
One night, Dru over-medicated her cold and ended up being raped by Malcolm, knowing she mistook him for her husband, Neil.
But when her doctor told Dru that her former life on the streets had left her with a condition that made it lucky she had conceived, let alone ever would again, she reconsidered.
Dru and Mal decided the baby would remain Neil's no matter what, and only they and her sister Olivia would know the rape had ever happened.
The compassionate Malcolm began seeing her again, helping her through the difficult times as she grew weaker and thinner, and would have otherwise been left all alone to die.
After the birth of her baby, Lily, Dru signed a contract and returned to modeling, which took her away from home and infuriated Neil.
When Malcolm's old love, singer Callie Rogers, arrived in town, Liv was convinced they were resuming their romance.
Callie kept putting off marriage to Malcolm because, as it turned out, she was secretly married to her mobster manager Trey.
Then the always work-obsessive Olivia started getting symptoms she refused to recognize and ended up on her deathbed with aplastic anemia.
Dru returned to Genoa City with Lily in tow and donated necessary bone marrow to save Olivia's life.
Then Olivia decided that Mal was not a fit role model for her son, refused to let them see each other, and set her sights on Neil.
Malcolm was presumed dead from an accident on a photo shoot in Kenya, and since Neil was hitting the bottle heavily, Liv, forbade him to see her son Nate.
Liv's best friend Ashley's husband Brad Carlton began playing father figure in Nate's life.
Olivia's best friend, Ashley Abbott, faced the biggest crisis of her life: the discovery that she had rapidly spreading breast cancer.
The stress involved affected her relationship with her husband Brad Carlton (Don Diamont), and Ash drove him into Olivia's arms.
Three years after he was declared dead, Malcolm has shown up in Genoa City, very much alive, sporting cornrows and a bad attitude.
In February 2011, Olivia met with her cousin Justin Barber in Los Angeles, who told her about his wedding plans and invited her to stay for the ceremony.