31 Super Short Hollywood Engagements

Khloé Kardashian isn't quite as popular as Kim, but she's got a big personality of her own. It's not hard to imagine how easy it could be to steal a man's heart, and that's exactly what happened with Lamar Odom. She had been linked with a basketball player before, Rashad McCants, but things got really serious with Lamar Odom.

Just months after breaking up with McCants, she began dating Odom. As a Los Angeles Lakers player at the time, Kardashian met him at a party and married him one month later in September 2009. The marriage would not last, however. Kardashian filed for divorce in December 2013. The divorce papers were signed in July 2015.

Heidi Klum and Seal were together for such a long time, most people forget how short their engagement actually was. The German-American model had just had a baby with Flavio Briatore but they split and she began dating Seal not long after. With the father no longer involved, it was Seal that was present for the birth.

By December 2004, Seal and Klum were engaging and they got married five months later in May 2005. While Seal would act as a father for Klum's first child, he would also be the biological father of three other children with Klum. After almost 7 years together, the couple filed for divorce in 2012.

The Grammy-winning Ariana Grande has had a string of relationships with musicians until she began dating Pete Davidson. Things got pretty serious with him, enough that they got engaged a month after dating. However, by October 2018, the wedding was called off.

She eventually moved on though and began dating a real estate agent named Dalton Gomez in January 2020. They got engaged in December of that year and married in May 2021. The engagement was short, but it was enough time evidently for them know for sure that this was what they wanted for the rest of their lives…probably.

Things have been going so well with Blake Lively that people have forgotten that Ryan Reynolds was once married to Scarlett Johansson. The Avengers actress began dating Reynolds back in 2007. By the next year in May 2008, Scarlett Johansson and Ryan Reynolds announced they were engaged.

But they didn't wait long to finally tie the knot. No, they got married that very September in fact. The marriage was not meant to last, however, and they separated in December 2010. They then divorced in July 2011. While Reynolds had met Lively back in early 2010, it is ultimately, not believed to be the cause of his divorce from Johansson as he didn't start dating her until after his divorce.

Kaley Cucoco from TV's The Big Bang Theory is known for her onscreen relationships with nerds, but it's not on that show where she found her true love. Cuoco was actually dating tennis player Ryan Sweeting for three months before becoming engaged to him in September 2013. They married three months after that in December 2013.

But that wasn't even a first for her. Before Sweeting, she was engaged to Josh Resnik, an addiction specialist, and that engagement ended after five months. Her marriage to Sweeting was also doomed--the couple filed for divorce in September 2015 with it finalized in May 2016.

Ludacris, rapper and actor in the Fast and the Furious franchise, has had a pretty successful career since the late '90s. His love life has proved just as successful. In 2009, he began dating model Eudoxie Mbouguiengue. They were together for a while before deciding to get married in December 2014.

They were engaged and married the very same day but since they had dated for so long, it wasn't such a rush decision-- although it was spur of the moment. They are still together, however, and are actually expecting their second child together as of May 2021. They had their first back in 2015.

George Clooney was once quite the bachelor. He had many relationships over the years but most of them were not too serious, and marriage wasn't even a question. Before he became famous from ER, he was married to Talia Balsam from 1989 to 1993. After that, he became involved in a number of different relationships.

Nobody thought he would ever marry again, until it was announced from out of the blue that he was engaged to a woman named Amal Alamuddin, a British-Lebanese human rights lawyer. With the engagement in April 2014, Clooney and Alamuddin were married in September of that year. They are married to this day and have a pair of twins together.

Kim Kardashian hasn't had the best of luck with her relationships but none was worse than her relationship with Kris Humphries. She began dating the NFL player in October 2010, and because most people had no idea who he was, many people saw it as him taking advantage of her money and status.

In May 2011, Humphries and Kardashian had become engaged. They were only engaged for a few months before tying the knot in August. The wedding was televised, turning the whole thing into a giant publicity stunt. The marriage was even shorter than the engagement, nevertheless. After just 72 days of marriage, they got an annulment.

Mariah Carey was one of the most popular singer-songwriters of her generation, and Nick Cannon was a Nickelodeon star. There was a bit of an age difference, but that didn't stop the two from falling in love. They met while she was filming a music video for "Bye Bye" and got married by April 2008.

