Celebrity Engagements
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Biggest Celebrity Engagements of 2021

Last year brought us big breakups, big makeups, and the unlikely love stories of oh-so-many celebrity couples. And now, many of those doting duos are taking their relationships to the next level. Curious which celebs said "yes" in 2021? Here are some of the biggest engagement announcements that we still can't get over.
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Updated November 30, 2021

It’s official! A whole lotta celebrities got engaged this year. So far, we’ve witnessed a staggering amount of celebrity proposals, rekindled romances, and big breakups in 2021. Chances are, even more engagements are still to come before we ring in 2022.

From longtime couples to warp-speed daters, one thing’s for certain: love is in the air again. In fact, another celebrity couple is probably getting engaged as we speak! So without further ado, here are the biggest celebrity couples to become affianced in 2021.

Lindsay Lohan and Bader Shammas

Lindsay Lohan and fiancee smiling in selfie

More happy news in 2021 for Lindsay Lohan! Not only is she set to star in a highly anticipated Netflix Rom-Com, she’s officially engaged. Cuddling up to Shammas and showing off her engagement ring on Instagram, the Mean Girls star captioned the announcement, “My love. My life. My family. My future.”

Jillian Michaels and DeShanna Marie Minuto

Jillian Michaels cuddling her fiancee in instagram selfie

Over Thanksgiving weekend, Jillian Michaels told the world she’ll be saying “I do” to her girlfriend of three years. According to People, the celebrity trainer popped the question with a 7-carat emerald cut diamond designed by a family friend.

Taylor Lautner and Tay Dome

Taylor Lautner points to engagement ring on Tay Domes ring finger at vineyard

The Twilight star captioned Instagram shots from the day he proposed with “11.11.2021.” From the looks of Lautner’s many celebratory posts, the magical moment was rose-filled, candle-filled, and brimming with joy. He concluded the happy announcement by saying, “And just like that, all of my wishes came true.”

Kristen Stewart and Dylan Meyer

Kristen Stewart and Dylan Meyer lay on rug in living room

On November 2, the Spencer star told the world that Dylan Meyer proposed. They’ve been dating for about two years. “I think I very distinctly carved out what I wanted and she nailed it,” Stewart revealed on The Howard Stern Show. “We’re marrying, it’s happening.”

Kristin Chenoweth and Josh Bryant

Kristin Chenoweth shows off ring  in selfie with fiancee

After almost three years of dating, The Voice mentor and guitarist got engaged in October. “I’ve been the runaway bride,” Chenoweth told Vogue. “Now that I’ve found him, I won’t let him go. I will race to greet him at the altar.”

Chris Harrison and Lauren Zima

Chris Harrison has officially started “the next chapter” with Lauren Zima. The former Bachelor host and his bride-to-be became engaged in October. Harrison proposed at a scenic overlook in Napa Valley, California.

Kourtney Kardashian and Travis Barker

Travis Barker proposes to Kourtney Kardashian on beach surrounded by red roses and candles at sunset

Kourtney Kardashian and Travis Barker have been all about each other since January, and now they’re officially getting hitched. The Blink-182 drummer proposed to the Poosh founder beachside on October 17. Surrounded by a sea of roses and candles, she said yes to “forever.”

Kal Penn and Josh Marlar

For the first time, Kal Pen opened up about his sexuality in his memoir, You Can’t Be Serious. To the surprise of many fans, he’s been in a serious relationship for 11 years. As of October 2021, they became engaged.

“Obviously I am engaged to a man and our families will be there for the wedding,” the Harold and Kumar star shared with People. “The big disagreement now is whether it’s a huge wedding or a tiny wedding. I want the big a** Indian wedding. Josh, hates attention, [has said], ‘Or we could just do a quick 20-minute thing with our families and that’s it.’ So we have to meet halfway in the middle.”

Britney Spears and Sam Asghari

Britney Spears showing off engagement ring while kissing fiancee in selfie

After nearly five years together, Sam Asghari finally popped the question to the pop icon, making 2021 an even sweeter year for the officially-free Ms. Spears. Doing what she wants and not holding back, Britney’s been talking about wanting to have more kids, retire indefinitely, and live happily forever with full permission to make her own decisions.

