26+ Celebrities Who Went to Recovery Programs

Celebs Who Went to Recovery Programs

Everyone has their own methods of dealing with life’s difficulties, and some of those methods are healthier than others. Sadly, many individuals find themselves developing dependencies that only worsen their problems — and celebs are no different. These stars realized they needed the assistance of recovery programs to learn new coping mechanisms, and they encourage their fans who struggle to seek help as well.

Lindsay Lohan

Like many child stars, Lindsay Lohan’s fame began to catch up with her, and she made her first court appearance in 2007. Since then, the actress has been ordered into recovery programs six different times.

Lindsay Lohan

However, Lohan believes that the desire to get better needs to come from the person who’s struggling, not from a court. Lindsay called her stint in those programs “pointless,” “a joke,” and “killing time.” To be clear, her issue isn’t with recovery programs, it’s with forcing people into them when they’re not ready.

Jay-Z

Given how meticulously curated Jay-Z and Beyoncé’s images are, it’s no surprise that the rapper doesn’t speak to the press about his time in a recovery program. That said, it’s probable that his own experiences are what led Jay-Z to offer a helping hand to fellow musician Amy Winehouse.

Jay-Z

Apparently, Winehouse confided in Jay-Z that her record label wanted her to receive treatment — but she refused. Realizing that Amy wouldn’t accept conventional help, Jay-Z made a different offer. “The first time we hung out, I told her, ‘Stay with us.’”

Drew Barrymore

Drew Barrymore’s mother sent her to a recovery center when the actress was just 13 years old. Barrymore remained there for nearly two years, or as she refers to it, “the long haul.” Drew called the therapy she underwent in the facility “revealing and healing,” and credits the place for teaching her how to set boundaries.

Drew Barrymore

Despite Barrymore’s mother leading her to the positive experience, Drew had to cut ties with her mom as part of her recovery. Luckily, the two are on better terms now.

David Hasselhoff

One of the most tragic things about these dependencies is that they often end up hurting those the person loves the most. That was the case with David Hasselhoff when his daughter had finally had enough and took a video of her dad after he’d had one too many, in an attempt to show him what he was doing to their family.

David Hasselhoff

Hasselhoff says that was the exact wake-up call he needed. “Thanks to the tape, I realized this was a problem that I needed to deal with.”

Anna Nicole Smith

Anna Nicole Smith had a reputation for using all sorts of illegal substances, but the truth is that most of her dependencies were on medications that had been prescribed to her. And, as it turns out, people find it much harder to confront someone with a problem when a doctor’s signed off on it.

Anna Nicole Smith

Smith’s bodyguard, Maurice ‘Big Moe’ Brighthaupt, revealed, “She was around enablers and sometimes it’s human nature to enable somebody to the simple fact you want them happy.”

Keith Urban

Keith Urban almost lost everything due to his dependencies. The singer nearly sacrificed his career, his marriage to Nicole Kidman, and his freedom. Luckily, Urban realized everything he was risking and sought help.

Keith Urban

Now that he’s in a much better place, Keith jokes, “I just realized I’m allergic to [substances]. Someone said, ‘You have an allergy? What happens when you drink?’ And I said, ‘I break out in cuffs.’” As for Kidman, she’s loyally stated, “I’m more than willing to walk it with him.”

Ozzy Osbourne

Ozzy Osbourne was convinced that he didn’t need any help and that his dependencies weren’t an issue. At least, he was convinced until he had a fateful argument with his son Jack.

Ozzy Osbourne

The singer recalled, “I had to talk business. And I said, ‘What have you ever […] wanted? I’ll give you whatever you want.’ He says, ‘What about a father?’ […] I went, ‘Oh, my God.’ I’d give whatever materialistic things they ever wanted. But the most important person wasn’t there.”

Chevy Chase

Chevy Chase’s antics have made him one of Hollywood’s most notorious comedians and even got him fired from the hit show Community. But how much of that is just who Chase is as a person, and how much was fueled by outside substances?

Chevy Chase

Well, according to Chevy, it’s all him, baby! Although the actor admits to having dependencies, he calls them “pretty low-level,” and refers to checking into a recovery program as a “tune-up.”

Billy Joel

Billy Joel believes that his dependencies have been wildly exaggerated due to his getting into a car accident and checking into a recovery program immediately afterward. However, the singer insists that both incidents happened independently of each other.

Billy Joel

Regardless of the reasons, Joel is doing better now and still enjoys a glass here or there, but he no longer goes over the top. Billy doesn’t think it was the accident or the program that helped him get clean, though. He’s said, “I just got to a point where I’d had enough.”

Liza Minnelli

Liza Minnelli began to struggle with dependencies shortly after receiving prescription medication to help her cope with the passing of her mother, Judy Garland. Tragically, Garland was also known to have issues with various substances, making Minnelli more susceptible.

Liza Minnelli

Liza has been extremely open with her fans about her time in recovery programs. The actress has said, “My whole life, this disease has been rampant. I inherited it, and it’s been horrendous, but I have always asked for help.”

Stevie Nicks

Stevie Nicks recognized that she was struggling, and checked herself into a recovery program, rather than wait around for a knight in shining armor to rescue her. The singer proudly exclaims, “I got through some pretty scary moments. But I saved me. Nobody else saved me. I survived me.”