Since the video came out the very same year the wedding happened, it was clear the two had not been engaged for very long. In 2011, they had a pair of fraternal twins, and in 2014, they announced they were separating. In December 2014, they filed for divorce, but it was not finalized until 2016. 

Jennifer Lopez and Ben Affleck first became a thing in 2002. Soon after meeting on the set of Gigli, Lopez filed for divorce from husband Cris Judd. In a few short months, Affleck had proposed and the couple were engaged. The wedding was set for September the following year, but they called it off days before the ceremony. They announced their official split in January 2004.

Recently, Bennifer decided to rekindle the flame and make a comeback! The couple became engaged again in April 2022. The pair obtained a marriage license on July 16 before walking down the aisle in Las Vegas. They tied the knot just after midnight after a three-month engagement and nearly 20 years after their initial engagement.

Tom Brady is one of the best and most popular football players around, and Gisele Bündchen is an iconic supermodel. The two were made for each other, so it's not hard to see why they didn't wait too long. The couple began dating in December 2006. They were introduced to each other by a mutual friend on a blind date.

However, they really didn't start dating regularly until 2007. But it seems they really hit it off, as they got engaged in January 2009. After just a one-month-long engagement, they got married in February 2009. They had a second marriage ceremony later that year. Tom Brady and Gisele Bündchen now have two children together, along with Brady's other child before the marriage.

Miranda Kerr was a Victoria's Secret Angel, and Orlando Bloom was the star of two of the hottest franchises of the time (Lord of the Rings and Pirates of the Caribbean). They began dating in late 2007. When they got engaged in June 2010, they had already been dating for a while.

The engagement was short, and they didn't give it a second thought. They married a mere month later. They had a son together, born in 2011. Just two years later, they announced they were separating. The divorce was finalized that very year. It's too bad it didn't work out but the pair has certainly moved on – now both married to other people.

In 2005, Ivanka Trump started dating a real estate developer named Jared Kushner. She met him through mutual friends, and they instantly hit it off. However, the two had broken up by 2008 because of religious differences.

Due to family objections, Kushner could only marry her if she converted to Judaism. But that was not the end of it! They got engaged in July 2009 and didn't waste any time, getting married in October 2009. They now have three children together.

It's hard to believe Nicolas Cage has a life outside of being an actor and a meme but he does. Nicolas Cage has been married a total of five times, most notably to Patricia Arquette and Lisa Marie Presley. His third wife was Alice Kim. They were engaged for less than six months.

They met at a restaurant in February 2004 and Married in July of that same year. They had a child together, which they named Kal-El after Superman. The marriage did not last, however, and they separated in January 2016, finalizing a divorce later that year.

Britney Spears and Kevin Federline's marriage was a huge deal at the time. Britney Spears was one of the biggest, most talented pop stars of the time, and Kevin Federline was…well, nobody knows to this day just what he was or what she saw in him. But looking back now, perhaps it was a desperate cry for help.

Anyhow, Spears and backup dancer Federline ended up getting engaged in June 2004, just a mere three months after dating. Just a few months later, in September of that year, Federline and Spears got married. They had two children together but announced they were separating in 2006.

Tommy Lee and Pamela Anderson had the pinnacle of doomed marriages. The founding member of Motley Crue met actress and Playboy Playmate Pamela Anderson in February 1995. Lee had already been engaged to another woman, Bobby Brown, but married Pamela Anderson within four days of meeting her.

We don't need to explain really that the engagement period for this couple was quite short. Of course, it wasn't meant to last, but they tried to make it work. They even had two sons together but divorced in 1998. In 2008, they briefly got back together, but ultimately nothing came of it. Now they are split for good.

Months after Anna Farris and Chris Pratt were filed for divorce, Pratt was spotted on a date with none other than Katherine Schwarzenegger. Despite the fact the divorce wouldn’t be finalized until almost a year later, the two moved forward in their relationship, getting more and more serious by the moment.

