Lenny Kravitz and Nicole Kidman
The two were briefly engaged in 2007. Nicole confirmed their engagement in 2017 when she was doing a Big Little Lies press tour. She told Net-a-Porter, "Well, I knew Zoe (Lenny's daughter) because I was engaged to her father. It's all in the family."
Kanye West and Alexis Phifer
According to MTV, they were dating on and off since 2002 but finally broke up (and called off their engagement) in 2008.
Lindsay Lohan and Egor Tarabasov
The two reportedly broke off their engagement in 2016.
Tyler Posey and Seana Gorlick
After 11 years together, the childhood friends broke off their engagement in 2014.
Brad Pitt and Gwyneth Paltrow
The two started dating in 1994 and broke off their engagement in 1997.
Sandra Bullock and Tate Donovan
According to US Weekly, they dated for three years in the '90s.
Lady Gaga and Taylor Kinney
According to People, the two got engaged on Valentine's Day in 2015, but called it off the following year in 2016.
Lady Gaga and Christian Carino
They were engaged in 2017 but broke it off in 2019.
Charlize Theron and Sean Penn
US Weekly reported they were together for 1.5 years before breaking off their engagement in 2015.
Kerry Washington and David Moscow
They called off their engagement in 2007.
Deadmau5 and Kat Von D
Deadmau5 proposed on Twitter but apparently that wasn't enough. The couple broke up in 2013.
Britney Spears and Jason Trawick
Britney called off the engagement with her former manager in 2013 after dating for four years.
Sheryl Crow and Lance Armstrong
They were engaged for five months after dating for three years.
Jude Law and Sienna Miller
According to People, they were engaged in 2004, broke up in 2005, and got back together in 2009 before breaking up again in 2011.
DJ AM and Nicole Richie
They started dating in 2004 and got engaged in 2005. In 2006, they told People that they "amicably separated."
Carson Daly and Tara Reid
They called off their engagement in 2001.
Chris Klein and Katie Holmes
They dated for five years and broke up in 2005.
Paris Hilton and Paris Latsis
The couple with the same name were engaged for five months in 2005.
Mariah Carey and James Packer
The couple were engaged for a brief period in 2016.
Winona Ryder and Johnny Depp
According to People, they got engaged five months after their first date.
Kiefer Sutherland and Julia Roberts
They met in 1990, got engaged, and broke up in 1991.
Alanis Morissette and Ryan Reynolds
I knew these two were together, but I never realized they were engaged. According to People, they were engaged for three years before breaking up in 2007.
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