Look Back at a Complete Timeline of Britney Spears' Relationship With Boyfriend Sam Asghari

Britney Spears discussed her personal life during the June 23 court hearing about the singer's conservatorship, making it clear her years-long romance with Sam Asghari is as strong as ever.

By McKenna Aiello, Ryan Gajewski Jun 24, 2021 1:15 AMTags
Watch: Britney Spears' BF Sam Asghari Calls Dad Jamie a "Total D--k"

There's no question that Britney Spears has endured an extensive amount of pain throughout her life, but she continues to have a strong force of support in longtime boyfriend Sam Asghari

On Wednesday, June 23, their relationship was in the spotlight amid the court hearing about the 39-year-old pop star's ongoing conservatorship. E! News was present for her public testimony, during which Britney explained that she wants to get married and have a baby but claimed her conservators won't allow her to remove her birth control. 

"I have an [IUD] inside of myself right now so I don't get pregnant," she said. The "Piece of Me" vocalist then added, "I deserve to have the same rights as anybody does by having a child, a family, any of those things."

Britney, who shares sons Sean, 15, and Jayden, 14, with ex-husband Kevin Federline, has enjoyed a thriving romance with Sam for years. She met the 27-year-old trainer and actor back in late 2016 on the set of her music video for "Slumber Party."

photos
Britney Spears' Romantic History

To revisit the sweetest and most pivotal moments throughout their relationship, continue scrolling. 

Love at First Sight

Britney Spears met Sam Asghari on the set of her super sexy "Slumber Party" music video, which dropped in November 2016. Onscreen chemistry? Check! About five months after filming, they began dating, making joint appearances at places like NBA games and on social media.

Her Special Someone

Britney wished her fans a very Merry Christmas from her cozy spot in bed next to Sam. 

Kiss Me at Midnight

The lovebirds rang in 2017 by each other's side, and Brit-Brit couldn't help but share this adorable snapshot in celebration of New Year's Eve. 

Puppy Love

Britney and Sam are huge fans of Snapchat, especially the puppy dog filter!

No. 1 Fans

In March 2017, the couple supported Sam's sister as she walked in a show at Los Angeles Fashion Week. 

In the 'Bu

Sunny Malibu has never looked better thanks to these two!

Fitness Fanatics

Britney celebrated her main man's birthday with a picturesque hike. 

Happy Couple

The personal trainer supported Britney backstage at one of her Las Vegas shows in March 2017. 

All Dressed Up

The pair got close for a photo opp ahead of Britney's Sin City performance. 

Jet-Setters

In June 2017, Sam surprised Britney by flying to Japan for some sightseeing between concerts. 

Happiest Place on Earth

Sam tagged along with Britney and her two sons, Sean Preston and Jayden James Federline, as they enjoyed a day at Disneyland.

L-O-V-E

"So in love with this puppy @samasghari," Britney captioned the photo. 

Putting On the Ritz

The lovebirds stepped out for a good cause at the 2018 GLAAD Media Awards

Date Night

"Having the best time with my other half," Britney wrote alongside this photo of the pair in June 2018.
 

Red Carpet Ready

Britney and Sam made a rare public appearance at the Once Upon a Time in Hollywood premiere.

Up, Up and Away

"Felt like a little trip to paradise for an early birthday celebration," Britney captioned a photo of the duo flying to Hawaii amid the COVID-19 pandemic in November 2020. 

By Her Side

Following the February 2021 release of "Framing Britney Spears," Sam released a personal statement: "I have always wanted nothing but the best for my better half, and will continue to support her following her dreams and creating the future she wants and deserves. I am thankful for all of the love and support she is receiving from her fans all over the world, and I am looking forward to a normal, amazing future together."

Unbreakable Bond

In February 2021, a source close to the pop star offered rare insight into their shared private life. 

"Sam is very good to Britney and she's crazy about him," the insider told E! News. "She loves when they get to travel together and take a romantic vacation... They work out together and both are very into staying fit and taking care of their bodies. They love watching movies together and hanging out at home. But Britney also loves going out to dinner, especially for sushi."

Say I Do

The lovebirds get attended Asghari's best friend's wedding in April 2021. Due to what a source described as "restrictions" involving the pandemic and her dad, Jamie Spears, an insider told E! News she "finally had an opportunity to get out and she took it."

#FreeBritney

Ahead of his girlfriend's bombshell court testimony in June 2021, Sam shared his support for the social media movement calling for an end to her years-long conservatorship. 

Hope For the Future

During the June 23 conservatorship hearing, Britney testified to wanting what she described as the "real deal," marriage and a baby. According to the singer, the conservatorship prevents her from creating the future she wants. 

She told the judge, "I deserve to have the same rights as anybody does by having a child, a family, any of those things."

Stronger Than Yesterday

As Britney continued to make positive strides in her conservatorship battle, a source close to Sam indicated a proposal was just over the horizon.

"Engagement has always been in the cards for Sam and Britney, without question," the insider shared with E! News in September. "It's the direction their relationship has been heading for nearly two years now. It's always a discussion and it's not a question of if, it's when."

The source explained further, "Things are evidently becoming better for Britney with her conservatorship and she's never felt this liberated in all aspects of her life. The closer she gets to freedom, the closer she is to seeing all of her dreams become an actual reality. Marrying Sam is high on that list and loving him the way she wants, how she wants, on her own terms."

She Said Yes!

On Sept. 12, 2021, the music superstar announced her engagement. In a video shared to Instagram, Brit showed off her bling as Sam asked, "Look at that! Do you like it?" "Yes!" she told him. 

Paradise

"Happy Birthday to my Fiancé … I love you so much," Britney captioned a photo of the couple on a romantic getaway in March 2022. "… I want a family with you … I want it all with you !!!!"

Oh baby, baby!

On April 11, 2022 the Princess of Pop announced on Instagram that she and Sam had a baby on the way, writing, "I thought 'Geez … what happened to my stomach ???' My husband said 'No you're food pregnant silly !!!' So I got a pregnancy test … and uhhhhh well … I am having a baby." The following month, Sam announced with the "deepest sadness" that they'd lost their "miracle baby early in the pregnancy."

Husband & Wife

Britney and Sam tied the knot in Los Angeles on June 9, 2022.

Sam's 29th Birthday

For her husband's 29th birthday, the singer shared a tribute to him on Instagram, writing, "Happy Birthday!!! I love you so much and hope you get all your birthday wishes and more!!!"