Acclaimed singer Cher may have finally found the one after multiple failed marriages and countless disastrous relationships – including her romance with her musical partner, Sonny Bono, which ended in him keeping her entire fortune, and her relationship with KISS rocker Gene Simmons, which came to a screeching halt after he dumped her for her best friend and fellow star, Diana Ross.
The musical icon, 76, recently sparked engagement rumors with her current beau, 36-year-old music producer Alexander ‘A.E.’ Edwards, after she shared a snap of a stunning diamond ring to Twitter on Christmas – and if the two are gearing up to become husband and wife it will mark a happy ending to the If I Could Turn Back Time songstress’s long quest for love.
Cher has unfortunately faced numerous heartbreaks over her decades-long career – starting with her first marriage to Sonny, who she met when she was only 16 and he was 27.
The two soon fell in love, married in 1964, and formed the musical duo, Sonny & Cher, one year after that, which went on to become one of the biggest acts of all time and propelled both of them into major stardom.
Acclaimed singer Cher, 76, has sparked engagement rumors with her beau, 36-year-old music producer Alexander ‘A.E.’ Edwards
As rumors spread that the star is gearing up to get married for a third time, FEMAIL has broken down all of her past romances – including her relationship with her musical partner, Sonny Bono (pictured), which ended in him keeping her entire fortune
But as their careers flourished, behind-the-scenes, their relationship started to crumble – with Cher later claiming that Sonny didn’t give her ‘any freedom’ during the height of their success and that he ‘didn’t allow her to do anything except work.’
She also accused him of being unfaithful and admitted that things got so bad she once contemplated taking her own life.
The two ultimately split in 1974 – but Cher faced another blow when it was revealed during the divorce proceedings that he had control of 95 per cent of the money they had made together, while his lawyer owned the other five per cent.
After their split, Cher was left with absolutely nothing – except for a broken heart – but she didn’t give up, and went on to become one of the most successful artists of all time.
Along the way, she also continued to search for her soulmate – and her love life has been a rollercoaster. Cher has been linked to many of Hollywood’s biggest heartthrobs over the years – including some of whom were much younger than her, like movie star Tom Cruise, who is 16 years her junior, and actor Val Kilmer, who shares a 14-year age gap with her.
Some of her other failed relationship include her short-lived romance to business mogul David Geffen, who came out as gay after they went their separate ways, her marriage to musician Gregg Allman, which ended due to his drug addiction, and her relationship with Bon Jovi guitarist Richie Sambora, who allegedly cheated on her with a fan.
Now, it looks like Cher may finally have found her happily ever after. As rumors swirl that the singer is gearing up to get married to Alexander, FEMAIL has broken down all of her past romances – and revealed what went wrong in each one.
Cher had a one-night stand with actor Warren Beatty when she was only 16 and he was 25
Before Warren Beatty married Annette Bening, he hooked up with Cher when she was only 16 years old and he was 25. He is seen at age 25 (left) and she is seen two years later at age 18 (right)
Cher told Playboy magazine that she and the actor had a one night stand while he was dating his Splendor in Glass co-star Natalie Wood. He is seen in 1961, one year before he and Cher got together
Before Warren Beatty married Annette Bening in 1992, he was known for being a player and was linked to more than 100 women – including Cher, who later confirmed that she hooked up with him when she was only 16 years old and he was 25.
Cher told Playboy magazine that she and the actor had a one-night stand while he was dating his Splendor in Glass co-star, Natalie Wood.
‘When I was 16 years old, I f***ed Warren Beatty,’ she said. ‘Just like that. Of course, I’m one of a long list. I did it because my girlfriends were so crazy about him, and so was my mother. I saw Warren, he picked me up and I did it.’
At the time, the singer called it a ‘disappointment’ because she ‘didn’t feel anything,’ explaining: ‘What a disappointment. Not that he wasn’t technically good, or could be good, but I didn’t feel anything. So, for me, I felt, “There’s no reason for you to do that again.”‘
She also spoke out about the fling to Elle in 2018, explaining that they met by chance while she was driving on Sunset Boulevard in Los Angeles, California, when she was nearly ‘run down by a white Lincoln convertible.’
‘Are you nuts?’ she recalled saying to the driver. ‘Then I looked at his face, and I thought, “My God, it’s Warren Beatty.”‘
Cher was married to her musical partner, Sonny Bono, for 10 years, but when they split in 1974, he kept all of her fortune
Cher met Sonny about that same time – when she was 16 and he was 27 – and according to the If I Could Turn Back Time songstress, she instantly felt a connection to him. They are pictured together in 1966
‘I swear to God, the moment I saw Sonny, everyone else in the room disappeared,’ Cher said to Parade magazine in 2010. ‘He was the coolest guy ever.’ They are seen together in 1970
Cher met Sonny about that same time – when she was 16 and he was 27 – and according to the If I Could Turn Back Time songstress, she instantly felt a connection to him.
They were introduced at Aldo’s Coffee Shop in Hollywood during a small get together set up by a mutual friend.
