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Famous men whose girlfriends are getting younger and younger

Aimee Ann Preston and Steven Tyler (41 Years)

Seems Steven Tyler's girlfriend wants everyone to think they're engaged – SheKnows

Steven Tyler is one of the most well-known rock stars of all time. Over the years he’s been with Aerosmith, he’s won a lot of awards and gotten a lot of attention, especially for the ones he wears on his arm. One of these people was Amy Ann Preston, who worked for him. Even though they were 41 years apart in age, this young professional had feelings for the rock star.

Leonardo DiCaprio and Camila Morrone (23 Years)

A Timeline of Leonardo DiCaprio and Camila Morrone's Relationship

Leonardo DiCaprio has been in the entertainment business since he was a child. Because of this, he has always been the center of attention when he was dating. Leo’s acting skills can’t be denied, so it’s no surprise that he’s been in some pretty public relationships. One of these is with the beautiful Camilla Morrone, who has been seen with him around town. Even though there are 23 years between them, it doesn’t seem to bother them at all.

Meital Dohan and Al Pacino (39 Years)

Al Pacino, Meital Dohan Split Due to 'Difficult' Age Gap

Since the 1970s, Al Pacino has been a pretty steady presence in Hollywood. He has never been in a relationship, but he has been linked to a number of famous actresses as a possible partner. Even though many of these women were closer to his age, he seems to have decided to date Israeli actress Meital Dohan, who is 39 years younger than him, for the time being.

Sean Penn and Leila George (32 Years)

Sean Penn still in love with estranged wife Leila George

Sean Penn has been married to some pretty famous people over the course of his long and successful career. Madonna and Robin Wright are two of them, but once his relationships with them ended, Sean seems to have moved on to younger people. By doing this, he ended up dating a much younger woman in front of a lot of people. In 2019, he was linked to Layla George, who is 32 years younger than him.

Dennis Quaid and Laura Savoie (39 Years)

Who is Laura Savoie? Dennis Quaid, 68, and wife, 29, make rare red carpet appearance at CMT Awards 2022 | MEAWW

Dennis Quaid had three marriages that didn’t work out, but he still wanted to be in a good relationship. So, the actor, who was 65 at the time, found a way to keep his dating life more private. Eventually, he proposed to a much younger woman. Even though they were 39 years apart in age, he asked her to marry him just four months after meeting her. Since then, they’ve gotten married, and it looks like they’re very happy together.

Tom Cruise and Katie Holmes (16 Years)

Everything About Tom Cruise and Katie Holmes' Relationship

Tom Cruise and Katie Holmes have both made a name for themselves in Hollywood, both on the big screen and on TV. Tom was in relationships with people like Nicole Kidman and Mimi Rogers before he was with Katie. But in the end, Tom Cruise fell in love with a young woman who was 16 years younger than him. Still, neither of them seemed to care at all. Even though the couple broke up, it wasn’t because of how old they were.

Alba Jancou and Pete Cook (39 Years)

Peter Cook Confirms Engagement to 21-Year-Old Alba Jancou

Pete Cook may not be a name that everyone knows, but when he married Christie Brinkley, he became a well-known architect. Pete started dating women a little bit younger than his ex-wife after they broke up. He even fell in love with Alba Jancou, who is only 21 years old. This means that there is a 39-year age difference between them and that his girlfriend is younger than his daughter. But that didn’t stop him from proposing to the woman he loved.

Florence Pugh and Zach Braff (21 Years)

Florence Pugh defends 21-year age gap with boyfriend Zach Braff

Zach Braff seems to like younger women now, but that wasn’t always the case. He had been linked to Kirsten Dunst and Drew Barrymore, but in the end, he fell in love with a much younger actress. Even though Zach Braff and Florence Pugh are 21 years apart in age, they have been together since 2019. The actor who plays Black Widow and her boyfriend have had to defend their relationship many times, but they seem to have a strong bond.

Michael Sheen and Anna Lundberg (25 Years)

Michael Sheen and Girlfriend Anna Lundberg Expecting Baby No. 2 |

Michael Sheen has recently caused a stir on the show Prodigal Son, but that’s not the only place where a lot of people think he’s a bit of a troublemaker. Sheen started dating a beautiful young woman named Anna Lundberg after his marriage to Kate Beckinsale ended. Even though they are 25 years apart in age, the couple seems happy and is making it work. In September 2019, they even had a child.

Kelsey Grammer and Kayte Walsh (25 Years)

Kelsey Grammer says fourth wife was the first who was open to kids | CTV News

Kelsey wanted a less public relationship after his divorce from Camille Grammer, which was shown on the hit reality TV show Real Housewives of Beverly Hills. The actor, who is 64 years old, eventually met Kayte Walsh, who is 25 years younger than him. They fell in love quickly. Soon enough, they were walking down the aisle and getting married.