Stevie Nicks

While it’s beautiful when someone has a support system to guide them through tough times, it’s also admirable when a person manages to overcome difficulties even if they don’t have help.

Alice Cooper

Alice Cooper didn’t want to admit that he needed help, but his wife Sheryl, and manager Shep Gordon, chose to provide assistance anyway. After Sheryl witnessed Cooper wake up exceptionally ill, she and Gordon feared that Alice’s dependencies were killing him, so they checked him into a facility.

Alice Cooper

Despite being there against his will, Cooper is grateful for the “tough love.” He recalls, “I needed somebody to stop me. I was probably waiting for it.”

Kelsey Grammer

Kelsey Grammer sought help after his Frasier colleagues staged an intervention for him. In a rare glimpse of what it’s like to be on the giving end of such an interaction, John Mahoney revealed, “It’s going to somebody’s house whom you love, who’s down, and just beating him down even further for his own good.”

Kelsey Grammer

As difficult as it may have been at the time, the intervention clearly worked, as Grammer has been clean for over 20 years now.

Steven Tyler

Unfortunately, Steven Tyler’s healthy lifestyle suffered a road bump in 2022, and the singer had to enter a recovery program after being clean for 10 years.

Steven Tyler

After Tyler showed his dedication to the process by staying longer than the 30 days required of him, a rep assured fans that Steven is doing “extremely well and looking forward to being back on stage.” The sad regression came after Tyler was prescribed medication to help him manage his pain after foot surgery.

Ben Affleck

Ben Affleck has admitted that he regrets a lot of what he’s done that led him to a recovery program — particularly the things that are in the media for his children to see. That said, the actor recognizes that his platform means he can send an important message.

Ben Affleck

Affleck has said, “I want my kids to know there is no shame in getting help when you need it, and to be a source of strength for anyone out there who needs help but is afraid to take the first step.”

Pete Davidson

Pete Davidson is no stranger to in-patient programs as the comedian has been “in and out of mental health facilities” since the age of nine. In 2023, at age 29, Davidson checked himself into another recovery program for an undisclosed amount of time.

Pete Davidson

The actor struggles with using substances to ease his anxiety and the pain he suffers due to Crohn’s disease. However, those products have led Pete to a mental breakdown, which is what led him to ask for help.

Lamar Odom

Lamar Odom has taken his own recovery several steps further by acquiring three treatment centers in order to help others on their own journeys to living healthier lives.

Lamar Odom

The former basketball star refers to the recovery programs as his new purpose and says that seeing others benefit from the work he’s doing now is “more satisfying than people telling me what a great basketball player I was.” In fact, Lamar believes that this is the very reason he survived his own dependencies.

Heather Locklear

Despite the fact that Heather Locklear has undergone various treatments for her dependencies, a source close to the actress insists “she doesn’t seem to be making any kind of progress.”

Heather Locklear

It’s hard to believe it’s due to a lack of consistency, though, as the same source explains that Locklear has sought recovery “more than 20 times, perhaps 25 times” since 2008. They don’t question the facilities, however — this person blames Heather and claims that she doesn’t take her recovery seriously.

Scott Disick

In 2020, Scott Disick perfectly encapsulated the reality that recovery is a life-long process. Despite the fact that he hadn’t fallen back to his old ways, Disick felt himself being tempted due to the stress and anxiety of his life at the time.

Scott Disick

Therefore, he checked into a facility as a preventative measure. The TV personality said that he made this decision so that he could “be the best person I can be for my family.”

Kim Richards

Kim Richards has been in recovery programs four separate times but truly feels that she’s found her path to a healthier lifestyle. The actress says she’s found “complete clarity” and her involvement in spirituality has made her dependencies suddenly unappealing.

Kim Richards

Richards explained, “I don’t want it here because it’s going to interfere with what I do. There isn’t room for that.” It seems that for her, the trick was to fill that void with something healthier.

Hayden Panettiere

Hayden Panettiere didn’t struggle with dependancies until 2015, when she had her daughter Kaya, and suffered from postpartum depression. The actress turned to adult beverages as a way of managing her feelings.

Hayden Panettiere

Nobly, Panettiere realized she needed to work on herself — for her daughter’s sake — and gave Kaya’s father full custody while she checked into a facility. Hayden recalls, “After eight months of intensive therapy, I felt like I had this blank canvas to work with.” As for little Kaya, Panettiere has assured fans, “She has a beautiful life.”

John Stamos

Most people attribute their dependencies to a difficult time in their life or a negative influence. John Stamos, though, blames his youthful looks. The actor says that he had Peter Pan Syndrome, never wanted to grow up, and “went into becoming an adult kicking and screaming.”

John Stamos

In 2015, Stamos was caught driving his car when he was in no condition to do so. After that, John went to a recovery program, which he called “the hardest thing ever.” It was there that Stamos realized he had to change his partying ways.

Kesha

Kesha says that her decision to seek assistance in 2014 was just as much for her fans as it was for herself. The singer explains, “I have a public persona where I need to be fun all the time, and I refuse to be a hypocrite.”