The two quickly hit it off and become close friends, and months later, Sonny invited Cher to move in with him and work as his housekeeper. They are pictured in 1965
‘I swear to God, the moment I saw Sonny, everyone else in the room disappeared,’ Cher said to Parade magazine in 2010. ‘He was the coolest guy ever.’
She also told Elle that he was the ‘most unusual person she’d ever seen,’ adding: ‘He had longish hair, and he had the most beautiful suit on, and beautiful long fingers, and Beatle boots, but they were Cuban heels.’
At the time, Cher had just dropped out of high school and moved into an apartment with a few of her friends. As for Sonny, he was an aspiring musician who was in the midst of separating from his wife, Donna Raskin.
The two quickly hit it off and become close friends, and months later, Sonny invited Cher to move in with him and work as his housekeeper. But at the time, he made it clear that he was not interested in having a relationship with her.
‘Sonny told me, “I don’t find you very attractive.” He wanted me to know our being together wasn’t about sex,’ she told Parade.
In return for him cleaning his apartment, he started helping her with her music career, with her adding: ‘Sonny made all the decisions. He was the one I relied on.’
She also told Billboard in 2017: ‘I knew what I wanted to do, but I never would’ve gotten there without Sonny.’
One night, while at the movies together, Sonny kissed Cher for the first time – and they soon started dating. They tied the knot in 1964 – and in 1965, they formed the musical duo, Sonny & Cher
Together, they welcomed their child, Chastity, who later came out as a transgender man and changed his name to Chaz, in 1969. They are seen with Chaz in 1972
One night, while at the movies together, Sonny kissed Cher for the first time, and they soon started dating. They tied the knot in 1964, but their wedding was not what you’d expect.
In her book, The First Time, she recalled asking Sonny while they were hanging out in a park: ‘Don’t you think it’s time you asked me to marry you?’
They agreed to become husband and wife, but didn’t have the money for an extravagant celebration, so they had a makeshift ceremony in their bathroom.
‘Son wanted some kind of ceremony to make it official, so we went into our tiny bathroom and stood side-by-side in front of our medicine-cabinet mirror,’ she recalled.
‘Don’t ask me why we chose the bathroom, there was plenty of space in the living room cause we didn’t have any furniture except his piano.
‘I performed the ceremony, and we exchanged rings and vows. We kissed and that was it. Son and I always felt as if we were married, even before we overcame all the obstacles to making it legal.’
‘It wasn’t a fiery, sexy thing with us, but rather paternal, like we were bound together, two people who needed each other, almost for protection,’ she said in a 1975 interview about their relationship.
They officially tied the knot five years later, and together, they welcomed a child named Chastity – who later came out as a transgender man and changed his name to Chaz – in 1969.
Together, they achieved major success – releasing five albums, selling out numerous world tours, and even landing their own television show
But as their careers flourished, Cher later admitted that their relationship started to fracture behind-the-scenes due to Sonny’s overbearing personality. They are pictured in 1966
But before giving birth to their first child, Cher later revealed she suffered from three miscarriages – including one at 18 years old, which left her screaming in pain and resulted in her being rushed to the hospital for emergency surgery.
‘When I was young I had three miscarriages. First at 18. I was alone in our house,’ she wrote on Twitter back in July.
The Believe songstress said that when Sonny came home, he found her ‘sobbing and rocking on the floor.’ He quickly brought her to the doctor, and by the time she got there, she said she was ‘screaming in pain.’
‘Couldn’t even stop [screaming] in [the] elevator,’ she continued. ‘Doctor sent me straight to hospital, and into the operating room.’
While their romance blossomed, Cher also started to flourish in the music industry. And while the initial plan was for Cher to be a solo act and Sonny to serve as her manager, as she grew in popularity, she asked him to perform with her due to her severe stage fight – and the two eventually formed the musical duo, Sonny & Cher, in 1965.
Together, they achieved major success – releasing five albums, selling out numerous world tours, and even landing their own television show.
But as their careers flourished, Cher later admitted that their relationship started to fracture behind-the-scenes due to Sonny’s overbearing personality.
‘He didn’t want me to grow up or have any freedom,’ she explained to Parade. ‘I wasn’t allowed to do anything except work. We worked more than we lived.’ They are seen together in 1973
They eventually decided to split in 1974 after 10 years together. They are seen in 1973 with their child, Chaz
During their divorce proceedings, Cher discovered that she had no stakes in Cher Enterprises – the company that she and Sonny had founded together – since he owned 95 per cent and their lawyer had the other five per cent. They are seen in 1972
‘He didn’t want me to grow up or have any freedom,’ she explained to Parade. ‘I wasn’t allowed to do anything except work. We worked more than we lived.’
Despite the messy ending to their marriage, when Sonny died in a skiing accident in 1998, Cher was heartbroken over his passing – and even wrote a touching eulogy that she delivered at his funeral. They are seen in 1977
She revealed that Sonny eventually became unfaithful to her and that she was so heartbroken over the realization that she contemplated ending her own life.