Kat Dennings and Andrew W.K.

Kat Dennings and Andrew W.K. went public with their relationship in April 2021. By May, they were engaged. The 2 Broke Girls star shared the happy news via Instagram. Her social media announcement included three photos taken right after the “Party Hard” singer popped the question, and you can definitely feel the love.

Mark Ronson and Grace Gummer

After letting rumors fly all over the place, Ronson confirmed he became engaged to Meryl Streep’s daughter, Grace Gummer, in June. On his podcast, he revealed to his listeners that the huge diamond ring on Gummer’s finger was indeed an engagement ring.

Bella Thorne and Benjamin Mascolo

Bella Thorne Benjamin Mascolo

Bella Thorne and Benjamin Mascolo announced their engagement back in March. On Instagram, Mascolo posted a bouquet of photos with his now-fiancée. He wrote, “She said YES,” in the caption, accompanied by a ring and a black heart emoji. Bella also gave Benjamin his own engagement ring to seal the deal.

Erika Henningsen and Kyle Selig

These Broadway darlings fell for each other while playing Cady and Aaron in Mean Girls the musical. On Instagram, Henningson wrote, “I choose you always, thanks for choosing me best friend.” Selig gushed on his account, “I am lucky to have a best friend that has seen me through all the ups and downs, and I think I’d be stupid not to LOCK THAT DOWN. So we’re doing this, officially.” The limit to how cute these lovebirds are does not exist!

Taryn Manning and Anne Cline

In a clip obtained by TMZ, Cline is seen on stage speaking into a mic before jumping down in front of Manning. He then gets down on one knee and proposes! The Orange is The New Black actress covers her face in surprise then kisses her now-fiance. No one is quite sure how long they’ve been dating, but it’s safe to assume it’s been going very well! Manning told TMZ, “It was the easiest yes I have ever said.”

Three months after getting engaged, the couple called it quits.

Taylor Hill and Daniel Fryer

Taylor Hill

On June 26, Taylor Hill announced she was engaged to her boyfriend, Daniel Fryer. On Instagram, the model gushed, “My best friend, my soulmate, I’ll love you always” along with “6/25/2021” and pink heart emojis. In the sweet photo slide, she included a shot of the moment her hubby-to-be got down on one knee by the sea.

Frankie Grande and Hale Leon

First came Ariana’s May wedding, then came brother Frankie’s engagement to Hale Leon the following month. Per People, the 38-year-old dancer proposed to his boyfriend while surrounded by friends and family. The happy couple now sports matching diamond-covered David Yurman engagement bands. Frankie says he’s already planning their big day.

Ronnie Ortiz-Magro and Saffire Matos

After a series of breakup rumors, Jersey Shore’s Ronnie Ortiz-Magro and his girlfriend, Saffire Matos, got engaged in June. Not so surprisingly, Ronnie proposed to his now-fiance on the beach. Reportedly, he set up a private picnic and popped the big question with a $150,000 engagement ring.

Paris Hilton and Carter Reum

Paris Hilton

Paris Hilton and Carter Reum were dating for a little more than a year before becoming betrothed. The mega-famous socialite announced her engagement to venture capitalist Carter Reum on her 40th birthday. He reportedly proposed just a few days before while the two were on a private island vacay. Needless to say, “That’s hot!”

Ricki Lake and Ross Burningham

Go Ricki, Go Ricki! The former 90s talk show star became engaged to Ross Burningham in February. On Instagram, she recently dazzled her followers with her blingin’ ring in a loving photo with her now-fiance. Reportedly, Ross couldn’t find the perfect ring at first, but could no longer wait to say “Will you marry me?”

James Kennedy and Raquel Leviss

James Kennedy decided to get creative when he proposed to Raquel Leviss. So he chose a full theme. The Vanderpump Rules star asked Leviss to be his wife with a Coachella-inspired proposal. On Instagram, the social media star wrote, “James proposed at the iconic Empire Polo Fields of ‘RACHELLA’ Friday night…” adding, “And I said YES! I’m over the Coachella moon.”

