14 Of The Quickest Hollywood Engagements Of All Time

Because when you know, you know, right?

When it comes to celebrity couples, some decide very early on in their relationships to get engaged. From George and Amal Clooney’s whirlwind seven month pre-wedded bliss to Kim Kardashian and Kris Humphries controversial nuptials—here, we look at some of Hollywood’s quickest engagements. 

See which ones stood the test of time and which one fizzled almost as quickly as they began…

1. Nick Jonas and Priyanka Chopra


Nick Jonas and Priyanka Chopra have had a whirlwind romance that led to them getting engaged after only a few weeks of dating. The couple even already had their engagement party in Priyanka’s hometown in India. The couple’s wedding celebrations have since gone down in celebrity nuptial history – hosting a three-day affair for their friends and family. 

2. Justin Bieber and Hailey Baldwin

Justin and Hailey – or Jailey as they’ve been dubbed – got engaged at a restaurant in the Bahamas, the pop star confirmed the news with a sweet Instagram post. “Was gonna wait a while to say anything but word travels fast, listen plain and simple Hailey I am soooo in love with everything about you,” he captioned a black and white photo of the pair. “So committed to spending my life getting to know every single part of you loving you patiently and kindly.” 

While this may seem like a huge – and very fast – step having only having dated for a few months, the pop star and model have actually been building their relationship for quite some time now: first dating in 2014, before rekindling in 2016.

3. Ariana Grande and Pete Davidson

Ariana and Pete had only been dating for three weeks when news of their engagement broke. The pair were first spotted cosying up at an SNL after-party on May 12 and quickly went public with their romance and the comedian showed off two new tattoos in tribute to the No Tears Left To Cry singer. Grande was first spotted showing off a giant diamond ring at her appearance at the iHeartRadio’s Wango Tango in Los Angeles on June 2. The couple called off the engagement just weeks later, dating for a total of five months.

4. Emily Ratajkowski and Sebastian Bear-McClard

It’s unclear exactly when Emily and Sebastian started dating despite knowing each other for years. The pair kept their engagement under wraps and then surprised everyone when they tied the knot with a surprise ceremony at New York’s City Hall in February 2018. “He proposed to me at Minetta Tavern and he didn’t have a ring, so I was like mmm, nah,” the 27-year-old said on The Tonight Show Starring Jimmy Fallon. “And then he took the paper clip that the bill was paid with and made me a ring, which I actually thought was really romantic.”

5. Kim Kardashian and Kris Humphries

Kim and Kris’s whirlwind romance was one for the history books – they got engaged after just three months together – and divorced just 72 days later.


6. Khloé Kardashian and Lamar Odom

Kim’s sister Khloé sadly didn’t fare much better when she got engaged to Lamar after just two weeks of knowing each other – and then married two weeks after that! They divorced in 2016.


7. Blac Chyna and Rob Kardashian

Brother Rob took a leaf out of Kim and Khloe’s books when he and Chyna got engaged after just four months of dating. They have a daughter, Dream Kardashian, together but they never made it to the alter.


8. Katy Perry and Russell Brand

Katy and Russell became engaged after just two months together and then split a mere 14-months later.


9. Amal Alamuddin and George Clooney

George was one of Hollywood’s most eligible bachelors’ until he met Amal. Just seven months later the pair were engaged. They are now married and are parents to twins Ella and Alexander.


10. Sofia Vergara and Joe Manganiello

Sofia and Joe dated for six months before becoming engaged during a romanctic holiday in Hawaii. They tied the knot almost one year later.

11. Katie Holmes and Tom Cruise

Who could forget the infamous couch jumping incident? Just seven weeks after going public with their relationship, TomKat got engaged – on top of the Eiffel Tower no less. They welcomed daughter Suri and got married in 2006 before divorcing in 2012.


12. Kevin Federline and Britney Spears

Britney and K-Fed got engaged in 2004 after just three months of dating. They married that same year but sadly split in 2007 after welcoming two sons together.


13. Angelina Jolie and Billy Bob Thornton

Ange and Billy Bob not only got engaged – but married – after two months together. It wasn’t to last, sadly they were divorced three years later. 


14. Demi Lovato and Max Ehrich

Taking to Instagram on July 23, Lovato announced she and actor Max Ehrich were engaged. It’s unclear when the two officially started dating, but their relationship became known when Lovato accidentally walked in on one of the actor’s Instagram Live sessions earlier this year – and many fans have assumed they’ve been spending lockdown together. 

She wrote, “I knew I loved you the moment I met you. It was something I can’t describe to anyone who hasn’t experienced it firsthand but luckily you did too.. I’ve never felt so unconditionally loved by someone in my life (other than my parents) flaws and all. You never pressure me to be anything other than myself. And you make me want to be the best version of myself. I’m honored to accept your hand in marriage.”

Related stories