‘Stardom made Sonny a huge womanizer,’ she continued. ‘One woman, or even five, was not enough for him. I was trusting and faithful with him. The truth is, I’m not so sure we should’ve ever been husband and wife.
‘I thought about jumping off a hotel balcony. Then I thought, “No, I can just leave him.” When I told Sonny, he said, “If you leave me, America will hate you and you won’t have a job.” I went, “You know what, Sonny? I just don’t care.”‘
They eventually decided to split in 1974 after 10 years together. During their divorce proceedings, Cher discovered that she had no stakes in Cher Enterprises – the company that she and Sonny had founded together – since he owned 95 per cent and their lawyer had the other five per cent.
Not only did she walk away from the marriage with no earnings from their success, but she actually owed Sonny millions of dollars by breaking their contract.
Despite the messy ending to their marriage, when Sonny died in a skiing accident in 1998, Cher was heartbroken over his passing – and even wrote a touching eulogy that she delivered at his funeral.
‘When I was a young there was this section in Reader’s Digest called The Most Unforgettable Character I Ever Met. No matter how old I get, no matter how many people I meet, that person will always be Son for me,’ she said.
Cher moved on with business mogul David Geffen, but he came out as gay years after going their separate ways
In 1973, in the midst of Cher’s marriage troubles with Sonny, mogul David Geffen launched a new club in Los Angeles called The Roxy and Cher attended the opening night. They are pictured together in 1973
The two hit it off right away and as soon as her relationship with Sonny came to an end, she and David started dating. They are seen in 1973
It was David who helped her get out of her contract with Sonny – he paid for her legal team – and he also encouraged her to keep working on her music after the tumultuous divorce. They are seen in 1983
In 1973, in the midst of Cher’s marriage troubles with Sonny, mogul David launched a new club in Los Angeles called The Roxy, and Cher attended the opening night.
They were together for two years before she ultimately dumped him for another man. David later came out as gay, but in a 2000 biography about him, Cher insisted that they had a genuine connection. She wrote: ‘We were really crazy about each other’
The two hit it off right away and as soon as her relationship with Sonny came to an end, she and David started dating.
It was David who helped her get out of her contract with Sonny – he paid for her legal team – and he also encouraged her to keep working on her music after the tumultuous divorce.
‘David helped me so much. I had no money and nowhere to live, if it wasn’t for him I’d have ended up on the street,’ she later recalled.
They were together for two years before she ultimately dumped him for another man. David later came out as gay, but in a 2000 biography about him, Cher insisted that they had a genuine connection.
‘I was the first person to share his bed and to share his life. People don’t believe that, or they don’t want to believe it, or they don’t understand how it could be. We were really crazy about each other,’ she wrote.
Cher was briefly married to musician Gregg Allman, but his addiction to drugs ultimately ruined their relationship
Gregg Allman was the man that Cher ultimately left David for – a musician who was a member of the Allman Brothers Band. The two met when she attended one of Gregg’s concerts and they soon became embroiled in a whirlwind romance
The pair decided to get married just two months into their romance – tying the knot with a Las Vegas wedding on June 30, 1975, at Caesars Palace. They are seen in 1997
But things quickly went amiss due to Gregg’s addiction to drugs, and nine days into their marriage, they decided to get a divorce. They are seen in 1976
Gregg was the man that Cher ultimately left David for – a musician who was a member of the Allman Brothers Band.
But their relationship did not end there. They got back together a month later, and together, they welcomed a son, named Elijah Blue, in 1976
The two met when she attended one of Gregg’s concerts at the Troubadour in LA with her then-beau David, and they soon became embroiled in a whirlwind romance.
‘She smelled like I would imagine a mermaid would smell,’ he later told Rolling Stone about the night they met.
But he described their first meeting as a ‘disaster’ because he ‘passed out in the bathroom, high on heroin.’
Even so, the pair started dating and decided to get married just two months into their romance – tying the knot with a Las Vegas wedding on June 30, 1975, at Caesars Palace.
But things quickly went amiss due to Gregg’s addiction to drugs, with him recalling to Rolling Stone: ‘There was one problem – she didn’t realize that I was a hop-head.
‘So I woke up one morning and told her, “Look, I’ve got to tell you something. I’m addicted to narcotics.” “Well, how do you fix that?” she asked.
‘I didn’t have much of a response beyond “Well…” “I know what we’ll do,” she said. “We’ll go back to LA, and I’ll get my doctor friend to write you a big prescription for Quaaludes, and you can just sleep through it. When you wake up, it will all be over.”
‘I tried it – what the hell – but of course it didn’t work. Still, Cher was actually quite elated that I told her the truth about my addiction.’
They also released a joint album, called Two the Hard Way, in 1977. But after four years together, in 1979, they officially went their separate ways. They are seen in 1976
Cher spoke positively of her time with Gregg while chatting with People afterwards, explaining: ‘I just didn’t have the juice anymore. He’s the kindest, most gentle, loving husband and father. But then, he forgets and everything goes to s***’
Nine days into their marriage, they decided to get a divorce, but their relationship did not end there. They got back together a month later, and together, they welcomed a son, named Elijah Blue, in 1976.