Kesha

She continued, “I felt I needed to get help, not only for myself but also for my fans. My worst fear in life is to be fake.” Kesha wants her supporters to know, “The whole process has made me so much stronger.”

Jon Hamm

Jon Hamm doesn’t really understand the stigma around recovery programs, as he feels it’s similar to any other form of therapy.

Jon Hamm

The actor has said, “It has all these connotations, but it’s just an extended period of talking about yourself. […] There’s something to be said for pulling yourself out of the grind for a period of time and concentrating on recalibrating the system. ” The actor sought assistance for his dependencies in 2015 and has since expressed that the process really does work.

Ireland Baldwin

There seems to be some public debate as to why Ireland Baldwin checked into a facility. The press claims it was due to excessive partying, while the model says that she needed to “just get away for a little bit” and work on her mental well-being.

Ireland Baldwin

The media also claims that Baldwin’s family forced her to seek help, while Ireland insists that it was her own decision. Regardless of the circumstances, Baldwin spent two weeks in a recovery program in 2015 and seems to be doing better now.

Demi Lovato

Demi Lovato has been to treatment facilities three times, with one of those instances being after an experience in which the singer nearly lost her life and had to spend two weeks in the hospital prior to entering recovery.

Demi Lovato

Newly treated, Lovato is making music again and says that her work is much better now that she’s healthy and stable. Regarding being clean while recording, Demi admitted, “I can’t say that about my last album, but this one I’m really proud about.”

Michael Phelps

Given that professional athletes retire so young, many of them struggle with feeling directionless at an age when most people are still working. That’s what Michael Phelps experienced after competing in the 2012 Olympics when he announced his retirement at 27 years old (he later ended up returning to swimming for one last competition).

Michael Phelps

The athlete developed dependencies and found himself “on an express elevator to the bottom floor, wherever that might be.” Luckily, he found his purpose again and hasn’t touched any problematic substances since 2014.

Amanda Bynes

Amanda Bynes made an important point when she expressed that she’s never been dependent on serious substances. However, she does indulge in some lighter vices which, mixed with her mental struggles, create a dangerous combination. The actress explained, “Certain things that you think are harmless, they may actually affect you in a more harmful way.”

Amanda Bynes

Bynes serves as a crucial reminder that no two people are alike, and just because someone can enjoy something every so often without suffering consequences doesn’t mean another person can do the same.

Zac Efron

Zac Efron is a huge fan of the recovery process he underwent, as the actor has said, “I think it’s changed my life. I’m much more comfortable in my own skin. Things are so much easier now.”

Zac Efron

Efron struggled with his swiftly growing fame back in 2014 and began to isolate himself from the rest of the world in the pursuit of privacy — which led to some dependencies. Highlighting the darker side of celebrity, Zac explained, “You spend a lot of time in your house going crazy.”

Britney Spears

In Britney Spears’ case, it’s highly debatable how much of her dependencies occurred of her own accord, and what was due to being under a conservatorship for 13 years. The pop star claims that her stint in recovery programs was an attempt to make her appear unstable, while some people around Spears insist the treatments were for her own good.

Britney Spears

A source close to the singer expressed that the facility “affords her the opportunity to rejuvenate and rest, it gives her the ability to recharge with some real peace and quiet.”

Catherine Zeta-Jones

Catherine Zeta-Jones and her husband, Michael Douglas, have been through thick and thin together. Douglas suffered some health issues, the stress of which exacerbated Zeta-Jones’ existing mental struggles. Realizing that she needed help with managing the situation, Catherine checked herself into a recovery facility.

Catherine Zeta-Jones

Douglas supported the actress’ decision, and lovingly expressed, “She’s doing a really good job of getting balanced. I’m proud of her.” We’re happy to say that both celebs are now in much better health — and their marriage is still going strong!

Charlie Sheen

Although Charlie Sheen has been to recovery facilities, he doesn’t credit being forced into them for his newfound health. Instead, the actor believes it was his children that sparked his commitment to getting better.

Charlie Sheen

Sheen explained, “I couldn’t get my daughter to an appointment that she had […] I was like, ‘Wow, I am not even responsible enough to be available for my children’s needs.’ The next morning I woke up and was like, ‘Today is the day.'”

Eva Mendes

Eva Mendes is notoriously private, so it makes sense that the actress refuses to be a spokesperson for recovery. Mendes has told the media that she spent some time at a facility in 2008 due to her dependencies. However, she was reluctant to share any further details.

Eva Mendes

Not one to leave the press empty-handed, Eva was willing to make a general statement. “I’m proud of people who have the determination and the fearlessness to actually go and face their demons and get better. This is a life or death situation.”

Robert Downey Jr.

Robert Downey Jr. is known as one of Hollywood’s biggest comebacks, as he was essentially written off due to his dependencies, but bounced back with his role as Iron Man.

Robert Downey Jr.

Interestingly, Iron Man was also in need of redemption, which is exactly why producers felt Downey Jr. was the right actor for the part. Robert aptly shared that his difficult period in life doesn’t define him when he said, “I am not my story.”

Nicole Richie

Nicole Richie shed some light on why people who seemingly have everything develop dependencies anyway. In the same logic of lottery winners being susceptible to depression, the TV personality shared that her life became too easy too quickly.

