Hollywood's Damaged Engagements


From Katie Holmes and Chris Klein to Jesse James and Kat von D, see who else by no means made it down the aisle.

Britney Spears and Jason Trawick

Engaged for greater than a yr, the pop star and the previous CAA agent parted methods in January 2012. “I will at all times adore him and we are going to stay nice associates,” Spears advised Us in an announcement. “As this chapter ends for us a brand new one begins,” Trawick added. “I really like and cherish her and her boys and we will likely be shut eternally.”

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Hugh Hefner and Crystal Harris

Simply 5 days earlier than their wedding ceremony, the mannequin determined to not stroll down the aisle with the Playboy founder. “The marriage is off,” Hefner tweeted. “Crystal has had a change of coronary heart.” The 2 reconciled and tied the knot in December 2012.

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Kat Von D and Jesse James

Breaking the information by way of Twitter, the L.A. Ink tattoo artist let the world know she and her fiance known as it quits. “I’m now not with Jesse, and out of respect for him, his household and myself, thats all the information I would prefer to share. Thanks for respecting that.”

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Jake Pavelka and Vienna Girardi

After a televised romance and a six-month engagement, the 2 cut up (Girardi bought her story to a tabloid). The couple had been in bother for a while, combating over the whole lot from his lack of intimacy to her spoiled canine.

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Jennifer Lopez and Ben Affleck

Beginning the identify morphing development, the publicity monster that grew to become Bennifer was doomed from the beginning. Affleck made headlines for visiting a strip membership (Lopez was not glad), and three days earlier than they have been set to stroll down the aisle, the occasion was known as off.

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Kristin Cavallari and Jay Cutler

After a 3 month engagement, the Chicago Bears participant modified his thoughts. Sources near Cavallari advised Us she was “blindsided” by Cutler, who later confirmed the cut up by way of Fb.

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Karina Smirnoff and Maksim Chmerkovskiy

After getting engaged New Yr’s Eve 2008, the Dancing With the Stars celebs known as it quits in September. He Twittered, “What was meant to be a ‘life lengthy ebook’, became a ‘chapter’…….and now that ‘chapter’ is completed.”

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Melissa Rycroft and Jason Mesnick

The rose wasn’t so candy for Bachelor finalist Rycroft. In March, Us reported that after the one dad gave the ultimate rose — and the three.1-carat Neil Lane ring — to the previous Dallas Cowboys cheerleader within the finale, he shocked audiences by breaking issues off six weeks later in a taped particular. He determined to take one other stab at his relationship with rejected finalist Molly Malaney.


Jason Wahler and Katja Decker Sadowski

Wahler known as off his engagement from the 21-year-old on Feb. 26. “I’ve determined to finish my engagement, and it is an amicable cut up,” the previous Hills star, 22, advised Us. Wahler — who has additionally dated Lauren Conrad — says they’re nonetheless good associates: “We agreed we’re each simply too younger to be contemplating getting married proper now.”

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Jennifer Love Hewitt and Ross McCall

In January, the Ghost Whisperer star pulled the plug on her wedding ceremony to the Scottish actor — even after she’d purchased a marriage gown, and set a date and site for her Spring 2009 vacation spot wedding ceremony. “We’re working it out,” McCall stated of their drama-filled engagement. “We’re each nonetheless sporting our rings.”

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Nicollette Sheridan and Michael Bolton

The couple ended their relationship on Aug. 26, 2008 after a two-year engagement. The couple, who dated for 5 years starting in 1992, had rekindled their romance after Sheridan’s cut up from fiance Nicklas Soderblom in 2005. “For me there’s solely been one individual, and that is Michael,” she had stated.

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Alexis Phifer and Kanye West

A supply near the couple — who cut up in April 2008 after that they had been relationship since 2002 — advised Us that Kanye “simply could not preserve it going — they’re nonetheless associates and have damaged up and gotten again collectively earlier than, so it may work out.” West had proposed to Phifer in 2006 whereas vacationing in Italy and had stated he needed to honor his late mom’s needs to make the connection official.

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Brad Womack and Emily Maynard

The couple obtained engaged within the Bachelor‘s 15th season, however after suspending the marriage date, Maynard determined Brad wasn’t the one. “Proper now I simply need to give attention to being a mother and never have to fret about…not understanding who to belief,” she stated.

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Selita Ebanks and Nick Cannon

He could be married to Mariah Carey now, however lower than two years in the past, Cannon popped the query to the Victoria’s Secret mannequin in the midst of NYC’s Occasions Sq. — with the assistance of a jumbotron. 5 months later, on Oct. three, 2007, they cut up to give attention to their careers.