They also released a joint album, called Two the Hard Way, in 1977. But after four years together, in 1979, they officially went their separate ways.
‘We had our good times, we had our bad times,’ he said. ‘We were just different in a whole bunch of ways… I was really glad that she never asked me what I thought of her singing, because I’m sorry, but she’s not a very good singer.
‘Looking back, I think I was trying to find a friend, even if I had to marry one. The thing is, I really love women. I always have.’
Cher spoke positively of her time with Gregg while chatting with People afterwards, explaining: ‘I just didn’t have the juice anymore. He’s the kindest, most gentle, loving husband and father. But then, he forgets and everything goes to s***.
‘I still care a great deal about him because I never loved anybody the way I loved him. But I don’t love him anymore.’
Cher fell for guitarist Les Dudek during her brief stint as a rock artist, but dumped him after she decided to give up on being a rocker
Cher became involved with guitarist Les Dudek in 1980 when she decided she wanted to reinvent herself as a rock star and formed a band called Black Rose
He auditioned to be her guitarist and got the job – and the girl. The band went on to release one album together, but when it didn’t perform well, Cher decided to leave the band – and Les. They are seen together in 1981
Cher became involved with guitarist Les Dudek in 1980, when she decided she wanted to reinvent herself as a rock star and formed a band called Black Rose.
He auditioned to be her guitarist and got the job – and the girl. The two started dating but their relationship was very on-off.
The band went on to release one album together, but when it didn’t perform well, Cher decided to leave the band – and Les.
He certainly didn’t struggle for long – and has since launched a major career, working with Fleetwood Mac’s Stevie Nicks as well as other big names.
Cher dated KISS rocker Gene Simmons in the early ’80s – but he eventually left her for her best friend, Diana Ross
After splitting from Gregg, Cher started dating KISS singer Gene Simmons after she approached him at a party and asked for an autograph for her son. They are seen together in 1979
Soon after they got together, she called their romance ‘the best relationship she’s ever had with a human being’ to People , but even so, she admitted to the outlet in a 1979 interview that they were not ‘monogamous.’ They are seen in 1985
After splitting from Gregg, Cher started dating KISS singer Gene after she approached him at a party and asked for an autograph for her son.
The singer told the outlet that she was seeing other guys ‘for companionship’ since the rocker was busy touring the world with his band, but added that ‘Gene is the only one she’s crazy about.’ They are seen in 1979
Soon after they got together, she called their romance ‘the best relationship she’s ever had with a human being’ to People, but even so, she admitted to the outlet in a 1979 interview that they were not ‘monogamous.’
She explained at the time: ‘I’m going through a very liberated phase right now. I think I have a very masculine attitude to dating.’
The singer told the outlet that she was seeing other guys ‘for companionship’ since the rocker was busy touring the world with his band, but added that ‘Gene is the only one she’s crazy about.’
And while she said she knew he was also ‘spending time’ with other ‘women’ when they were apart, she insisted that it didn’t bother her because their relationship was so strong.
‘Gene might spend time with another woman and stay the night, but he wants her to leave in the morning so he can get on with his day,’ she continued.
‘We just had a wonderful suite at Chicago’s Ritz-Carlton overlooking the lake, and Gene said at breakfast that it never ceases to amaze him how comfortable he is with me.
‘He has never had a steady girlfriend, never had a relationship with anybody. That’s pretty heavy stuff. He’s a very strange, complicated and honest person.’
At the time, Gene also gushed about Cher to the outlet, stating: ‘I’m crazy about Cher, nuts about her. She’s my first love. Cher’s an untainted soul who has never done anything bad to anybody.’
At the time, Gene also gushed about Cher to the outlet, stating: ‘I’m crazy about Cher, nuts about her. She’s my first love. Cher’s an untainted soul who has never done anything bad to anybody.’ They are pictured in 1979
When asked if she was considering making things more official with Gene, Cher said at the time that she was not ready to settle down.
However, things came to a screeching halt near the end of 1979, when Gene left Cher for her close pal, Diana Ross. According to The Washington Post , he reached out to Diana to ask her for advice on what to get Cher for Christmas – but the two soon started their own romantic relationship
‘I’m not saying marriage would never happen, but I’m not planning on it. For once, I don’t feel I have to get married,’ she explained, while Gene added: ‘We’ve talked about getting married, but all this is new to me.
‘I’ve never had anything even close to being serious. I’ve been a snake most of my life. For six years I’ve been on the road, and I didn’t care who I was with. Besides, I’ve always hated kids.’
Despite his distain for children, Cher insisted that Gene was getting along well with her two kids.
‘Gene takes [Chaz] to the movies and they get in food fights. He’s teaching Elijah to swim. When he had time off and I wasn’t home, he came out to be with them.’ she revealed.
‘It’s hard to find someone who likes your kids as much as you do – especially when they didn’t have anything to do with it.’
However, things came to a screeching halt near the end of 1979 when Gene left Cher for her close pal, Diana Ross. According to The Washington Post, he reached out to Diana to ask her for advice on what to get Cher for Christmas – but the two soon started their own romantic relationship.