Nicole Richie

“I got so much so fast that nothing really excited me anymore. I kind of took matters into my own hands and was creating drama in a very dangerous way. I think I was just bored, and I had seen everything – especially when you’re young, you just want more.”

Kelly Osbourne

It’s known that being susceptible to dependencies can be heredity, and that seems to be the case with the Osbourne family. Like her father, Ozzy, Kelly Osbourne has found herself in and out of recovery programs multiple times.

Kelly Osbourne

However, the TV personality seems to have learned from her relapse in 2021. Osbourne shared that she mistakenly “thought that I had enough time under my belt and I could drink like a normal person, and it turns out I cannot and I will never be normal.”

Demi Moore

Demi Moore started using illegal substances at a young age because she was “young and didn’t know how to become part of the crowd.” However, the actress got a much-needed wake-up call when filming St. Elmo’s Fire.

Demi Moore

Moore showed up on set so unaware of herself that the director, Joel Schumacher, sent her home. Rather than give up on Demi altogether, Schumacher hired a live-in counselor for the actress and made it clear that any money Moore earned from the movie couldn’t be used towards products that’d harm her.

Jamie Lee Curtis

Jamie Lee Curtis developed dependencies while indulging in another Hollywood cliché — cosmetic surgery. The actress was prescribed medication after having a procedure done, and sadly, things escalated from there.

Jamie Lee Curtis

Jamie Lee CurtisCurtis believes that being someone who requires a recovery program is a “badge of honor.” She explained, “It is a way of acknowledging something that is a profound statement and can be, for many people, life-changing. […] It is the secret shame that keeps people locked up in their disease.”

Matthew Perry

Matthew Perry has spent over $9 million in over 15 recovery programs trying to get healthy. The actor explained that he turned to illegal substances and adult beverages as a way of dealing with becoming a major celebrity, essentially overnight, thanks to his role on the hit show Friends.

Matthew Perry

Of course, fans of Chandler were unaware of Perry’s struggles at the time. Nowadays, Matthew says, “I’m grateful for how bad it got. It only made me more adamant about trying to get better.”

Gerard Butler

After shooting several action movies, and sustaining various injuries on set, Gerard Butler started turning to prescribed substances to manage his pain. However, he found himself unable to stop taking the medication and sought help.

Gerard Butler

The actor insists that things never got out of hand, but he wanted to nip the issue in the bud. “I was actually taking a minimal amount when I went in. It was more about becoming a mental warrior and not letting pain bother you.”

Colin Farrell

Although Colin Farrell has struggled with dependencies since he was 14 years old, the actor blames Hollywood for making it so difficult to get — and stay — healthy. Farrell explained, “At a certain level, you are allowed to do whatever the […] you want, in a way that is maddening.”

Colin Farrell

Eventually, Colin was inspired to seek help by other people in his life that had gone through their own recovery processes. He was also moved at his son’s second birthday party, at which, “I think I just decided to live.”

Melanie Griffith

Melanie Griffith began turning to adult beverages at the age of 10 as a way of coping with feeling unloved in her environment. Poetically, it was tough love that made the actress seek help when she was 30 years old.

Melanie Griffith

Griffith showed up to the set of Working Girl very out of sorts, and director Mike Nichols made her pay $80,000 to compensate for the production time lost. Melanie recalls, “It was a very humbling, embarrassing experience, but I learned a lot from it.”

Eminem

Eminem is widely regarded as one of the best rappers of all time, but he nearly lost that ability when he became dependent on various substances. In fact, Eminem insists that his first album after undergoing a recovery program was “the first time I started having fun with music again.”

Eminem

He also warned fans, “It took a long time for my brain to start working again” as there was cause for concern that the rapper’s mental capacities had been permanently damaged. Luckily, both Eminem and his talent are now in good health.

Cara Delevingne

While paparazzi are universally hated — and for good reason — they actually served Cara Delevingne well. The model admits that it was being caught red-handed by some paparazzo that led her to seek recovery.

Cara Delevingne

Delevingne explained, “I thought I was having fun, but at some point, it was like, ‘Okay, I don’t look well.’ You know, sometimes you need a reality check, so in a way, those pictures were something to be grateful for.” Cara is now doing much better, which she credits to a 12-step program, meditation, exercise, and psychodrama therapy.

Flavor Flav

Flavor Flav wants his fans to know, in no uncertain terms, that trying illegal substances was “one of the worst mistakes that I could’ve really ever made with my life.” The rapper went on to call that part of his life a “nightmare” and says he’s lucky to have survived it at all.

Flavor Flav

In fact, Flav strongly believes that the reason he’s still with us is so that he can caution others against making the same mistakes — a mission which he’s fully committed to.

40 Famous Men Whose Girlfriends Keep Getting Younger and Younger

Famous Men Whose Girlfriends Keep Getting Younger

There are a lot of components that go into how much chemistry a couple has, no matter if you’re an everyday person or one of the vast number of celebrities gracing the covers of magazines and movie screens across the globe. Having similar interests or hobbies is always a plus, and this typically means that you’re around the same age. But, there are tons of famous men whose girlfriends keep getting younger and younger in Hollywood. Here’s a look at some of them!

