Do you want to significantly alter your life in a negative way? You can probably achieve that in less time that it’s going to take you to finish this list if you decide to include cheating on your partner in your daily activities.
After all as every single couple on this list learned while there may be some things they were willing to forgive, sleeping with another woman (or you know, in some cases nineteen) was enough to put an unhappy ending on their Hollywood love story.
Though when you consider there are several entries on our list which related in the celebrities ‘side chick’ getting pregnant, you can understand why that may have been a bit of a bigger fight on the homefront. There’s even one celebrity who managed to sleep with two biological twin sisters and an outstanding basketball player who decided his teammate’s wife wasn’t off-limits.
We even have one celebrity who decided his marriage wasn’t as fun as a night with Paris Hilton (did he not see her sex tape?).
While some marriages were over as quick as they began (including one smart married man who decided to cheat on his bachelor party), others had lasted decades which made the cheating scandal all the more shocking.
These are 15 celebrities who decided cheating was how they wanted to end their relationship.
15. Chris Brown And Karrueche Tran – Brown Got Side Chick Pregnant
Chris Brown and Rihanna had plenty of reasons to end their relationship (you know like the fact that he beat her), but his former flame Karrueche Tran was thankfully able to escape their relationship without any alleged abuse becoming apparent.
One thing Tran did have to endure was Brown cheating on her though, in fact, he even impregnated the other woman, an up and coming model named Nia Guzman-Amey.
When talking about the infidelity, Tran said,
“Listen. One can only take so much. The best of luck to Chris and his family. No baby drama for me.”
Brown defended his actions saying he and Tran were on a break.
14. Tony Parker And Eva Longoria – Tony Went After Teammate’s Wife
Want to know a not so cool thing to do to a teammate? Start sleeping with his wife. Clearly Tony Parker didn’t get that message when he decided to start hooking up with his then-teammate Brent Barry’s wife.
While Parker’s talent has kept him in San Antonio throughout the scandal and is still one of their more reliable players, the consistency with his marriage to the gorgeous Eva Longoria was not quite so strong and ended after she also allegedly found hundreds of messages of Parker and other women.
If Longoria wasn’t already hot enough, she also admitted in a past interview,
“I’m not averse to being tied up with silk scarves, I like a man to take charge. There’s something very sexy about being submissive because your guard is down, you have to totally surrender to something like that.”
13. Reese Witherspoon And Ryan Phillippe – Witherspoon Blames Divorce For Career Failing
Reese Witherspoon should have been at the top of her career peak after she took home an Academy Award for Walk the Line, but then it came out that her husband Ryan Phillippe were separating after he was having an affair with fellow actress Abbie Cornish (who he dated for years).
Witherspoon blamed her career stagnation that followed (including the terrible Four Christmases and How Do You Know) on the divorce,
“I spent a few years just trying to feel better. You can’t really be very creative when you feel like your brain is scrambled eggs,” said Witherspoon.
12. Iggy Azalea And Nick Young – Iggy Found Out When Young’s Teammate Leaked Video
Iggy Azalea is hoping to be all over the radio with her latest single, “Switch”, which is off her upcoming album and due to be released in the near future. Iggy’s also planning to be plenty busy, including planning a potential tour down under.
“We are talking about doing a tour in Australia because I haven’t actually had my own tour out here except when I opened for Beyonce,” said Iggy.
One reason she has more time on her hands? Her engagement to Nick Young was called off back in 2016 after a video emerged where he was talking to a teammate about a woman he recently hooked up with.
11. Mario Lopez And Ali Landry – Cheated On Her At His Bachelor Party
Mario Lopez may be used to getting told what to say when he works as a host on television, but you can imagine he was left pretty speechless when his now former wife Ali Landry became aware of his infidelity.
Landry is a former Miss USA and was linked to Lopez for 6 years, but it was only days before their wedding when Lopez decided cheating was a super cool thing to do. On top of cheating at his bachelor party, Lopez also lied to her and told her he was going fishing deciding that it was easier to just ask for forgiveness later.
The infidelity had such an impact on Landry that with her next partner, she literally did not have intercourse until the wedding.
10. Tiger Woods And Elin Nordegren – Thought He Had The Right To Cheat
Tiger Woods is one of the most successful professional golfers of all-time, but there is no way you can talk about his legacy for very long without starting in about the horrific and public end to his marriage to former model Elin Nordegren.
Married in 2004, the two had two children together before it became very apparent that Tiger Woods was hooking up with several women (many of whom went to the media with their story).
“I thought I could get away with whatever I wanted to. I felt that I had worked hard my entire life and deserved to enjoy all the temptations around me. I felt I was entitled. Thanks to money and fame, I didn’t have to go far to find them. I was wrong. I was foolish,” said Woods when talking about his infidelity.
9. Jesse James And Sandra Bullock – Many, Many Women
Jesse James definitely isn’t the most respectful guy, as this is not the only time he makes an entry on the list. His most public infidelity may be when he decided that Sandra Bullock wasn’t good looking enough for him, and despite their marriage in 2005, by March 2010 it was becoming increasingly clear that he had booty bumped with several women.
