A relationship that ad everybody’s hopes up for Britney is the one she had with Sam Asghari. Spears first got together with the model and personal trainer from Iran in 2016 and they seemed blissfully happy for quite a while. By that point, Britney has probably taught herself to be careful with who she attaches herself to, but Sam had Spears’s best interest at heart.
Was he going to be the guy that she’d finally settle down and grow old with? It is something she deserves more than anyone. Plus, everybody knows that working out is great for your mental health, and who better than a personal trainer to keep you active?
More Family Problems
The Spears family became even more fractured. Britney's sons had spent most of their lives with the father, Kevin (who appears to have cleaned up his act somewhat), and in August of 2019, Federline filed a police report against Jamie Spears. The allegations included Jamie being abusive toward Sean. Jamie avoided charges, but the details are frightful.
It started with an argument, and then Jamie broke down a door to get to Sean. Despite being Britney's weekend to see the boys, she immediately sent them back to their father. Grandpa Jamie got a three-year restraining order from seeing either Sean or his brother Jayden.
Ten Long Years
More than ten years after being made Britney's conservator, Jamie Spears was finally investigated. After a closed-door hearing, a judge ordered an investigation, stating anyone with Spears' control would fall under a watchful eye. On September fifthת 2019, Jamie Spears filed papers in Los Angeles to be relieved of the role temporarily, for health reasons.
A judge approved the request and appointed Jodi Montgomery, Britney's caregiver, as his replacement. Since then, Spears has filed paperwork to get her father removed permanently as her conservator. She's hoping that Montgomery, who at the very least isn't her father, will have control over her finances.
The Very First Guy
Spears and Timberlake's big breakup remains a mystery for a lot of people, and while they've never really come out and explained all of the details, it seems enough time has passed for bygones to be bygones.
In 2020, Spears filmed herself dancing along to one of JT's songs, and commented “PS I know we had one of the world's biggest breakups 20 years ago...but hey, the man is a genius!!! Great Song JT!!!” JT responded with emojis displaying his approval. It might not be a fairy tale happy ending, but tomorrow can always be better, even for this singer who once might not have had a future.
Putting a Ring on It
In June of 2022, after five years of being together, Britney and Sam were finally able to get properly hitched! The ceremony was held in California and attended by a small collection of guests, some of who were as high-profile as you can imagine — just to name-drop a few, Madonna, Selena Gomez, and Paris Hilton. Sounds like a real party!
Reports say that Selena and Madonna were tearing up the dancefloor together and that Paris Hilton literally refused to DJ at an actual White House event because it was on the same date! Now that's true friendship. Sadly, however, a year after the wedding, the singer announced via Instagram that they were splitting and that the reasons were "nobody's business." We will keep hoping for her to find love and peace.