13) Sean Penn and Madonna
Sean Penn and Madonna's romantic relationship was quite dramatic since the day the two tied the knot back in August 1985. Their relationship caught the eye of the media after Penn was accused of physical violence as reported by Insider. The pair ended their fou-year-long relationship and got divorced in 1989.
In an interview with Rolling Stone in 1989, the pop icon, Madonna, went candid and opened up regarding her and Penn's relationship. During the interview, she said:
"I felt that no one wanted us to be together,...They celebrated our union, and then they wanted us to be apart. There were rumors about us getting a divorce a week after the wedding. We fought that. And, yes, that is difficult. I don't know if anyone can do it [under those circumstances]. You have to be really, really strong and immune. Very sure of yourself."
She further continued:
"Ultimately, I have twinges of regret, but I feel more sadness than anything. Feeling regret is really destructive. I have learned a great deal from my marriage, so much."
14) Alec Baldwin and Kim Basinger
Kim Basinger and Alec Baldwin were one of the most well-known celebrity couples in Hollywood. The two were married for nearly ten years. They also share a child named Ireland Baldwin together. However, unfortunately, they went on to divorce each other and it was indeed a messy divorce, as stated by Insider.
They reportedly first met in 1990 and then went on marry each other in August 1993. However, in 2001, Basinger filed for divorce. The pair's breakup was extremely "nasty" and super "public". They even fought for their child's joint custody.
As per Insider, In an interview in 2016, Basinger spoke about their very public divorce and how it impacted their daughter's life. She said:
"Divorce is hard on a kid, no matter how you cut it,...And ours was very public and nasty. So I brought up Ireland in a very unconventional way. I just wanted her to be free. If she wanted to have her friends over and write over the walls with pen, that was fine. I wanted her childhood to be full of love and light and animals and friends."
15) Courteney Cox and David Arquette
Another celebrity couple who went through a difficult breakup were David Arquette and Courteney Cox. The two well-known actors first met in 1996 on the set of Scream. Thereafter in June 1999, the two went on to marry each other. However, after a little more than a decade, in 2010, their relationship ended. The same year, they dropped a joint statement disclosing their separation. As per the statement shared by the two actors:
"The reason for this separation is to better understand ourselves and the qualities we need in a partner and for our marriage,...We remain best friends and responsible parents to our daughter and we still love each other deeply. As we go through this process we are determined to use kindness and understanding to get through this together."
Friends star Courtney Cox also went on to reveal the reason behind their separation in 2016. While on the popular show, Running Wild With Bear Grylls, Courtney Cox said:
"I think that we were such good friends,...We found ourselves leading separate lives and just coexisting and being great friends, but not having the intimacy that is so important in a relationship. I think you really need to work in a relationship, and I think that we tried. We're just really different, too. I'm the polar opposite of him. That can be great for a lot of things, but I need this kind of real, one-on-one connection.”