Will Smith Feels That He Failed Every Woman In His Life

While his marriage with Jada has been on the lips of many as of late thanks to revelations made about their relationship on the actress's Facebook Watch show Red Table Talk, Will further opens Pandora's box with his book.

The "Fresh Prince" sat down with Oprah on her Apple TV+ show The Oprah Conversation last Friday and detailed his triumphs and failures. One of those failures has to do with the women in his life. "I carried most of my life [with the] sense of failing every woman I interact with," he told Oprah. "There are two women on earth I feel like I haven't failed: my grandmother, Gigi, and Willow (the daughter he shares with Jada Pinkett Smith)."

The actor has had a rocky road with some of the women in his life. His first marriage to Sheree Zampino was brief and it was later revealed that he fell in love with his Six Degrees of Separation co-star Stockard Channing during that time.

On last year's Father's Day episode of Red Table Talk, Will actually called his divorce from Sheree his "ultimate failure." He and his current wife Jada shocked fans last year when they revealed that they actually separated for a little while during the time the Girls Trip actress had an "entanglement" with R&B singer August Alsina.

During Will's conversation with Oprah, he explained that he grew up seeing his mother get abused by his father and not being able to protect her when he was a child eventually affected his relationships with women when he got older.

"For the most part of my adult life, from that moment in that bedroom, I carry a sense of not being good enough, not being able to protect the women I love, not being able to understand enough to make the right decision," he said. "It's felt like everything that I've done has been driven by an unspoken series of apologies to my mother for my inaction."

While the actor had his fair share of ups and downs with his daughter Willow, he says that their relationship has actually been healing for him.

"Willow's the only female relationship I've ever had that I didn't mess up," he said.

"And I'm sure there are aspects from Willow's point of view [that would make her] say, 'No, you messed some stuff up Dad.' But in my mind, I did right by her."

Will and Jada share a blended family of three children. Will shares Trey with his ex-wife Sheree and Jaden and Willow with Jada.

Although his marriage with Sheree didn't work out, the two have been able to successfully co-parent their son Trey and Sheree and Jada are also in a better place, so much so that Sheree was Jada's first guest on Red Table Talk.