Each time a star begins a brand new relationship, tabloid curiosity is all the time piqued. If that relationship occurs to be with one other star, then look out — protection of this celeb-celeb couple is definite to make nonstop rounds. That normally leads to cutesy media-derived nicknames — Bennifer, Brangelina, Kimye — whereas paparazzi lay in wait. As celeb {couples} see what semblance of privateness they’d beforehand loved exit the window, the media scrutiny they expertise can grow to be so intense that it is a miracle that any of these {couples} handle to outlive it.

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Reality be advised, few do. Damaged celeb romances are, sadly, a dime a dozen, as evidenced by a number of the most egregiously costly celeb divorces in Hollywood. And whereas divorces are widespread in Hollywood, there are additionally these celebrities who do not even make it down the aisle, getting engaged solely to name the entire thing off and go their separate methods. 

To search out out extra about these showbiz romances gone bitter, learn on for a take a look at 11 celeb engagements that by no means even made it to the altar. 

Winona Ryder was simply 18 years previous when she noticed 27-year-old Johnny Depp on the 1989 premiere of “Nice Balls of Hearth,” during which she performed the teenage bride of rocker Jerry Lee Lewis. As the 2 advised Rolling Stone, theirs was a case of affection at first sight. “It was a traditional look, just like the zoom lenses in ‘West Aspect Story,’ and the whole lot else will get foggy,” Depp gushed. “It wasn’t an extended second, however it was suspended,” Ryder confirmed, with Depp including, “I knew then.”

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They obtained engaged 5 months later, with Depp celebrating the event by getting a tattoo on his bicep studying “Winona Endlessly.” They went on to seem onscreen collectively, co-starring in “Edward Scissorhands” (directed by Tim Burton, who’d beforehand labored with Ryder in “Beetlejuice”). For the following few years, Ryder and Depp have been younger Hollywood’s final “it” couple till they broke it off in 1993 (Depp altered his tattoo, which he altered to “Wino Endlessly”).

Depp moved on and, inside a yr of their cut up, started relationship supermodel Kate Moss. Maybe as a result of she was practically a decade youthful than her ex, the breakup hit Ryder a lot more durable. She advised Elle in 2009 (through the fan web site Winona-Ryder.com) that it was her “first actual breakup, the primary heartbreak. And I believe it was actually ironic as a result of, like, everyone else simply thought I had the whole lot on the earth … the whole lot was type of at its peak, however inside I used to be utterly misplaced.”

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Having each obtained their begins inside the ring as WWE stars, each John Cena and Nikki Bella started relationship in 2012. In the course of the course of their relationship, Cena branched out to grow to be a film star, whereas Bella and twin sister Brie ventured efficiently into actuality TV and podcasting. After relationship for 5 years, Cena obtained down on one knee and popped the query — in the course of the ring throughout WrestleMania 33 in April 2017.

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They’d solely been engaged for a yr when Bella determined to finish issues along with her fiancé. “Whereas this determination was a tough one, we proceed to have quite a lot of love and respect for each other,” the exes stated in a joint assertion to Us Weekly in April 2018. Cena expressed his disappointment through Instagram, posting a “Simpsons” meme studying “Worst Day Ever.” 

In 2020, Bella appeared on Maria Menounos’ “Higher Collectively” podcast, the place she conceded that she and Cena every had various visions of life. “Total, we did have such an unimaginable relationship, it was simply two those that wished two completely different lives,” she stated, as reported by Us Weekly. In response to Bella, she wished to have youngsters, and he didn’t — however in the end agreed to make her comfortable. “Even in the long run when he was keen to present me youngsters, I may simply inform, it isn’t what he wished,” she recalled. “And that is actually, like, you already know, what pushed me in the long run.”