Apparently, Schwarzenegger’s mom, Maria Shriver, played matchmaker and caused the two to begin dating in the first place. They had been dating for seven months (with the divorce being finalized for two months) before Pratt proposed to Schwarzenegger. They got married in June 2019 and have been happy ever since. They state they want to “expand their family as soon as possible.”

No one really expected these two to get together, much less that they would be engaged less than a month later. The move was a big shock to Hollywood, to say the least. The weirdest thing is that they’ve been married since 2015, and the pair state that they’ve never been happier. Talk about #couplegoals!

The musician’s sister-in-law, Nicole Richie, introduced the pair in July 2014, and they hit it off right away. They got pretty serious fast, and they were engaged in December 2014. A source told Us Weekly that “Benji always tends to fall in love easily, but this time it’s real and he landed a great girl.” Soon after that, they tied the knot!

This one was a pretty big surprise since there was a lot of drama going on with Jennifer Lawrence at the time – then again, when is she not embroiled in some kind of drama? Jennifer Lawrence and Cooke Maroney met thanks to Lawrence’s friend, Laura Simpson. Things got hot and heavy pretty fast.

It was only three months later when Lawrence was spotted with a massive ring on her finger. Sources say that they had been “celebrating” in New York City following the engagement, and representatives later called in to confirm. Lawrence isn’t afraid to talk about the relationship, although they try to keep it on the down-low for the most part.  

Talk about a whirlwind! Kenny Chesney and Renée Zellweger had a hot-and-heavy romance followed up by a very fast annulment. Let’s start at the beginning. Before the two even met, Chesney actually listed Zellweger as one of the “three sexiest” people alive. They would later perform at NBC’s Concert of Hope in 2005.

Zellweger also had a crush on Chesney. They dated for a total of five months before officially tying the knot. Somehow, it didn’t last. They got the marriage annulled four months later – they had been dating longer! Zellweger stated the marriage was a “fraud,” but later clarified that Chesney wasn’t the fraud in the situation. Um…what?

Reese Witherspoon has dated some pretty high-profile people, including Ryan Phillipe, whom she married in 1999 and divorced in 2008. That isn’t the story of Jim Toth, though, because theirs ended up in "happily ever after!" Reese Witherspoon and Jim Toth began dating in 2010 and little is known about the couple. They keep their relationship very quiet from the press, which is understandable considering how it can destroy relationships.

Witherspoon met Toth at a friend's house. They dated a month after she’d split from Jake Gyllenhaal, but they hit it off. Three months later, the two got engaged. They’ve been married since 2011, so they’re clearly doing something right! Today, she still calls Toth “her person,” and that’s the sweetest thing I’ve heard all year.  

Few couples have been as famous as Jennifer Lopez and Marc Anthony. Everyone cheered when they got together, and fans were equally as shocked when they split. They had been together for so long! The pair had met in 1998 at a Broadway show. At the time, they were both married to other people, so dating was off the table.

Months after calling off her wedding to Ben Affleck, Lopez and Anthony began dating. They were together for six months before they got engaged. By 2004, they were married. Sadly, by 2011, they got divorced. They stated the reason is that it just wasn’t working anymore. Lopez went as far as to say she wasn’t "loving and valuing herself."

It’s been all about Britney Spears lately. We have to admit that she's has had some…interesting weddings. Making the list twice, we’re going to talk about her marriage to Jason Alexander. The two had been friends since childhood, but they hadn’t exactly dated. She had flown him to a party at Rain, a popular dance club.

After midnight, they retreated to a hotel and decided to tie the knot mere hours after they started hanging out. It wasn’t like they had dated for years before! Alexander told Access Hollywood, “We were just looking at each other and said, ‘Let’s do something wild, crazy. Let’s go get married, just for the hell of it.’” Just 55 hours later, the marriage was annulled.

Anyone else remember when Julia Roberts married Lyle Lovett? Saying their relationship was a “surprise” doesn’t even begin describing how strange their pairing was. The two met through a mutual friend, and she stated she listened to his tapes – it was the ‘90s – in his car. Then, everyone was shocked to hear they got married!

They had only been dating for three weeks when they announced they had wed in a small Indiana town. Three days was all it took to plan the affair, but it lasted a whopping two years. Roberts stated they had spent most of their time apart due to their busy lives. She’s quoted as saying, “We’ve never gone more than a week without seeing each other since we got married.”