‘We didn’t think much of it, and I’m not sure that either of us had any hidden agenda, but pretty quickly it became apparent something was happening,’ Gene later wrote in his memoir, Kiss and Make-up, of the love triangle.
He and Cher seemed to stay on good terms following the split, since she told Rolling Stone in a 1996 interview that they were still speaking regularly – and she even claimed that the KISS reunion was her idea.
‘It was my idea, I told Genie, “Look, you should all put on your makeup and get back out there. Everybody would go crazy.” I mean, they know how to put on a show,’ she said.
She had nothing but nice things to say about her ex, adding: ‘He was charming and intelligent. I’ve seen him be an a**hole, but never to me. And the kids loved him. He was a great father figure.’
Cher and actor Val Kilmer dated for two years before splitting in 1984 – but she admitted in 2021 that she still loves him
When Meryl Streep invited Val Kilmer to Cher’s 37th birthday party – which took place New York’s Café Central – the two hit it off. They are seen in 1983
Cher told People in 1984 that she and Val, who was 24 at the time, spent ‘a week just talking’ before anything romantic formed. She recalled: ‘But when we did kiss, I thought my head would shoot right off my body. I had to catch my breath’
When actor Val was first starting out in Hollywood, Cher became interested in him and asked his team to arrange for them to meet. However, the aspiring actor, who is 14 years younger than her, was not interested.
‘Her name shocked me to the point that I spit out my spaghetti while exclaiming, “No,”‘ Val recalled in his memoir, I’m Your Huckleberry, about his reaction to her wanting to meet up.
‘I saw Cher as a less-than-fascinating character out of the gossip rags. I was not motivated to meet her, not out of snobbery but simply because I was sure we had nothing in common.’
But when Meryl Streep invited him to Cher’s 37th birthday party – which took place New York’s Café Central – he agreed to attend and the two hit it off.
Cher told People in 1984 that she and Val, who was 24 at the time, spent ‘a week just talking’ before anything romantic formed.
She later shared more details on the early stages of their relationship in another interview with People. She explained: ‘We laughed at the same things constantly. Our sense of humor was more than I think I’ve ever had with any other guy’
They reportedly dated for two years before ultimately going their separate ways in 1984. But in 2021, while reflecting on their romance, Cher said Val was ‘like nobody she’s ever known’ and admitted she still ‘loves him.’ They are seen in 1984
‘We had a friendship first. I was wondering if something was wrong with him. I don’t know what he thought of me. But when we did kiss, I thought my head would shoot right off my body. I had to catch my breath,’ she said.
‘He is exasperating and hysterical. Thrilling and funny, and doesn’t do what anyone else does. I don’t know how we stayed friends, we just did. We didn’t try. We just were,’ she gushed. ‘I loved him – and I love him.’ They are pictured in 1984
At the time, she called him ‘sensitive, artistic, and humorous,’ adding that he was also a ‘great kisser.’
‘My rule of thumb, and it’s never failed me, is if a man’s a good kisser he’s a great f***er,’ she joked. ‘Val is terrific but sometimes it’s just too intense and hot.’
She later shared more details on the early stages of their relationship in another interview with People. She explained: ‘We became friends because we laughed at the same things constantly. He would sleep over and it was just a friendship [at first]. It took a long time.
‘He’d tell me about his dreams. He took me to a Japanese performance of Macbeth and I was thinking this guy is nuts, we’re not going to get along at all. He was so young.
‘One New Year’s Eve, we didn’t want to go anywhere so he bought a bunch of art supplies back to the house and we all did art all night long with the kids, one of the best New Year’s Eves of my life.
‘He was so good with my kids. He used to let Elijah drive the truck on his property. He couldn’t even see over the dashboard. He might have been nine. He wouldn’t be ashamed or think it was anything. He was a free spirit.
‘Our sense of humor, and what we would put up with from one another, was more than I think I’ve ever had with any other guy.’
They reportedly dated for two years before ultimately going their separate ways in 1984. But in 2021, while reflecting on their romance, Cher said Val was ‘like nobody she’s ever known’ and admitted she still ‘loves him.’
‘He is exasperating and hysterical. Thrilling and funny, and doesn’t do what anyone else does. I don’t know how we stayed friends, we just did. We didn’t try. We just were,’ she gushed. ‘I loved him – and I love him.’
Cher secretly dated movie star Tom Cruise when he was just starting out in Hollywood, despite them having a 16-year age gap
Cher and Tom Cruise first met at Madonna and Sean Penn’s 1985 wedding. They then crossed paths again at an event hosted by First Lady Nancy Reagan at the White House months later. They are seen in 1985
Cher and Tom first met at Madonna and Sean Penn’s 1985 wedding. They then crossed paths again at an event hosted by First Lady Nancy Reagan at the White House months later.
‘A bunch of people who were dyslexic were invited to the White House, and Tom and I are both dyslexic,’ she told Event magazine in 2018. ‘We didn’t go out till way later, but there definitely was a connection there.’
