9 famous men who impregnated two women at the same time

Read on to find out how these stars coped with multiple pregnancies at once…

1. Jimmie Allen

Jimmie Allen recently had three children with two different women – and left his fans with many questions. On his YouTube channel, he sets the record straight, explaining that he had twins with his longtime girlfriend Danielle in the summer of 2023 and his wife Alexis gave birth to a son a few months later. He clarified that he was separated from Alexis at the time Danielle became pregnant, but they later decided to give their relationship another chance.

“[The twins have a] other mother – my friend Danielle. I have known Danielle for years. Long before I became “Jimmie Allen”. And when she got pregnant with the twins, I was not with Lexi, and [Danielle] was not with her husband,” Jimmie explained.

During the interview, Jimmie also admitted to cheating on Alexis on multiple occasions and that he doesn't think he's ready for marriage. The couple split up again.

2. Billy Ray Cyrus

Early in his career, Billy Ray Cyrus became a father to two children just months apart. Shortly after splitting from his first wife, Billy Ray met a woman named Kristin Luckey. According to People, Kristin became pregnant during their brief romance. While she was pregnant, the two went their separate ways and Billy Ray began a romance with his now ex-wife, Tish Cyrus. It wasn't long before Tish became pregnant as well.

In April 1992, Kristin gave birth to a son named Christopher and in November, Tish gave birth to her daughter Miley.

“I love this little boy. His mother and I are friends. I respect her, she respects me, and we created a beautiful baby together,” Billy Ray told People shortly after Christopher's birth.

3. Tristan Thompson

Tristan Thompson found himself in the middle of a cheating scandal when it was revealed in December 2021 that he had a baby with his lover Maralee Nichols. Just weeks before the baby was born, Tristan had encouraged his then-girlfriend Khloé Kardashian to hire a surrogate to carry their second child. When Khloé found out about the other child, the surrogate was already pregnant. Shortly afterward, Tristan publicly apologized to Khloé.

“I sincerely apologize to everyone I have hurt or disappointed both publicly and privately during this ordeal. Khloé, you do not deserve this. You do not deserve the heartache and humiliation I have caused you. You do not deserve the way I have treated you over the years,” he wrote. “My actions certainly did not align with the way I view you. I have the utmost respect and love for you. No matter what you think. Again, I am so incredibly sorry.”

Khloé and Tristan's second child was born in July 2022. Their relationship is not soluble for them.

4. Arnold Schwarzenegger

Arnold Schwarzenegger's ex-wife Maria Shriver became pregnant with the couple's fourth child almost exactly at the same time Arnold was sleeping with the family's housekeeper, Mildred Baena. Maria welcomed Christopher on September 27, 1997, and just five days later, Mildred gave birth to a boy named Joseph. Arnold later claimed he had no idea he was Joseph's father until the little boy began to look like him.

After finding out that Joseph was his son, he decided to keep Mildred employed and paid her extra wages to care for her child. Maria did not find out that Joseph was Arnold's son for several years and finally confronted him during a therapy session shortly after he finished his term as Governor of California.

“I thought my heart stopped and then I told the truth. 'Yes, Mary, Joseph is my son.' She was devastated by that. I had an affair in 1996. At first I really didn't know. I just felt like the older he got, the more it became clear to me,” he said in the Netflix docuseries. Arnold.

He continued: “I'm going to have to live with this for the rest of my life. People will remember my successes, but they'll also remember my failures. This is a big failure. I've had failures in my career, but this is a whole different story… What I did was wrong. But I don't want to make Joseph feel like he's not welcome in this world – because he's very welcome in this world. I love him and he's grown into an extraordinary young man.”

5. Nick Cannon

Nick Cannon has become known for his ever-growing family, having welcomed 12 children with six different women over the course of the last decade. While the mothers of his children all seem to support Nick's unique family structure, there has been more than one occasion where his baby mamas were pregnant at the time. While it may be an overwhelming situation for most people, Nick says he loves being a dad.

“Every day I wake up excited as a father,” he told People. “I'm so excited for all of my kids. Constantly, in every way. From winning Citizen of the Month in first grade to the birth of the new one.”

6. Hugh Grant

Hugh Grant is now the proud father of five children – and two of those children were born just months apart. Although it was not made public at the time, Hugh's now wife Anna Eberstein secretly gave birth to a son named John in September 2012. Just three months later, his ex-girlfriend Tinglan Hong had her second child with Hugh, a son named Felix. Hugh has never spoken about the fact that the two children were born so close together.

7. Diddy

In the early 2000s, Diddy made headlines when he impregnated two women at the same time. In late 2005, Sarah Chapman became pregnant with his child and a few months later, his on-off girlfriend Kim Porter learned she was expecting twins. In July 2006, Sarah gave birth to a daughter and in December the twins were born.

Kim says she was pregnant when a friend told her Diddy was the father of another child, but he didn't tell her about the baby in person until after the birth.

“He told me that he may have put himself in a situation and possibly fathered another child outside of the relationship, and I was like, 'Really? Well, I already knew that. I'm glad you decided to be a man,'” she said, according to People. “I was like, 'Dude, this is so fucked up that I can't even respect you right now.' And once the respect is gone, I'm not even listening to you anymore.”

8. Little Wayne

In 2009, Lil Wayne learned he was expecting a child from two women at the same time. At the time, he was engaged to singer Nivea, and on the day her pregnancy was confirmed, she learned Lauren London was also expecting a child from the rapper. Although Nivea says she was devastated by the news, it actually helped her build a friendship with London.

“It was very devastating, then she and I became very close, ironically after he and I decided to put it behind us. She was a really good friend to me during my mother's death. I know that sounds weird, but we were two people going through something that was kind of humiliating. It felt like there was no one else you could share this weirdly unique situation with,” she told VLADTV.

She continued, “We called each other to get information because she and I both dated him when we were younger. But it was the first time we spoke. We talked about all kinds of things from the past and built a friendship through it. It's still a testament to the kind of man he is because we're all moms to his babies, we're all cool with each other. We understand now that the kids are here, damn it! They're here now. You can't take anything back. So we're the best moms I've ever seen in a group with the same baby daddy. I think it's incredible.”

9. Elon Musk

Elon Musk is the father of eleven children and three of those children were born just a few months apart. In November 2021, Elon and Shivon Zilis, the project manager of his company Neuralink, secretly had twins, a boy named Strider and a daughter named Azure. In the meantime, a surrogate mother was pregnant with Elon's second child with Grimes. Just a month after the twins were born, the surrogate mother gave birth to a baby girl they named Exa Dark Sideræl.