Steven Tyler and Aimee Ann Preston (41 Years)

Steven Tyler is one of the most iconic rock ‘n’ roll stars ever. Over his decades with Aerosmith, he has garnered many awards and a lot of attention, especially for those that he struts around with on his arm.

Steven Tyler and Aimee Ann Preston (41 Years)

One of these just so happened to be his assistant, Amy Ann Preston. This young professional was romantically linked with the rockstar despite their 41-year age gap.

Leonardo DiCaprio and Camila Morrone (23 Years)

Leonardo DiCaprio has been in the entertainment industry since he was a young kid, and because of this, all eyes have been on him during his entire dating life. With his undeniable talent on screen, it’s no surprise that Leo has found his way into some pretty public relationships.

Leonardo DiCaprio and Camila Morrone (23 Years)

One of these relationships is with the beautiful Camilla Morrone, who has been seen around town with him. This couple has a 23-year gap, but it doesn’t seem to phase them one bit.

Al Pacino and Meital Dohan (39 Years)

Al Pacino has been a pretty consistent feature in Hollywood for decades. Always the bachelor, he has been linked to several other famous actresses when it comes to romantic relationships.

Al Pacino and Meital Dohan (39 Years)

Though many of these women were closer to his age, it seems that for right now, he’s settled on dating Israeli movie star Meital Dohan — who is 39 years his junior.

Sean Penn and Leila George (32 Years)

Over his illustrious and lengthy career, Sean Penn has been married several times to some pretty big names. Among those, of course, are Madonna and Robin Wright, but once those relationships were over, it seems Sean turned to the younger crowd.

Sean Penn and Leila George (32 Years)

In doing this, he found himself in a pretty public relationship with a much younger woman. Layla George, who was linked to him in 2019, is 32 years younger than the A-list actor.

Dennis Quaid and Laura Savoie (39 Years)

Dennis Quaid, after having three failed marriages, still wanted to have a meaningful relationship. So the 65-year-old actor found a way to make his dating life more private and eventually ended up proposing to a much younger woman.

Dennis Quaid and Laura Savoie (39 Years)

Just four months after meeting Laura Savoie, he popped the question despite their 39-year age gap. Since then, they have tied the knot and seem to be very happy together.

Tom Cruise and Katie Holmes (16 Years)

Both Tom Cruise and Katie Holmes have made their mark in Hollywood — on the big screen and the small screen. Before Katie, though, Tom had other relationships with the likes of Nicole Kidman and Mimi Rogers.

Tom Cruise and Katie Holmes (16 Years)

Eventually, though, Tom Cruise found himself falling for a young woman, 16 years younger, to be exact. Yet, it didn’t seem to bother either of them one bit. Although the couple did part ways, the age difference was not the culprit.

Pete Cook and Alba Jancou (39 Years)

Pete Cook may not be a name that everyone recognizes, but this architect was launched into the limelight when he became Christie Brinkley’s husband. After they divorced, Pete began dating women a little bit younger than his ex.

Pete Cook and Alba Jancou (39 Years)

In fact, he found himself falling for Alba Jancou, who’s just 21 years old. This means they have a 39-year age gap and that his significant other is younger than his daughter. That didn’t stop him from proposing to his beloved girlfriend, though!

Zach Braff and Florence Pugh (21 Years)

Zach Braff seems to have a thing for younger women now but he didn’t always. He had been romantically linked to big stars including Kirsten Dunst and Drew Barrymore, but eventually, he found love in a much younger actress.

Zach Braff and Florence Pugh (21 Years)

Zach Braff has been in a relationship with Florence Pugh since 2019 — despite their 21-year age gap. The Black Widow star and her beau have had to defend their relationship on numerous occasions but they seem to have an undeniable connection.

Michael Sheen and Anna Lundberg (25 Years)

Michael Sheen has recently been making waves on the show Prodigal Son, but that isn’t the only place many people feel he rocks the boat a bit. After his marriage to Kate Beckinsale ended, Sheen found himself involved with a beautiful, young woman named Anna Lundberg.

Michael Sheen and Anna Lundberg (25 Years)

The couple seems to be happy and making it work, though there is a 25-year age gap. They even welcomed a baby in September of 2019.

Kelsey Grammer and Kayte Walsh (25 Years)

Following his very public divorce from Camille Grammer on the hit reality TV show Real Housewives of Beverly Hills, Kelsey wanted a more low-key relationship.

Kelsey Grammer and Kayte Walsh (25 Years)

Eventually, the 64-year-old actor met Kayte Walsh, who is 25 years younger than him, and they quickly fell for each other. Before long, the pair was walking down the aisle and becoming man and wife.

Robin Thicke and April Love Geary (18 Years)

It seems that many Hollywood stars, after having a traumatic breakup, turn to partners that are the complete opposite of the person they just left. That’s the case with the musician Robin Thicke, who had a pretty intense breakup with his previous wife, Paula Patton.

Robin Thicke and April Love Geary (18 Years)

Still, it must not have been too tragic because months later, Thicke began to date a new woman, model April Love Geary. They seem to be pretty smitten with each other, especially considering the fact that they’ve welcomed three children together.