At the time, she was 39 years old and he was only 23 – 16 years younger than her – and he had just received his big breakout movie role in Risky Business, but was still struggling with his newfound fame.
The two kept their relationship a secret from the public at the time and it wasn’t until years later that Cher spilled all the details on their whirlwind romance.
During an appearance on Watch What Happens Live in 2013, Cher said things between her and Tom turned ‘pretty hot and heavy for a little minute’ before they eventually fizzled out.
At the time, she was 39 years old and he was only 23 – 16 years younger than her – and he had just received his big breakout movie role in Risky Business, but was still struggling with his newfound fame. They are pictured together in 1985
While chatting with Oprah in 2015, Cher recalled instantly being attracted to Tom’s ‘wonderful’ personality, adding: ‘He was so different.’ She said things between her and Tom turned ‘pretty hot and heavy for a minute’ before they eventually fizzled out
‘He’s a great guy. The person that I knew was a great and lovable guy,’ she told the host Andy Cohen, adding that she would put him in her ‘top five’ romances.
While chatting with Oprah in 2015, Cher recalled instantly being attracted to Tom’s ‘wonderful’ personality, adding: ‘He was so different.’
‘He was a shy boy. He didn’t have any money,’ she continued. ‘One night we walked into this restaurant in New York and this girl came up, this waitress came up and she took our order and stuff like that and he said: “I knew that girl in school and she wouldn’t give me the time of day.”‘
While Cher said they were still friends in 2018, she admitted that she ‘didn’t get’ his interest in Scientology, adding: ‘I can’t understand it so I just… don’t.’
Cher was in a relationship with movie producer Joshua Donen for one year in 1987 and she credits him with encouraging her to take the role in Mask
Cher met movie producer Joshua Donen through Val since he represented the Hollywood star briefly in the ’80s. The two eventually began dating and were together for a year before they split in 1987. They are seen in 1985
During their relationship, Joshua – who is 11 years younger than Cher – was the one who encouraged her to take her now-famous role in the movie Mask, which went on to earn her a Golden Globe nomination. They are seen in 1985
He also helped her overcome her frustration when she didn’t receive an Oscar nomination. She later told The Washington Post that she was asked to present an award at the ceremony and almost didn’t go, but Joshua convinced her to attend in the end
Cher met movie producer Joshua Donen through Val since he represented the Hollywood star briefly in the ’80s. And they reportedly didn’t have the best first impressions of one another – with sources saying she found him to be ‘rude’ at first, while he thought she was ‘an antisocial b***h.’
Despite not hitting it off at the start, the two eventually began dating and were together for a year before they split in 1987.
During their relationship, Joshua – who is 11 years younger than Cher – was the one who encouraged her to take her now-famous role in the movie Mask, which went on to earn her a Golden Globe nomination.
He also helped her overcome her frustration when she didn’t receive an Oscar nomination. She later told The Washington Post that she was asked to present an award at the ceremony and almost didn’t go, but it was Joshua who convinced her to attend in the end.
Cher ended up going to the awards show in a super-revealing black two-piece outfit designed by Bob Mackie, which earned national media coverage and went on to make history
While reflecting on her romance with Joshua in 1987, she described it was ‘her most serious relationship since being married.’ They are seen together in 1985
She added to the Post: ‘I still really love Joshua and I see him all the time. I just didn’t want to be with him anymore as a girlfriend.’ They are pictured in October 2022
‘I was really upset about not being nominated and then I thought, “I can’t go to the Academy Awards,”‘ she said. ‘Joshua’s father was producing it. He said: “Would you come and make a presentation?”
‘First I said, “No.” Then I said, “Yes. That can be fun. I can enjoy that.” But I thought, “I’m not gonna go in a little black dress. I’m gonna go as the me that they didn’t like.”‘
Cher ended up going to the awards show in a super-revealing black two-piece outfit designed by Bob Mackie – which earned national media coverage and went on to make history.
While reflecting on her romance with Joshua in 1987, she described it was ‘her most serious relationship since being married.’
She added to the Post: ‘I still really love Joshua and I see him all the time. I just didn’t want to be with him anymore as a girlfriend.’
Cher received backlash over her relationship to 22-year-old baker Rob Camilletti – whom she dated when she was 40 – and she said the media ‘tore them apart’
Cher met 22-year-old aspiring actor Rob Camilletti while out to dinner celebrating her 40th birthday in New York City. Pictured together in 1996
Macleans reported that Rob – who is 18 years younger than she was – was ‘supporting himself by working as a bartender and a part-time bagel baker,’ and Cher was ‘entranced’ right away. The couple pictured here in 1996
She told the publication: ‘Rob made my heart do something weird. There’s something quite electric and thrilling about it – you only want this one person and you throw everything else out of the window.’ They are seen in 1988
Cher met 22-year-old aspiring actor Rob Camilletti while out to dinner celebrating her 40th birthday in New York City.
Macleans reported that Rob – who is 18 years younger than she was – was ‘supporting himself by working as a bartender and a part-time bagel baker,’ and Cher was ‘entranced’ right away.
