"I think by your age, I gave myself multiples first", Pinkett Smith told Willow and her daughter's friend Telana Lynum during the program.
The 17-year-old daughter of Hollywood stars Will Smith and Jada Pinkett Smith has admitted that her "introduction to sex" came when she suffered the horror of accidentally walking in on her parents whilst venturing out of her bedroom late at night.
It's not the first time Willow has shocked Jada on the show - the teen also confessed she had self-harmed during the height of her fame in 2010, when she was just 10.
The actress said she was giving "herself multiple orgasms" by Willow's age, and admitting that "I actually think I went through kind of an addiction with it". "That feeling of, you're my one, and my only, there's no one else, for me, that would not work", Willow responded.
Pinkett Smith is outspoken with her kids about sex. Pascal Le Segretain Getty Images
"At 15 years old it was rough, and I brought a lot of pain out of my childhood into my adulthood that I'm just now dissolving", she said.
"One thing I've learned in my life over the years is that mental health is something we should practice daily, not just when issues arise", she wrote.
Smith revels in speaking candidly with her mom and daughter, and between covering fame, grief, mental health, and relationships, she reveals some truly wild facts about herself or her family every single week on Red Table Talk.
Jada went on to reveal her grandmother taught her all about self-pleasure when she was nine.
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"My grandmother taught me about self-pleasuring because she wanted me to know that that pleasure was from me", Pinkett Smith says.
Pinkett Smith was remarkably only 9 years old when she began self exploration of her body and learned how to masturbate.
'It was like when I was walk into you mediating, it's like, "When Mommy's meditating, don't get into her business"'.
If you or someone you know is in emotional distress or considering suicide, call the National Suicide Prevention Lifeline at 1-800-273-TALK (8255).
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"Many may not understand ... but I do, and this morning I have the deepest gratitude that I pulled through". I was like, 'Oh my God, this is so insane.
She added that the room was "dark", so she didn't see everything, but it felt like she had just "overstepped a boundary", like she "wasn't supposed to be there". Aspen. I was going downstairs to get some juice and I saw for a little moment and I ran away.
The women ended the video by revealing what they considering the "sexiest body part" on a member of the opposite sex.
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