Britney Spears Heads to Hawaii with BF Sam Asghari as They Kick off Early Birthday Celebration

Joe Akins
Nov 18, 2020
11:20 P.M.

American singer and songwriter Britney Spears will turn 39 on December 2. She and her boyfriend Sam Asghari kicked off celebrations early with a trip to Hawaii.


Singer and songwriter Britney Spears and her boyfriend Sam Asghari began her birthday celebrations ahead of time by jetting off to Maui, Hawaii. The singer shared a picture of her and Asghari posing beside a private jet, wearing facemasks and shades. She captioned the post:

"Felt like a little trip to paradise for an early birthday celebration ✈️?☀️?????‍♀️??? !!!!!!!!! @samasghari."

Britney Spears attends 102.7 KIIS FM's Wango Tango on May 11, 2013, in Carson, California. | Source: Getty Images.

Britney Spears attends 102.7 KIIS FM's Wango Tango on May 11, 2013, in Carson, California. | Source: Getty Images.

In the snapshot, she wore a white top, brown shorts, and brown block heel shoes. Asghari also wore a white top, grey shorts, and white-and-blue Nike sneakers. Spears also shared a second picture of herself sitting in the private jet, which she captioned:

"I'm doing that whole work on yourself thing at the moment ☀️?????? !!! PS ... I wanted to get creative ??? !!!"


Also accompanying the post were pictures of a colorful fruit and vegetable creation the singer made. In another Instagram post, Spears shared a photo of herself and Asghari wearing shades and making silly faces as they posed for a selfie.


The selfie showed Asghari in a navy blue floral vintage shirt. He left the upper buttons open, revealing his chest. Spears wore an orange top and wore a white necklace. She also held a water bottle.

The sitting judge declined Spear's request to suspend Jamie's conservatorship.


A source revealed Spears and Asghari embarked on the trip to Hawaii early last week and returned home to Los Angeles on Sunday.

An onlooker revealed on Saturday night that the couple enjoyed an oceanside dinner in Lahaina town. The venue for dinner was the romantic Merriman's Kapalua restaurant at the Kapalua Resort.


According to the onlooker, the singer wore Daisy Duke shorts and a half top and looked to be enjoying herself and having a nice dinner.

Spears and Asghari's trip to Hawaii came a week after her attorney, Samuel Ingham, represented her in court for a conservatorship hearing on November 10.


Spears went to court seeking to suspend her father, Jamie, from his role in her conservatorship. That role has allowed him to control various parts of the singer's career and personal life for 12 years.

At the hearing on November 10, the sitting judge declined Spear's request to suspend Jamie's conservatorship. However, the judge said she would consider future petitions for his suspension or removal.


Spears' conservatorship dates back to 2008 and has seen many of her longtime fans demand her freedom over the years, with the hashtag #FreeBritney trending at different times on social media.

With the judge declining to suspend the singer's father from his role in her conservatorship, Spears' die-hard fans will wait to see her next move. For now, it is celebration time for her as she gets ready to welcome 39.

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