April Love Geary and Robin Thicke ( 18 Years)

Robin Thicke's Fiancee: Who Is April Love Geary?

It seems like after a bad breakup, a lot of Hollywood stars end up with people who are the exact opposite of the person they just left. This is what happened with musician Robin Thicke and his ex-wife, Paula Patton. Their breakup was pretty bad. Still, it can’t have been too bad because Thicke started dating a new woman, model April Love Geary, a few months later. They seem to really like each other, especially since they have three kids together.

Kelsi Taylor and Dane Cook (26 Years)

How Dane Cook, fiancée Kelsi Taylor 'prepared' for age gap backlash

Dane Cook is a popular comedian who likes to keep things on the edge. Maybe that’s why he chose Kelsi Taylor, a younger woman, as his first date. But since they’ve been together for a while, it seems to be working. After meeting at a game night at Cook’s house, the two started dating quickly. Even though they are 26 years apart in age, they have a lot in common.

David Foster and Katherine McPhee (34 Years)

Katharine McPhee slams critics of 34-year age gap with David Foster

When it comes to romance and how two people meet, there are a lot of great stories. Katharine McPhee was a contestant on the fifth season of American Idol when she met David Foster. David stopped by to help Katharine practice because she was going to sing a song that he had written. With David as her mentor, she and David became friends, and in 2018, they announced that they were getting married. Of course, the media paid more attention to the 34-year age difference between them than to their relationship.

Lori Harvey and P. Diddy (28 Years)

Diddy and Lori Harvey Double Date with Steve Harvey in Italy | The Daily Dish

Sean Combs has been in show business for a long time, so he has been in a few high-profile relationships with people like Jennifer Lopez. But the one with the singer Cassie was one of the longest. When this relationship ended, the business owner started going out with Lori Harvey. They were 28 years apart in age, which may be why they were only together for three months.

Wilmer Valderrama and Demi Lovato (12 Years)

Demi Lovato calls out ex Wilmer Valderrama over their 12-year age gap in new song '29' | MEAWW

The couple is no longer together, but Wilmer Valderrama seems to like younger women. In the past, his tastes got a lot of attention, especially when he was with singer Demi Lovato for six years. Even though they were 12 years apart in age, they seemed to be able to get along. But in the end, they broke up and went on with their lives. Wilmer is now engaged to Amanda Pacheco, who is also the mother of his child.

Sylvester Stallone and Jennifer Flavin (22 Years)

He Revealed More About The Divorce Between Sylvester Stallone And Jennifer Flavin: "They Were Unhappy For A Long Time"

When you hear the name Sylvester Stallone, you immediately think of a sweaty boxer punching a piece of meat. In Rocky, which is one of his most famous roles, he met the woman he has been with for over 20 years. When Stallone was 42 and Jennifer Flavin was 19, they met on the set of Rocky V. After 24 years together, they don’t seem to mind that they are 22 years apart.

Rosalind Ross and Mel Gibson (35 Years)

Mel Gibson and Girlfriend Rosalind Ross Welcome Baby Boy

Mel Gibson is still one of the most famous actors in Hollywood, even though he has done some things that have caused a lot of controversy in the past 20 years. Because he works in show business, every relationship he has gets a lot of attention. This includes his relationship with Rosalind Ross, who is 35 years younger than him. Some people might have trouble with this big age difference, but it doesn’t seem to be a problem for them.

Lindsay Shookus and Ben Affleck (8 Years)

Ben Affleck and Lindsay Shookus' Relationship Timeline

Ben Affleck and J.Lo are back together again, which has been making headlines lately. They seem to be happy, but between when Affleck got divorced from Jennifer Garner and now, he has been with a few younger women. Lindsey Shookus, who works on Saturday Night Live, was one of those people. Even though the age difference was only eight years, it might have been enough to stop them from getting together. Ben moved on to other younger women, but the relationship didn’t last.

Chris Pratt and Katherine Schwarzenegger (11 Years)

Chris Pratt And Katherine Schwarzenegger's Relationship Timeline

Chris Pratt has become a leading man over the past few years, which has made his relationships with women even more interesting to the press. Chris found a new love after he and his ex-wife, Anna Faris, broke up. Even though Pratt and Katherine Schwarzenegger were born 11 years apart, they finally got married when they walked down the aisle and said their vows. Since then, they have had a child together.

Alexis Roderick and Billy Joel (32 Years)

Billy Joel and new bride, Alexis Roderick, congratulated by ex-wife, Christie Brinkley | CBC News

Billy Joel had been married several times, but he didn’t give up and kept looking for “the one.” After his marriages to food writer Katie Lee and model Christie Brinkley both ended, he found love again with his fourth wife. Seeing a woman who is only half his age seems to be going well. Even though they are 32 years apart in age, the musical genius and Alexis Roderick got married in 2015 and have been having a good time ever since.

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