Dane Cook and Kelsi Taylor (26 Years)

Dane Cook is a pretty popular comedian who likes to keep things on the edge. Maybe that’s why he opted to go for a younger woman, Kelsi Taylor, when he began dating. However, it seems to be working because they’ve been together for quite a while.

Dane Cook and Kelsi Taylor (26 Years)

After initially meeting each other at a game night at Cook’s house, the two quickly developed a relationship, and even with a 26-year age gap, they still have a lot in common.

David Foster and Katherine McPhee (34 Years)

There are lots of great stories when it comes to romantic entanglements, and how a couple meets. David Foster and Katharine McPhee first met when Katharine was a contestant on the fifth season of American Idol. Because Katharine was going to be performing a song that was originally written by David, he stopped by to help her practice.

David Foster and Katherine McPhee (34 Years)

With David as her mentor, the two developed a friendship and eventually, in 2018, announced their engagement. Of course, the media focused on their 34-year age gap rather than the relationship itself.

P. Diddy and Lori Harvey (28 Years)

Sean Combs has been in showbiz for decades, and because of this, he has been attached to several high-profile relationships with the likes of Jennifer Lopez. One of the longest, though, was with the singer Cassie.

P. Diddy and Lori Harvey (28 Years)

When this relationship eventually fell apart, the entrepreneur began dating Lori Harvey. The two had a 28-year age gap, and that may be why the relationship only lasted three months.

Wilmer Valderrama and Demi Lovato (12 Years)

The relationship is long over, but it seems that Wilmer Valderrama has a thing for younger women. In the past, his preferences gained a lot of attention, especially when it came to his six-year relationship with singer Demi Lovato.

Wilmer Valderrama and Demi Lovato (12 Years)

With a 12-year age gap, the couple still seemed to be able to manage their differences. However, the two broke up eventually and moved on with their lives. Today, Wilmer is engaged to Amanda Pacheco — with whom he shares a child.

Sylvester Stallone and Jennifer Flavin (22 Years)

Hearing Sylvester Stallone’s name automatically conjures up images of a sweat-clad boxer punching a slab of meat. Perhaps his most iconic role, Rocky, also introduced him to his sweetheart — who he’s been with for over two decades!

Sylvester Stallone and Jennifer Flavin (22 Years)

Stallone met wife Jennifer Flavin on the set of Rocky V when he was 42, and she was 19. After 24 years together, they seem to have absolutely no issues with their 22-year age gap.

Mel Gibson and Rosalind Ross (35 Years)

Though Mel Gibson has had some pretty controversial moments over the past couple of decades, he’s still one of the most iconic actors in Hollywood. Because of his place in the entertainment industry, any relationship he has gains a lot of attention.

Mel Gibson and Rosalind Ross (35 Years)

That includes his relationship with Rosalind Ross, who is 35 years younger than him. This large age gap could be a problem for some, but it doesn’t seem to be for them.

Ben Affleck and Lindsay Shookus (8 Years)

Ben Affleck has recently been making headlines for rekindling his famous relationship with J.Lo. They seem to be happy, but in between the time of Affleck’s divorce from ex-wife Jennifer Garner and now, he has had several relationships with younger women.

Ben Affleck and Lindsay Shookus (8 Years)

One of those was with a Saturday Night Live producer, Lindsey Shookus. Though the age gap was minimal, just a measly eight years, it might have been a deal-breaker. The relationship didn’t last, but Ben did move onto other younger women.

Chris Pratt and Katherine Schwarzenegger (11 Years)

Chris Pratt has become quite the leading man over the past several years, and this has made his romantic relationships that much more press-worthy. After he and his ex-wife, Anna Faris, split, Chris eventually found a new love.

Chris Pratt and Katherine Schwarzenegger (11 Years)

Although they are 11 years apart, Pratt and Katherine Schwarzenegger eventually sealed the deal by walking down the aisle and exchanging vows. They have since welcomed a child together.

Billy Joel and Alexis Roderick (32 Years)

With several marriages under his belt, Billy Joel still didn’t lose hope and continued looking for “the one.” After both his marriages to Christie Brinkley and food writer Katie Lee ended, he found love again with his fourth wife.

Billy Joel and Alexis Roderick (32 Years)

Dating a woman half his age seems to be working out just fine. The musical genius exchanged vows with Alexis Roderick in 2015, and the two have been enjoying life ever since — despite their 32-year age gap.

Ben Affleck and Ana de Armas (16 Years)

We’re back to Ben Affleck! After his divorce from Jennifer Garner, the star had several consistent relationships with younger women — though all of them obviously ended considering that he and J.Lo have been making headlines for getting back together.

Ben Affleck and Ana de Armas (16 Years)

Still, some of Ben’s previous relationships are worth mentioning. He was romantically linked to Ana de Armas, a Cuban movie star who happens to be 16 years younger than the award-winning actor.

Scott Disick and Sofia Richie (15 Years)

Scott Disick rose to fame as the boyfriend of Kourtney Kardashian on the hit reality television show, Keeping Up With the Kardashians. Eventually, though, Scott and Kourtney ended their on-and-off relationship — and Scott finally moved on.

Scott Disick and Sofia Richie (15 Years)

In 2017, Disick decided to let the world know that he had been dating Lionel Richie’s daughter, Sofia Richie, who’s 15 years his junior. This is a unique relationship because Richie is also close friends with many of the members of the Kardashian family. As of 2020, however, they’re no longer together.