‘Only twice in my life have I been affected that way, and on both occasions, the men were Italians,’ she told the publication.
‘Rob made my heart do something weird. There’s something quite electric and thrilling about it – you only want this one person and you throw everything else out of the window.’
Rob explained to the outlet that one of her assistants approached him and helped set them up, but he was shocked that Cher had an interest in him.
‘What the hell could she find interesting about a guy like me?’ he asked. ‘I didn’t admit to myself that I was attracted to her. We’re from totally different worlds.’
Cher called their relationship ‘really romantic,’ and said Rob was ‘the most well-adjusted man she had ever been with.’
Rob explained to the outlet that one of her assistants approached him and helped set them up, but he was shocked that Cher had an interest in him. They are seen in 1987
‘What the hell could she find interesting about a guy like me?’ he asked. ‘I didn’t admit to myself that I was attracted to her. We’re from totally different worlds.’ They are pictured together in 1987
The pair ultimately ended their romance in 1989 after they faced severe backlash from the public over their large age-gap. She told Parade in 2010 that the media ‘tore’ their relationship ‘apart,’ recalling: ‘They were so mean with Robert’
At the time, she said they were ‘still best friends’ and said their relationship was ‘totally worthwhile.’ In addition, she called Rob her ‘one true love’ during an interview on Sirius XM
‘There was never a problem, never a worry,’ she later recalled of her time with Rob. ‘I’m temperamental. Not like a star, but I’m mercurial, and if I was, like, having some sort of tizzy, he’d say: “I’m going to get cigarettes and I’ll bring you a black and white cookie.”‘
The pair ultimately ended their romance in 1989,after they faced severe backlash from the public over their large age-gap.
She told Parade magazine in 2010 that the media ‘tore’ their relationship ‘apart,’ recalling: ‘They were so mean with Robert.’
At the time, she said they were ‘still best friends’ and said their relationship was ‘totally worthwhile.’ In addition, she called Rob her ‘one true love’ during an interview on Sirius XM.
‘He happens to be from Queens, too. Robert Camilletti. An Italian from Queens,’ she told a fan from the New York City borough who had called into the radio station and asked her who her ‘true love’ was.
Cher was linked to Bon Jovi guitarist Richie Sambora after that, but he allegedly cheated on her with a fan
Cher and Bon Jovi guitarist Richie Sambora grew close after he produced her self-titled album in 1987. And two years later, the pair – who share a 14-year age difference – started dating. They are seen in 1998
According to reports, they split six months later after she caught him cheating on her with a fan. They are seen together in 1989
Cher and Bon Jovi guitarist Richie grew close after he produced her self-titled album in 1987. And two years later, the pair – who share a 14-year age difference – started dating.
According to reports, they split six months later after she caught him cheating on her with a fan.
‘We still always have a good relationship, although it didn’t work out in that particular aspect,’ he said after they went their separate ways.
It seems like there’s no hard feelings between them. And when Richie released a clothing line with Nikki Lund in 2011 – called White Trash Beautiful – he revealed that Cher was his inspiration for it.
‘We still always have a good relationship, although it didn’t work out in that particular aspect,’ he said after they went their separate ways. They are pictured in 1991
It seems like there’s no hard feelings between them. And when Richie released a clothing line with Nikki Lund in 2011 – called White Trash Beautiful – he revealed that Cher was his inspiration for it. They are seen together in 1989
Plus, in a 2018 interview with DailyMail.com, Cher praised Richie’s talent, calling him ‘one of the most underrated singers ever.’ They are pictured together in 1991
‘Actually a turning point for me was when I was about 28 years old and I started dating Cher,’ he told Racked about when he became interested in fashion.
‘Obviously she’s a fashionista, she taught me a lot… [She taught me] how to put things together. You shouldn’t wear this with that, what was right for the occasion.
‘Because when you’re a kid you don’t know that kind of stuff, especially when you’re a man. She’s a great lady.’
Plus, in a 2018 interview with DailyMail.com, Cher praised Richie’s talent, calling him ‘one of the most underrated singers ever.’
Cher was linked to former Hells Angels member Tim Medvetz from 2008 to 2013
Cher and former Hells Angel member Tim Medvetz were introduced by mutual friends and quickly bonded over their shared love of Harley-Davidson motorcycles
They started dating in 2008, but went their separate ways two years later due to her hectic touring schedule. The pair briefly reconciled in 2012 after Cher’s children reportedly urged her to get back in contact with Tim (seen in 2013), who is 24 years her junior
Cher and former Hells Angel member Tim Medvetz were introduced by mutual friends and quickly bonded over their shared love of Harley-Davidson motorcycles.
They started dating in 2008, but went their separate ways two years later due to her hectic touring schedule.
However, the pair reconciled in 2012 after Cher’s children reportedly urged her to get back in contact with Tim, who is 24 years her junior.
Soon after getting back together, rumors started to swirl that they were engaged. A source told The Sun at the time: ‘Cher and Tim plan to hop on the back of a chopper this fall and take off on a road trip that will end at a Vegas wedding chapel.