“The vast majority of the allegations reported are untrue and unfounded. Beyond that, I will not dignify these private matters with any further public comment. There is only one person to blame for this whole situation, and that is me. It’s because of my poor judgment that I deserve everything bad that is coming my way,” said James in an official statement.
8. Chad Michael Murray And Sophia Bush – Murray Hooked Up With Paris Hilton
It’s always fun when you get to see relationships develop on the small screen become relationships that happen off the screen as well. That was the case with Chad Michael Murray and Sophia Bush who both found fame with One Tree Hill, but after being married for 5 months they decided enough was enough and separated.
7. Joe Jonas And Taylor Swift – Break-Up Was A 27-Second Phone Call
There are two sides to every story, but it’s hard to deny that Joe Jonas was at least emotionally cheating on Taylor Swift with Camilla Belle who he started dating immediately after their relationship fell apart.
When talking about their breakup, Swift said,
“They have been together for months. That’s why we broke up.”
Swift also put Jonas on blast for ending their relationship with a 27-second phone call, something Jonas also defended himself saying that conversations only last as long as the other person is willing to (insinuating that Swift hung up on him).
6. Arnold Schwarzenegger And Maria Shriver – 25-Year Marriage + Child With Affair
Arnold may be known as the Terminator, but it was his now former wife Maria Shriver who elected to terminate their 25-year marriage back in 2011. Granted she definitely had a pretty good reason to when it became public knowledge that Schwarzenegger had impregnated and fathered a son 14 years prior with a former employee.
Arnold said he told her of the infidelity over a decade ago, but when interviewed about his biggest regret Arnold said,
“I’m least proud of the mistakes I made that caused my family pain and split us up.”
It also came out after the scandal first broke that actress Brigitte Nielsen also got up close with Arnold for an extended period of time,
5. P-Diddy And Kimberly Porter – Cheated On Pregnant Partner, Got Girl Pregnant
Sean Combs is one of the most successful musicians of all-time and with a net worth of over $700 million it’s clear that he’s also pretty smart with his money.
Yet with all that money we’re sure he wishes he had thrown the extra few bucks down for some condoms when he decided to cheat on his on-again, off-again partner Kimberly Porter (from 1994-2007) with a woman named Sarah Chapman.
To add insult to injury, not only did Chapman get pregnant by Porter was also pregnant with upcoming twin girls.
“He’s not the first man who’s cheated. He’s not the first man who’s had a baby outside of his relationship. He’s not the originator of this. But at this point in my life — I have girls now — it’s a different program,” said Porter when talking about it.
4. Kristen Stewart And Robert Pattinson – Cheated On Him With Her Director
One of the biggest disadvantages of being a celebrity is that anytime you step out in public there is a chance that someone is going to take a picture of you. Which means that if you’re going to cheat on your partner, you better make sure you’re a lot more clever about it than Kristen Stewart who was caught kissing Rupert Sanders which wasn’t so good considering she was exclusive with Robert Pattinson.
“This momentary indiscretion has jeopardized the most important thing in my life, the person I love and respect the most, Rob. I love him, I love him, I’m so sorry,” said Stewart.
Sanders was directing Stewart in the movie Snow White and the Huntsman but that definitely wasn’t in the script! To make the story all the more shocking, there is a 19 year age gap between Sanders and Stewart.
3. Wiz Khalifa And Amber Rose – Wiz Slept With Twin Sisters
Wiz Khalifa and Amber Rose started dating in 2011, got engaged in 2012 and were married in 2013. Rose also gave birth to their son 5 months after their marriage, so you can imagine that probably played a factor in picking the wedding date!
They were divorced in 2014 citing irreconcilable differences, like oh I don’t know, how about the time Amber Rose walked in on Khalifa with twin sisters? You can imagine that’s not how Wiz wanted that fantasy to end, though he did post a selfie with the two sisters earlier in the night, so here’s hoping that story isn’t having ramifications in their life.
2. Jude Law And Sienna Miller – Jude Slept With The Children’s Caregiver
Sienna Miller is one of the most beautiful women in Hollywood, but she couldn’t be around all the time and perhaps that’s why Jude Law elected to start sleeping with his children’s caregiver Daisy Wright.
Miller and Law then separated and while they tried to rekindle their relationship at various points, they officially called it off in 2011.
“Following the reports in today’s papers, I just want to say I am deeply ashamed and upset that I’ve hurt Sienna and the people most close to us. I want to publicly apologize to Sienna and our respective families for the pain that I have caused. There is no defense for my actions which I sincerely regret and I ask that you respect our privacy at this very difficult time,” said Law when talking about the incident.
1. Jesse J And Kat Von D – Jesse Slept With 19+ Women
Jesse James and Kat Von D started dating in 2010 and by January 2011 had decided they loved and trusted each other to get engaged. Yet that trust was clearly faltering because they split in July, got back together in August and broke up again in September.
Von D stayed single for the next year (seemingly) but wasn’t shy when taking to social media to explain why her and Jesse J had officially called it splits,
“Today I encountered the 19th girl to add to the list of people Jesse cheated on me with during this last year. Thank You, Jesse James.”
It’s clear that James didn’t give a **** about being subtle about his douchery.