Alec Baldwin and Hilaria Thomas (26 Years)

Alec Baldwin has been a fixture in the Hollywood scene for decades and has had several high-profile relationships, including his stormy marriage to actress Kim Basinger. When that relationship ended, many people were desperate to see who the next woman on his arm would be.

Alec Baldwin and Hilaria Thomas (26 Years)

Alec eventually met Hilaria Thomas — and the two, despite their 26-year age gap, instantly clicked. So much so that they ended up tying the knot. They now have four children together.

Josh Duhamel and Audra Mari (21 Years)

It must be hard to maintain a marriage when the spotlight is always on you. Josh Duhamel was married to musician Fergie for eight years when they decided to split.

Josh Duhamel and Audra Mari (21 Years)

Since this breakup, Josh has been linked to several people but most recently to model Audra Mari. 21 years younger than Josh, Audra was crowned Miss World America 2016.

Harrison Ford and Calista Flockhart (22 Years)

Harrison Ford has played many iconic roles and has been the subject of many tabloid stories regarding cheating. But perhaps, after finding love with Calista Flockhart, all of that is behind him.

Harrison Ford and Calista Flockhart (22 Years)

Calista Flockhart, who is 22 years younger, and Harrison have been together since 2002 and share a child. It seems that the age gap may have worked its magic in this case.

Nicolas Cage and Alice Kim (20 Years)

Nicolas Cage had already been married twice before he finally met his third wife, Alice Kim. These two met at a sushi restaurant where Kim was a waitress, and they hit it off. Eventually, they got married.

Nicolas Cage and Alice Kim (20 Years)

Whether it was the 20-year age gap or simply because their relationship just wasn’t working, the two eventually split up. But, this wouldn’t be the last younger woman that Cage would attach himself to.

Jeff Goldblum and Emilie Livingston (30 Years)

Jeff Goldblum tried his hand at marriage a couple of times throughout the ’80s and failed on both accounts. Though each marriage ended on its own accord and for different reasons, it seemed that Jeff was out of luck when it came to love.

Jeff Goldblum and Emilie Livingston (30 Years)

That was until 2014 when Jeff Goldblum met Emilie Livingston. Emilie — who is 30 years younger than Jeff — has stood by him since, and they even have two children together.

Bruce Willis and Emma Heming (24 years)

Bruce Willis and Demi Moore made for one of the most iconic ’90s couples. Still, their marriage eventually ended, although the two remain friends to this day. In any event, Moore and Willis went their separate ways. Eventually, though a decade after the divorce was over, Bruce would find new love.

Bruce Willis and Emma Heming (24 years)

Although Willis had different relationships over the years, none of them stuck until he met Emma Hemming, who is 24 years younger than him. The two fell head over heels for each other — so much so that they got married in 2009 and have welcomed two children ever since.

Lorenzo Lamas and Kenna Nicole Smith (27 Years)

Lorenzo Lamas may not be as big a star as some of the others, but he had his run on hit television shows like Falcon Crest. After four failed marriages, it seemed that Lorenzo was perpetually going to be the single bachelor — that is, until he met Kenna Nicole Smith.

Lorenzo Lamas and Kenna Nicole Smith (27 Years)

After being introduced to each other through his godmother, Lorenzo and Kenna eventually began dating despite their 27-year age gap. Soon, their relationship blossomed into marriage, and now, the two are inseparable.

James Woods and Sara Miller (42 Years)

74-year-old actor James Woods has had plenty of time in the limelight when it comes to romantic relationships. With two previous marriages, it seemed as if he was done with that aspect of his life.

James Woods and Sara Miller (42 Years)

Until he met Sarah Miller, of course! Despite their 42-year age gap, Woods and Miller just can’t resist each other. The critically-acclaimed star recently sparked engagement rumors when he was spotted at a restaurant with his 32-year-old girlfriend — who was sporting a huge diamond on her ring finger.

Nicolas Cage and Riko Shibata (30 years)

After his marriage to Alice Kim ended, Nicolas Cage began dating again. This time, though, he thought he would try a younger woman to see if that could make things work. So, at the Independent Spirit Awards in 2020, he made his relationship with Riko Shibata public.

Nicolas Cage and Riko Shibata (30 years)

The two have a 30-year age gap. Still, that doesn’t seem to bother them much, as just a month after making their debut, the two tied the knot.

Lionel Richie and Lisa Parigi (40 Years)

It looks like Sofia isn’t the only Richie to make the list! Lionel Richie has been singing romance songs for decades and, naturally, has had many romances himself. But, back in 2014, when Lionel began dating Lisa Parigi, he kept it extremely quiet.

Lionel Richie and Lisa Parigi (40 Years)

It wasn’t until 2021 when the relationship was suddenly put on blast, and people began discussing the 40-year age gap. Even with all the backlash on social media, though, the two remain deeply in love.

Brad Pitt and Nicole Poturalski (29 Years)

Over the last several years, Brad Pitt has been in the public eye due to his divorce from Angelina Jolie. With so much being exploited by paparazzi and tabloid press, you might think that Brad would stay away from any type of romantic entanglement.

