Celebrity Valentine's Day Engagements: Stars Still Together

There’s no holiday more filled with romance than Valentine’s Day, which is why so many engagements happen on February 14. Several A-List celebrities have either popped the question or been the recipient of a Valentine’s Day proposal, with some couples going on to wed, while others later splitting up.

Katy Perry and Orlando Bloom‘s Valentine’s Day 2019 engagement resulted in a baby daughter but no trip down the aisle … yet. The couple began dating in January 2016 but broke up in March of the following year. They were back together by August 2017, and the Carnival Row star went all out when he finally proposed to Katy.

The “Firework” singer revealed just over a week after their engagement how Orlando’s proposal was like something out of a “James Bond” film. “It was Valentine’s Day,” she said during a February 26, 2019, appearance on Jimmy Kimmel Live! “We went to dinner, and I thought we were gonna see some art after dinner, but we pulled up to a helicopter … It was really sweet. He asked me to marry him in a helicopter.”

Katy added that after a romantic flight, the helicopter landed on the rooftop of a building with everyone she loved waiting to celebrate their big news. “My whole family was there, and all my friends. He did so well,” the American Idol judge gushed. While the pair has yet to wed, they welcomed a daughter, Daisy Dove Bloom, in August 2020.

Christina Aguilera is another singer whose sweetheart proposed on Valentine’s Day. The “Beautiful” songstress met production assistant Matthew Rutler while shooting the 2010 film Burlesque. After four years of dating, Matthew asked Xtina to marry him during a tropical getaway.

“He asked and I said … ” Christina captioned a February 14, 2014, photo of the two holding hands with her wearing the massive vintage-style diamond sparkler that Matthew gave her. The pair had even more to celebrate when the following August, Christina gave birth to the couple’s first child, Summer Rain Rutler.

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Not long after, she told People that they weren’t rushing to the altar, revealing, “Our love is secure enough that we don’t need a wedding to prove our love or commitment. We are enjoying our daughter, our family and our work for now.” The couple will celebrate nince years of engagement on February 14, 2023, and are just as happy now as they were when he proposed! An insider even revealed to Us Weekly that the two have no plans to tie the knot any time soon.

“There are no wedding plans at the moment. [Christina] and Matt are happy the way they are,” the source admitted in August 2022. “They’re one of those couples who don’t need a document to prove their love for each other.”

Scroll down for celebrities who got engaged on Valentine’s Day and find out if they’re still together!

Simone Biles and Jonathan Owens

The Olympic gold medal-winning gymnast’s boyfriend, NFL player Jonathan Owens, popped the question on Valentine’s Day 2022. Next to an Instagram photo of Jonathan down on one knee proposing, Simone wrote, “THE EASIEST YES. I can’t wait to spend forever and ever with you. You’re everything I dreamed of and more! Let’s get married FIANCÉ.”

Simone has since kept fans up to date with her wedding plans, sharing a cute pic of her in a sequined white dress with the caption, “On bride duty,” in October 2022.

Katy Perry and Orlando Bloom

The couple got engaged on Valentine’s Day 2019, with the singer showing off her stunning ring featuring a ruby stone surrounded by diamonds to her Instagram and writing, “In bloom.” The actor shared the same photo, writing, “Lifetimes” as his caption. The couple are still together and now a family of three, welcoming daughter Daisy Dove Bloom on August 26, 2020, but they’ve yet to tie the knot.

Christina Aguilera and Matthew Rutler

After nearly four years of dating, the songbird got engaged the Hollywood production assistant on Valentine’s Day 2014. They welcomed their first child, daughter Summer Rain Rutler, the following August. The pair are perfectly happy with their situation, as they will be celebrating nine years of being engaged on February 14, 2023.

For Valentine’s Day 2021, Matthew put together a nearly five-minute video featuring highlights of their most romantic dates, writing next to it, “A little clip from the love library. @xtina What a ride it’s been! And we’re just getting started. You still make me crush. Every. Single. Day. Happy Valentine’s Day my love.”

Lady Gaga and Taylor Kinney

After nearly four years as a couple, the Chicago Fire actor popped the question to the singer-actress on February 14, 2015. “He gave me his heart on Valentine’s Day, and I said YES!” Gaga wrote next to an Instagram photo of her huge heart-shaped diamond ring following Taylor’s proposal. The pair ended up calling off their engagement and splitting for good the following year in July 2016.

Harrison Ford and Calista Flockhart

This Valentine’s Day proposal has gone the distance! The Star Wars legend popped the question to the Ally McBeal star on February 14, 2009, after seven years of dating. The couple married the following year, tying the knot in a Santa Fe, New Mexico, ceremony in June 2010. Harrison and Calista will celebrate 13 years of wedded bliss in 2023, and 21 years as a couple.

Vince Vaughn and Kyla Weber

After two years of dating, the Wedding Crashers star picked Valentine’s Day for his proposal to Kyla so that he’d never forget what day it happened. “I figured this is not a ship to be missed because I will not forget this date. So, Valentine’s Day was the day that I asked her,” Vince later told Ellen DeGeneres on her daytime talk show. The couple married less than a year later on January 2, 2010, and are still happily wed with two children.