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Katie Holmes and Chris Klein

The lovable couple have been engaged in 2003 after three years collectively. Two years later, they broke off their engagement. Holmes did not keep heartbroken for lengthy: eight weeks later she was engaged to present husband, Tom Cruise.

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Jennifer Morrison and Jesse Spencer

The Home costars known as off their engagement with a joint assertion on August 15, 2007, that stated, “we’re nonetheless very shut, and we sit up for persevering with to work collectively.” Spencer, who proposed to Morrison over the vacations on the Eiffel Tower in Paris, had stated it had taken him six months to ask Morrison to marry him.

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Sheryl Crow and Lance Armstrong

After three years collectively (six months of which they have been engaged), the couple introduced their cut up. “We have been up towards her organic clock — that strain is what cracked it,” Armstrong later stated. However Crow did not want him: she adopted a son in 2007 and one other in 2010.

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Gwyneth Paltrow and Brad Pitt

The couple met on the set of their film Seven and appeared like the right Hollywood couple. However after practically three years collectively (and a six-month engagement) they cut up. Paltrow later advised Barbara Walters that she could not imagine he went out together with her when she was, “such a large number.”

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Mary-Louise Parker and Jeffrey Dean Morgan

The Weeds star known as off her engagement to the Watchmen actor on April 9, 2008. A supply near the couple stated that they had differing existence however that she nonetheless held Morgan “within the highest regard and hopes they continue to be associates.” They started relationship in 2006 after assembly on the set of her Showtime collection and briefly cut up in June 2007.

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Kerry Washington and David Moscow

The Scandal star ended her engagement with the actor in 2007 after relationship for 4 years.

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Nicole Kidman and Lenny Kravitz

Us Weekly broke the information in October 2003 that the celebrities have been planning to tie the knot. Years later, the actress would lastly go public with the reality throughout an interview with The Edit. “Effectively, I knew Zoë [Kravitz] as a result of I used to be engaged to her father,” she stated of her Large Little Lies costar in February 2017. “It’s all within the household! I really like Lenny; he’s a terrific man.”

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Zoe Saldana and Keith Britton

The exes ended their 11-year relationship in November 2011. “For years he wasn’t prepared [for parenthood]. Then when he obtained prepared, I did not have time. I by no means held something off as a result of I used to be ready for one thing to kick in. I do not suppose that far about tomorrow,” she stated throughout Lifetime’s The Dialog With Amanda de Cadenet the next yr. “I felt the urge to need to have a child, and I needed to, however I do not forget that respecting his choice — and making the choice to attend with him — was one of the vital mature issues.” Saldana would go on to have three sons with Italian artist Marco Perego, whom she married in June 2013.

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Naya Rivera and Large Sean

The Glee alum and rapper introduced their cut up in April 2014 six months after getting engaged. “After cautious thought and far consideration, Sean has made the tough choice to name the marriage off,” his rep advised Us Weekly on the time. “Sean needs Naya nothing however the perfect and it’s nonetheless his hope that they’ll proceed to work by means of their points privately. We is not going to be commenting once more on this matter.”

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Robin Wright and Ben Foster

Us Weekly completely confirmed in November 2014 that the pair known as it quits. “She obtained swept up within the engagement final Christmas, however then their schedules obtained loopy and she or he realized it wasn’t the proper choice,” an insider stated. Their 14-year age distinction did not assist issues both. One other supply added: “The hole simply ended up being an excessive amount of. Ben was sort of immature. She could not cope with him anymore.” He’d go on to marry Laura Prepon in June 2018.

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Steven McQueen and Alexandra Silva

The Vampire Diaries alum completely revealed to Us in Could 2018 that he and the mannequin had cut up 4 months after he popped the query. “Really, we known as it off,” he stated on the Voices In Displacement Gala. “However yeah, it’s simply the best way it was. It occurred.”

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John Cena and Nikki Bella

The WWE stars completely confirmed to Us in April 2018 that they ended their six-year relationship simply days earlier than tying the knot. Us would later verify they reconciled one month later.  

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Michelle Williams and Chad Johnson

About 9 months after getting engaged in March 2018, the Future’s Youngster singer and her pastor fiancé cut up and known as off their engagement. “I nonetheless stay fearless. I assume I nonetheless stay single! Issues didn’t work out,” the musician wrote on her Instagram Story in December 2018. “The therapeutic that should happen is a should! I don’t wanna destroy one other relationship. Blessings to him, his household and ministry. #FEARLESS.”

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