Cheyenne Floyd and Zach Davis

Cheyenne Floyd

The Teen Mom OG star became engaged in the spring. Continuing the trend of re-coupling up, Cheyenne Floyd and Zach Davis revealed they’d rekindled their romance over the past year. In the sweet moment pictured above, Davis got down on one knee and presented a ring to Cheyenne’s daughter, Ryder, as well. On top of all this happy news, the couple welcomed their first child together in May 2021.

Luke Hemmings and Sierra Deaton

Luke Hemmings and Sierra Deaton got engaged sometime earlier this year but they kept to themselves for a while. The 5 Seconds of Summer rocker announced he’d proposed to his long-term girlfriend and fellow artist in June. On Instagram, he revealed, “With shaking hands but a full heart I proposed to my best friend earlier this year. I love you Thao and I can’t imagine my life without you @sierradeaton.” How sweet, right?

Kaitlyn Bristowe and Jason Tartick

In May, Kaitlyn Bristowe and Jason Tartick announced they’ll be getting hitched! The Bachelor franchise stars became engaged while Bristowe was recording her Off The Vine podcast. The “special guest” turned out to be Tartick–and he had a very special request. The two have been together since 2019, following the Bachelorette cohost’s breakup with Shawn Booth.

Sydney Hightower and Fred Warner

Sydney Hightower

More Bachelor Nation wedding bells will be ringing! Sydney Hightower and 49’s linebacker Fred Warner are also planning to say “I do.” Peter Weber once dubbed Hightower “the best kisser” of his season, but then sent her home in the next elimination. Officially, it seems Sydney’s found a love that truly fits. On Instagram, Hightower shared the moment Warner proposed and presented her with the final rose she’d been waiting for.

Jenni ‘JWoww’ Farley and Zack Carpinello

Congratulations are in order for another Jersey Shore star! That’s right, “JWoww” is engaged. Carpinello proposed in February. During a confessional on the series’ most recent installment, the couple revealed they’d be telling her castmates on camera. And when they did, it is a very happy Jersey Shore family moment.

Tim Clarkson and Melyza Zeta

Plot twist! Tim Clarkson and Melyza are engaged. The 90 Day Fiancee stars went through a televised and tumultuous breakup on 90 Day Bares All. However, they’ve since worked things out and continue to work on their issues for better or worse. Clarkson and Zeta returned to the series to make their big announcement.

Tayla Parx and Shirlene Quigley

Tayla Parxx Shirlene Quigley

Singer-Songwriter Tayla Parks popped the question to choreographer Shirlene Quigley near the beginning of 2021. In a heartfelt Insta-announcement, Quigley wrote, “From the first week we met, I knew you would be in my life forever,” adding, “Safe to say, I said ‘YES’ and I am no longer single lol. @taylaparx you’re my forever. I love you and I’m thankful for our friendship, love, and future” and “Love is the most important gift of all and it has surpassed anything.”

Tony Stewart and Leah Pruett

NASCAR’s Tony Stewart and drag racer Leah Pruett are also planning to tie the knot! These two first made each other’s hearts race back in 2019. However, they didn’t become an official item until 2020, when they came out as a quarantine couple. The NASCAR Hall of Famer and his bride-to-be describe their deepening bond as an “undeniable love.”

Kevin Love and Kate Bock

Kevin Love of the Cleveland Cavaliers and Sports Illustrated model Kate Brock have been engaged since January. Love proposed to Brock while they were celebrating her 33rd birthday. With so much to celebrate, the Canadian-born beauty took to her Instagram the next day and wrote, “I couldn’t be happier to have been asked to be a Love. Heart bursting all day & night.”

Adam Rippon and Jussi-Pekka Kajaala

Adam Rippon

Figure skating champion Adam Rippon shared this happy news in February. According to the former figure skater, he and his boyfriend, Jussi-Pekka Kajaala, spent most of 2020 apart. On Instagram, Rippon revealed he followed his longtime love to Finland where they shoveled snow, Netflixed, and chilled. In a sweet post, he shared photos with his fiancé, writing, “We bought ourselves some rings and said that magic word.. ‘duh!’ We got ~*engaged*~ 🥂❤️.”