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It is not straightforward for 2 internationally identified celebrities to retain their privateness, so we actually want handy it to Lenny Kravitz and Nicole Kidman. In reality, followers have been shocked to find that the 2 had had an intense romance and even obtained engaged — all with out anybody figuring out. It wasn’t till years later, lengthy after she’d married Australian nation star Keith City that Kidman revealed she and the “Let Love Rule” singer had dated in 2003 and that she’d been his fiancée.

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Kidman first dropped that exact bombshell in an interview with Internet-A-Porter’s journal The Edit, revealing how she got here to know his daughter, Zoë Kravitz. “Nicely, I knew Zoë as a result of I used to be engaged to her father,” she stated, through Individuals. “I really like Lenny; he is an awesome man.”

Beforehand, Kidman had revealed that they’d gotten engaged sooner or later within the early 2000s however did not establish her suitor’s title. “It simply wasn’t proper,” she revealed in a 2007 Self-importance Truthful interview, explaining why issues in the end did not work out. “I wasn’t prepared,” she stated. “We weren’t prepared.”

Co-stars within the Brat Pack traditional “St. Elmo’s Hearth,” Demi Moore and Emilio Estevez met on the movie and shortly started relationship. “In fact, I preferred all my co-stars and stay near a few of them at the moment, however the one that stands out from this era is, after all, Emilio,” Moore wrote in her autobiography, “Inside Out: A Memoir.” 

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Their relationship grew critical, with Moore welcomed into Estevez’s household (which included his dad, Martin Sheen, and brother, Charlie Sheen). After about six months collectively, they obtained engaged, with Moore shifting into Estevez’s Malibu house. They set a date for the nuptials and have been getting ready to stroll down the aisle when Moore discovered some disturbing info. “Emilio and I had in actual fact simply mailed out the invites for our wedding ceremony when a buddy advised me she had seen him out with another person in LA. He denied it, after all, however I used to be having a tough time trusting him: throughout a two-week break up just a few months earlier than, he’d slept with an ‘ex’ girlfriend, lied about it, after which been pressured to inform me the reality when he discovered she was pregnant,” she wrote.

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Determined to salvage the connection, she took the recommendation of her therapist to convey Estevez in for a joint session. “He was resistant, however he lastly did make the journey, and when he revealed his priorities in that session — you will be stunned to listen to — I used to be fairly low on that listing,” Moore wrote. “I postponed the marriage indefinitely.”

Within the mid-Nineteen Nineties, Tate Donovan famously started relationship Jennifer Aniston, who was using excessive on the success of the hit sitcom “Buddies.” In response to a timeline of the ups and downs of Aniston’s love life, she’d beforehand dated two actors, Charlie Schlatter and Daniel McDonald, in addition to Counting Crows frontman Adam Duritz, earlier than getting critical with Donovan. Whereas they by no means did get engaged, they have been residing collectively after they determined to separate up — simply when Donovan had booked a guest-starring position on “Buddies” — awkward!

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Previous to his romance with Aniston, Donovan was engaged to a different well-known actor, Sandra Bullock. They met after they have been each solid in a 1992 rom-com, “Love Potion No. 9.” They dated for just a few years however by no means did make it down the aisle earlier than finally splitting up. “I adored Tate a lot,” Sandra advised Self-importance Truthful of her ex a couple of yr after they parted methods. “It is like they are saying, there’s one individual in your life, and Tate and I are nearer than any two folks I’ve ever skilled in my life. There’s no person which means extra to me, and I do know for a indisputable fact that I imply essentially the most to him in that sure manner.”

When Bullock interviewed Aniston in 2020 for Interview, the ladies revealed that it had been Donovan — described by Bullock as “our former boyfriend” — who’d launched them to one another. “I say ‘our’ since you and I each partook of this one human being,” stated Bullock. “Sure, we did,” Aniston responded. “That is a good looking manner of claiming it.”