Brad Pitt and Nicole Poturalski (29 Years)

But, in 2020, he was seen out and about with a new woman named Nicole Poturalski. This German model seems to be Brad’s new love interest despite their 29-year age gap.

Dolph Lundgren and Emma Krokdal (38 Years)

Dolph Lundgren got his start in the movie industry as a Russian boxer in one of the Rocky sequels. Since then, he has been in several movies and continues to work to this very day.

Dolph Lundgren and Emma Krokdal (38 Years)

However, his romantic relationships have fallen under the radar until his newest one with a Norwegian personal trainer named Emma Krokdal. This relationship has found its way into the news thanks to the couple’s 38-year age gap.

Vincent Cassel and Tina Kunakey (30 Years)

Vincent Cassel is a French actor known for his roles on both television and in films including Westworld and Ocean’s 12. He’s not only popular for his movie roles, where he tends to play a tough guy, but he’s also known for his real-life romantic relationships.

Vincent Cassel and Tina Kunakey (30 Years)

He and his current wife have a 30-year age gap. The couple dated for three years before tying the knot in August 2018. Soon after, they welcomed a baby girl to the world!

John Stamos and Caitlin McHugh (22 Years)

John Stamos was — and still is — a heartthrob whether or not he has finally settled down. In any case, he and his wife met while filming an episode of a television show in 2015. They soon began dating and eventually got married.

John Stamos and Caitlin McHugh (22 Years)

With a 22-year age gap, many thought that this relationship was doomed to fail, but the two of them are still madly in love. They have one child together, named Billy.

Richard Gere and Alejandra Silva (34 Years)

Richard Gere is one of those actors that almost every woman has had a bit of a crush on at one point or another. But, in 2015, Alejandra Silva seemed to nab him up. The two dated for a while before making their relationship public.

Richard Gere and Alejandra Silva (34 Years)

Maybe this was because of the 34-year age gap, or perhaps it was just because they wanted to have a little private time to themselves. The two finally married in 2018 and have had two children since.

Gavin Rossdale and Sophia Thomalla (24 Years)

After a very public and messy divorce with his rockstar wife, Gwen Stefani, Gavin Rossdale didn’t waste any time to get back into the dating scene. In 2017, he began seeing German model Sophia Thomalla.

Gavin Rossdale and Sophia Thomalla (24 Years)

The relationship only lasted a year, however. Everybody couldn’t help but talk about the 24-year age gap and the fact that Gavin was dating a woman that was a year younger than his oldest daughter.

Mathew McConaughey and Camila Alves (14 Years)

Matthew McConaughey may strike some as a perpetual ladies man, but in 2007, he met someone who would change that — Camila Alves. Clearly, something stuck because they tied the knot in 2012.

Mathew McConaughey and Camila Alves (14 Years)

Despite the 14-year age difference, the two seem to be very much in love — so much so that they have even welcomed three children together!

George Clooney and Amal Alamuddin (17 Years)

Silverfox George Clooney had gone on record saying that he was never going to get married. He would perpetually be a Hollywood bachelor, but in 2013, his outlook on marriage changed when he met a beautiful, young attorney.

George Clooney and Amal Alamuddin (17 Years)

Amal Alamuddin and George began dating and a year later, they became husband and wife in Venice, Italy. It seemed that the 17-year age gap didn’t make any difference whatsoever to their relationship.

Michael Fassbender and Alicia Vikander (11 Years)

Sometimes in Hollywood, you can find love on the sets of films. That’s what happened between Michael Fassbender and Alicia Vikander, who played a married couple in the movie, The Light Between Two Oceans.

Michael Fassbender and Alicia Vikander (11 Years)

The 11-year age gap doesn’t seem to make any sort of difference as, one year later, the two got married in Spain. Clearly, their age difference is a bigger deal to the media than it is to them!

Randy Jackson and Simone (35 Years)

Randy Jackson was a well-known music producer before becoming a judge on the popular singing competition show, American Idol. Once he stepped into the limelight, though, he opened himself up for interest in the romance department.

Randy Jackson and Simone (35 Years)

This includes his relationship with musician Simone. The two have a 35-year age gap between them, but this doesn’t seem to stop them from enjoying each other’s company.

Jeffrey Morgan and Hilarie Burton (16 Years)

From starring in the hit horror show The Walking Dead to playing father to Dean and Sam in Supernatural, Jeffrey Morgan has been everywhere. But, when it comes to romantic endeavors, his relationship with fellow actor Hilarie Burton is the thing that got the most attention.

Jeffrey Morgan and Hilarie Burton (16 Years)

The couple began dating in 2009 and a decade later, walked down the aisle. It seems that the 16-year age gap has made no difference to them, even when it came to starting a family.

Michael Douglas and Catherine Zeta-Jones (25 Years)

Perhaps one of Hollywood’s most dazzling couples, Michael Douglas and Catherine Zeta-Jones have been together for over two decades. When they initially started dating, there was a lot of talk about the 25-year age gap and its effect on their relationship.

Michael Douglas and Catherine Zeta-Jones (25 Years)

Clearly, their age difference has nothing on them, as they’ve been happily married for quite a long time — despite having to face serious issues over the years.