‘The two met up secretly and they picked up right where they left off. Now Cher is beaming, and Tim told a pal: “I thought climbing Everest was the ultimate call of the wild, but I think marrying Cher will top that.”‘
The couple never ended up getting married, and they ultimately broke up for good in 2013, but it’s unclear what led to the split.
During a break from Tim, Cher reached out to writer Ron Zimmerman over Facebook and they briefly dated
Cher was linked to writer Ron Zimmerman – who is 12 years younger than her – in 2010, during her break from Tim, with the singer explaining that they met over Facebook and that she was instantly attracted to his sense of humor
They eventually broke up because she was still interested in Tim, but they remained friends after the split. Ron later said: ‘We talk every day, wherever we are. We still hang out, we still have a blast.’ He is seen in 2007
Cher was linked to writer Ron Zimmerman – who is 12 years younger than her – in 2010, during her break from Tim, with the singer explaining during an appearance on The Tonight Show with Jay Leno that they met over Facebook, and that she was instantly attracted to his sense of humor.
‘[On my friend’s page] there was this really funny guy, who said the weirdest things,’ she revealed. ‘Like, under religion, it said “Zeus.” He’s very strange but the funniest person you ever met.’
While chatting to Parade, Cher explained that Ron didn’t believe it was actually her at first. She said: ‘He thought that I was a Cher impersonator or a hooker – it never occurred to him that it was actually me.
‘We played verbal volleyball for about a month until he called my friend and asked who I really was. She went: “It’s Cher.”’
She also gushed to ABC News later that year: ‘He makes me laugh more than anybody I’ve ever known. And he’s very crazy, but very smart, and very talented.’
They eventually broke up because she was still interested in Tim, but they remained friends after the split. Ron later said: ‘We talk every day, wherever we are. We still hang out, we still have a blast.’
Cher recently sparked engagement rumors with her new boyfriend, Alexander ‘A.E.’ Edwards
Cher first sparked dating rumors with Alexander in early November when they were seen on a romantic dinner date in West Hollywood together
Cher first sparked dating rumors with Alexander in early November, when they were seen on a romantic dinner date in West Hollywood together.
Alexander – a music producer and VP of A&R at Def Jam Records – was previously in a relationship with model and TV personality, Amber Rose, whom he shares a three-year-old son, name Slash, with.
However, the two split in late 2021 after she accused Alexander of cheating with 12 women, which he later admitted to.
Cher confirmed that they were dating days later, while sharing a snap of her beau to her social media alongside a heart emoji.
While answering questions sent in by fans on Twitter, the hitmaker revealed that they met during Paris Fashion Week and gushed that he treats her ‘like a queen.’
She also responded to someone who slammed them for their large age gap, since he’s 40 years longer than him, writing: ‘Love doesn’t know math.
Cher confirmed that they were dating days later, while sharing a snap of her beau to her social media alongside a heart emoji
She also responded to someone who slammed them for their large age gap, since he’s 40 years longer than him, writing: ‘I’m not defending us. Haters are gonna hate… Doesn’t matter that we’re happy and not bothering anyone’
She also defended their age difference during an appearance on The Kelly Clarkson Show. ‘Well, on paper it’s kind of ridiculous,’ she admitted. ‘But we get along great. He’s fabulous and I don’t give men qualities that they don’t deserve’
‘I’m not defending us. Haters are gonna hate… Doesn’t matter that we’re happy and not bothering anyone.’
The couple sparked engagement rumors on Christmas after she shared a snap to Twitter that showed a massive diamond ring gifted to her from Alexander, which she captioned, ‘There are no words. Alexander “A.E.”‘
‘I don’t give a f**k what anyone thinks,’ she added in a separate tweet. ‘I’m in love, not blinded by it.’
She also defended their age difference during an appearance on The Kelly Clarkson Show.
‘Well, on paper it’s kind of ridiculous,’ she admitted. ‘But in real life we get along great. He’s fabulous and I don’t give men qualities that they don’t deserve.
‘He’s very smart, he’s very talented and he’s really funny so – and I think he’s quite handsome. If I hadn’t met younger men in my life, I would have never had a date, because older men just didn’t like me all that much, do you know what I mean?’
The couple sparked engagement rumors on Christmas after she shared a snap to Twitter that showed a massive diamond ring gifted to her from Alexander, which she captioned, ‘There are no words. Alexander “A.E.”‘
People quickly started to flood Twitter asking her if she and Alexander were getting married, and while she didn’t address the speculation, she later reposted the photo with a different caption, writing, ‘I posted this cause his nails are so cool.’
‘Cher is head over heels in love,’ an insider told RadarOnline. ‘She knows she doesn’t have much time left anymore to find “the one” and after two failed marriages and countless disastrous boyfriends, this could be her last chance and she isn’t going to let it pass her by.
‘Of course, her friends are worried. Whenever there is a 40-year-old and $400 million gap between two people, you have concerns.’
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Read more at DailyMail.co.uk