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In recounting the rise and fall of Ben Affleck and Jennifer Lopez’s love story, all of it started in 2001, after they co-starred in “Gigli.” Lopez was inconveniently nonetheless married to second husband, Cris Judd, however filed for divorce. “We did not strive to have a public relationship,” Lopez advised Individuals of the media consideration their relationship generated. “We simply occurred to be collectively on the delivery of the tabloids, and it was like ‘Oh my God.’ It was simply numerous strain.” Throughout a November 2002 interview with Diane Sawyer, Lopez revealed they’d gotten engaged, displaying off her large new ring. “It is essentially the most magnificent factor I’ve ever seen,” she stated of the 6.1-carat pink diamond, which reportedly set Affleck again $2.5 million. 

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The couple, dubbed “Bennifer,” set a date in 2003 however then introduced the nuptials have been being postponed because of a media frenzy. “After we discovered ourselves significantly considering hiring three separate ‘decoy brides’ at three completely different areas, we realized that one thing was awry,” the assertion defined, as reported by The Age. By January 2004, they’d cut up up, issuing a press release confirming the engagement was off. 

Only a few months later, she married singer Marc Anthony, welcoming twins earlier than they divorced in 2011. She then moved on with dancer Casper Sensible, whom she dated till 2015. Subsequent got here MLB legend Alex Rodriguez, with the 2 getting engaged earlier than breaking apart in 2021. Lopez then rekindled her romance with Affleck 20 years later. This time, they did make it to the altar. Sadly, love was not sweeter the second time round; Lopez filed for divorce in August 2024.

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Jesse James, identified for his actuality present “Monster Storage,” was famously married to Sandra Bullock. That marriage, after all, flamed out spectacularly when James was caught dishonest in 2010, leading to a fast divorce. It did not take James lengthy to maneuver on, and he rebound by instantly by taking on with tattoo artist Kat Von D, a star in her personal proper from TV present “LA Ink.” 

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In January 2011, the 2 obtained engaged. That September, they’d referred to as it off and cut up up. “I am so unhappy as a result of I actually love her,” James advised Individuals (through Glamour), blaming the truth that she filmed her present in Los Angeles whereas he lived in Texas. “The gap between us was simply an excessive amount of,” he defined.

A few months later, Von D issued a Fb submit to disclose the actual purpose behind the cut up. “As we speak I encountered the nineteenth lady so as to add to the listing of individuals Jesse cheated on me with throughout this final yr,” she wrote in her submit (as reported by Us Weekly). “I deserve a giant fats ‘I advised you so,’ from everybody, and need I did not need to say, ‘You all have been extra proper than you will ever know’ however you have been,” she added, one among James’ many exes to talk out about him through the years.

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It is not hyperbolic to level out that former “Saturday Night time Dwell” star Pete Davidson has lower a large swath via the Hollywood relationship scene, coupling up with the likes of Kate Beckinsale, Margaret Qualley, Kaia Gerber, Phoebe Dynevor, Madeline Cline, and even actuality TV queen Kim Kardashian.

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Of all his relationships, Davidson solely as soon as put a hoop on it when he proposed to pint-sized pop star Ariana Grande. The 2 met on the set of “SNL” in 2014 and started seeing one another in early 2018. They first stepped out as a pair after they attended the Billboard Music Awards collectively that Could, at which era their relationship was described as informal. Round that very same time, Davidson broke issues off with girlfriend Cazzie David, whereas Grande did the identical with rapper Mac Miller. Inside weeks, Davidson obtained a Grande-style tattoo; simply over every week later, Individuals reported that the 2 had gotten engaged. “They’re simply two individuals who discovered love shortly and make one another comfortable on a regular basis,” a supply advised the journal.

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Over the following few months, they have been nearer than shut, making their red-carpet debut collectively on the MTV VMAs in August. Grande even recorded a music in his honor, the aptly titled single “pete davidson.” Lower than two months later, in mid-October, the whirlwind relationship went off the rails; TMZ was the primary to report that they’d referred to as off their engagement. “It was manner an excessive amount of too quickly,” a supply in Grande’s camp advised Individuals of why they broke up. “It is not surprising to anybody.”