Ariana Grande and Pete Davidson didn’t last long, and their on-again-off-again relationship gave everyone whiplash. It started out with people guessing they were dating after they got very similar mini-cloud tattoos on their fingers. Not long afterward, the couple announced that they were officially together. The sources also dated that their dating was “casual.”

A literal day later, Davidson was caught getting a custom diamond ring made for Grande – so much for casual. It was a total of one month since they began dating that media outlets reported (and Grande confirmed) they were engaged. Before the year was over, the pair announced that they were splitting. Maybe it got too serious too fast?

Katy Perry and Russell Brand seemed like they oddly should be together. They met while hosting the 2008 MTV Video Music Awards, but they didn't get together immediately. Perry was dating Travie McCoy at the time, but they seemed to have chemistry. A year later, Perry split with McCoy and started her relationship with Brand.

A mere two months after that, they got engaged while at a tiger sanctuary in Rajasthan, India. They appeared on talk shows stating that they were happy, but it wasn’t sunshine and daisies behind the camera. Their marriage lasted just 14 months before separating. Perry is reported as calling their relationship a “tornado.”

Katie Holmes and Tom Cruise’s relationship was certainly news when it broke, but that’s mostly thanks to Cruise losing his mind and jumping on Oprah’s couch. The pair began dating in April 2005, and seven weeks later, Cruise told the world that they were engaged. At the time, it seemed sweet, but now we know better.

Come 2012, they were getting divorced. The settlement lasted all of 11 days. Anyone that’s been through a divorce knows that this is a shockingly short amount of time. Later, Holmes announced that being married to Cruise was awful. He gave her a list of rules during the relationship and after! Some of the rules included not being able to see other men immediately, she couldn’t reach out to Tom’s previous ex-wife Nicole Kidman, and she had to stay as far away from L.A. as possible.

Angelina Jolie and Billy Bob Thornton were beyond an odd couple. When they got together, Thornton was already engaged with another actress, Laura Dern. Dern is later quoted as saying, “I left our home to work on a movie, and while I was away, my boyfriend got married, and I’ve never heard from him again.”

Wait a minute – married?! Yep, you read that right. Two months after meeting, Jolie and Thornton tied the knot on a whim. There were tons of weird rumors circulating about the two including that they swapped underwear and that they wore necklaces that had a vial of each other’s blood; the latter was proved to be true. Somehow, their marriage lasted three years.

One of the most eligible young bachelors didn’t stay on the market very long. Nick Jonas and Priyanka Chopra had a one-of-a-kind love story that had a fast engagement. Tabloids saw the pair getting close in 2017, but it wasn’t until May 2018 that they actually got together. An insider revealed to Us Weekly that they were “a good match and they are both interested in each other.”

Nick Jonas is a bit of a romantic as he proposed to Chopra on her birthday just two months after they began dating. The couple then tied the knot in two different ceremonies, including one in India. They hope to begin starting a family soon, but until then, they’re adopting pets.

Justin Bieber and Hailey Baldwin weren’t total strangers when they got engaged, but they did get engaged pretty quickly after their second time dating. We’ll explain. They met each other in 2009 and claimed they were just friends for years and years. It wasn’t until 2016 that they really began dating each other.

Then, they split! It wasn’t until two years later that they got back together and became the king and queen of PDA. Less than a month of them reconnecting, Bieber popped the question. They’ve already been together for two years, but only time will tell if they stay together. There have been rumors of pregnancy, so they could be starting a family soon!

Sofia Vergara and Joe Manganiello are definitely an adorable couple. Some say that their relationship was a hurricane, but they were built to last. The two first met in 2014, but Vergara was already engaged to someone else. A month later, the actress was single, and she started dating Manganiello.

Just six months after they met, Manganiello wanted to make everything official. He proposed to Vergara on Christmas Eve, but they didn’t want to rush the wedding. Almost a year later in 2015, the two got married in a beautiful ceremony. Currently, they aren’t trying to have children, but Vergara said she isn’t opposed if something happens naturally.