When Gwyneth Paltrow started relationship Brad Pitt in 1994 after assembly on the set of “Se7en,” the 2 shortly turned Hollywood’s final energy couple, their mixed stardom shining brilliant. After two years of relationship, Brad Pitt popped the query in 1996. Paltrow’s dad and mom, producer Bruce Paltrow and actor Blythe Danner have been thrilled with the actor they assumed can be their future son-in-law. “I will always remember after we have been engaged and he [Bruce] got here to me at some point, his eyes filled with tears, and he stated, ‘You recognize, I by no means actually realized what they imply after they say you are gaining a son. Like, I am gaining a son,'” Pitt stated in a 2020 interview with Paltrow’s Goop.

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Lower than six months after getting engaged, Paltrow referred to as it off and broke up with Pitt. Trying again on her determination, a long time later, Paltrow admitted her youth had led her to slam on the brakes. “I believe I used to be a child and I wasn’t prepared. He was too good for me. I actually do suppose, I used to be too younger and did not know what I used to be doing,” she stated throughout an look on “The Howard Stern Present,” as reported by Us Weekly. “I imply I used to be 22 after we met and it is taken me till 40 to get my head out of my ass. You may’t decide if you’re 22 years previous.”

Nowadays, Ryan Reynolds appears to be fortunately married to actor Blake Full of life — though there are those that’ve criticized Full of life’s cringe makes an attempt to make their marriage appear excellent. Previous to his romance with Full of life — whom he met on the set of his superhero film, “Inexperienced Lantern” — he’d been engaged to a fellow Canadian, singer Alanis Morissette.

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The pair first met at Drew Barrymore’s birthday celebration in 2002. By the next yr, they have been very a lot a pair, showing collectively on the pink carpets of varied Hollywood occasions. They took the connection to the following degree after they obtained engaged in June 2004. “We’ve the right mixture of compatibility and incompatibility that makes the connection very passionate,” Morissette stated in an interview with Individuals. “It is excellent. I believe it is about stretching one another.”

In 2006, experiences emerged that they’d cut up up however proved to be untimely after they reconciled. It was not, nevertheless, for good. In February 2007, they introduced they have been calling off the engagement. “Ryan Reynolds and Alanis Morissette have mutually determined to finish their engagement,” the exes’ reps confirmed in a press release to Individuals. “They continue to be shut associates and proceed to have the utmost love and admiration for one another.” By April, Reynolds moved on with Scarlett Johansson, with whom he tied the knot in September 2008. That marriage didn’t final lengthy, with the 2 saying their separation in December 2010.

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Earlier than she obtained engaged to Kiefer Sutherland within the late Nineteen Nineties, Julia Roberts had already racked up just a few high-profile relationships, having dated Liam Neeson and damaged off her engagement to Dylan McDermott. Nevertheless, it is robust to disregard the irony that Roberts as soon as starred in a film referred to as “Runaway Bride” when recalling how her relationship with Sutherland got here to a screeching halt — days earlier than their would-be wedding ceremony, no much less. 

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Again in 1991, Soundstage 14 at twentieth Century Fox studios was being adorned for his or her wedding ceremony, decked out to resemble a lush backyard paradise. Nevertheless, a mere three days earlier than 150 friends have been set to point out as much as watch the 2 trade vows, Roberts referred to as the entire thing off whereas operating off to Dublin with actor Jason Patric — one among Sutherland’s closest associates. To explain Sutherland as blindsided can be placing it mildly. “Nicely, what would you suppose if somebody who goes on each discuss present and says how a lot she loves you probably did one thing like this? He is shocked,” an nameless buddy of the long run “24” star advised Individuals. Roberts, nevertheless, was doing much better, “She’s in a optimistic mind set,” a supply stated.

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Sutherland couldn’t have been thrilled with the phrases of an eyewitness on the airplane on which his buddy and ex-fiancée flew. As a fellow passenger advised the London Every day Mail, Roberts and Patric have been “virtually making love” through the flight.