Jamie Lynn and Britney Spears timeline

BRITNEY Spears and her younger sister have a tumultuous relationship amidst drama surrounding her conservatorship.

But Britney and Jamie Lynn Spears are known to share a very close bond and despite their ten year age difference, Jamie Lynn has been said to be very protective of her pop-star older sister.

Follow our Britney Spears live blog for the latest updates…


Britney and Jamie Lynn have always shared a very close bondCredit: Getty

What’s the feud over Jamie Lynn’s memoir title?

On October 11, 2021, Jamie Lynn Spears took to Instagram to announce the title to her new memoir, Things I Should Have Said.

The book was originally to be named I Must Confess, a lyric from Britney’s hit song, …Baby One More Time. Jamie Lynn allegedly changed the name after receiving backlash from Britney’s fans.

On October 12, 2021, Britney followed up with an Instagram post that seemingly shamed her younger sister’s.

Britney uploaded a picture of herself gasping, with the caption:

“Psssssss also great news … I’m thinking of releasing a book 📚 next year 😜 but I’m having issues coming up with a title so maybe my fans could help !!!!

“Option #1 … “S**t, I really don’t know” Option #2 … “I really care what people think” 😂🙄🤷🏼‍♀️ !!!!” What do you guys think 🤔🤔🤔 ????”

The singer made light of the title debacle surrounding Jamie Lynn’s memoir, with no response yet from Jamie herself.

Here’s a timeline of Britney and Jamie Lynn’s relationship:


Jamie Lynn first appeared as the younger version of Britney Spears’ character in the 2002 movie Crossroads. 

“I love my little sister and I am overprotective with her, and I don’t mind saying that,” Britney told Real Access after the 2002 film came out.

“My sister is a handful. We are so different. It’s so funny—actually, she would be a lot better in this business than I am. Like her personality, she is Miss Diva. She is so full of herself, it’s so cute.”

Britney Spears and her sister Jamie Lynn Spears at "The Teen Choice Awards 2002"


Britney Spears and her sister Jamie Lynn Spears at “The Teen Choice Awards 2002”Credit: Getty


Since the beginning of Britney’s career, the sisters where often together and attending premieres and other fun events together.


Britney gushed about how proud she was of her little sister when it was announced that she would be starring in her own TV show Zoey 101.

“Jamie Lynn is turning into such a beautiful little lady. Her new show is coming out soon and I am sooo proud of her,”


Zoey 101 premiered on Nickelodeon with Jamie Lynn singing the theme song, Follow Me.

But Jamie Lynn and co-star Alexa Nikolas were often feuding on set forcing big sister Britney to step in.

Several outlets at the time reported that Britney “proceeded to scream that Alexa was an ‘evil little girl,’ and that she had better watch herself or she ‘will never work in this town again!”‘

Britney and Jamie Lynn Spears at Planet Hollywood, Las Vegas Party


Britney and Jamie Lynn Spears at Planet Hollywood, Las Vegas PartyCredit: Getty


Britney gave birth to her second son Jayden James Federline. Jamie Lynn was excited to be an aunt to two little boys.


Jamie Lynn Spears announced that she was pregnant at 16 years old the same year that Britney lost custody of her children.

That year, Britney notoriously had a mental break down and shaved her head.


Zoey 101 aired its last episode on Nickelodeon as Jamie Lynn moved back down South, got her GED in February 2008 and prepared for the birth of her first child.

Her daughter Maddie Aldridge was born on June 19, 2008, in Mississippi where both Britney and Jamie Lynn were born.

Britney recounted, “That was special, but it was also strange because [Jamie Lynn’s] always been the baby, and now the baby was having a baby.”

“It was mind-boggling. I was shocked a little bit. But it was really cool, and she was happy. When she got to the hospital, we all thought it was going to be an all-day thing, and instead, the baby just sort of popped out. ‘OK, we’re happy now!'”

Jamie Lynn Spears became pregnant at 16 years old


Jamie Lynn Spears became pregnant at 16 years oldCredit: Instagram


Jamie Lynn was planning to marry her hometown boyfriend and father to her child.

The teen mother asked Britney to be a bridesmaid in her upcoming wedding.


Britney and Jamie Lynn were both engaged as the time and reportedly joked about having a double wedding.


Jamie Lynn made her musical debut in Nashville and although big sister Britney wasn’t there to see it she offered her congrats on Twitter.

“@britneyspears thanks- just wish you and J were there!! love yall!” Jamie Lynn tweeted back to her big sis.

Britney Spears stands courtside with sister Jamie Lynn as the Los Angeles Lakers


Britney Spears stands courtside with sister Jamie Lynn as the Los Angeles LakersCredit: Getty


Just like the Spears sisters, the Spears cousins have grown up to be very close despite living across the country from each other.

Jamie Lynn shared, “For now, Maddie’s biggest concern in life is when she gets to see her cousins next. She’s always asking, ‘Why can’t we have Preston and JJ here?’ They’re very close. They’re like brothers and sister. They’re so stinking cute.”

“And Maddie loves her Aunt Britney’s songs,” the young mom added. “She just loves the whole dress-up thing that goes with it. She loves dancing and singing and all of that. I definitely think music is in her genes.”


Jamie Lynn decided to get a boost in her music career, teaming up with her international pop-star sister.

The two sang together on Chillin’ With You, on Britney’s 2013 album Britney Jean.

Jamie Lynn  and her mother Lynne Spears


Jamie Lynn and her mother Lynne SpearsCredit: Getty


Jamie Lynn gets married to Jamie Watson and released her debut EP country album, The Journey.

“For me and my sister the relationship [has] always been a really special one. I’m proud of my sister.”

“She went after her dream from a small town and she’s still doing what she loves, so there’s something to be said about that and something to be really proud of. So I definitely look at that as, you know, it gives me motivation and really inspires me to keep going.”

“There’s such a big age difference between me and my sister that I think [she] almost was like a second mom,” she continued of Britney. “She’s so supportive and she’s so encouraging of me and she’s like my biggest fan…She’s always had my back.”


Jamie Lynn has continuously spoken openly up about how Britney inspires her.

“I take a lot away from [Britney’s]… drive,” Jamie Lynn said. “Seeing someone who’s worked to create the kind of life they want from a simple passion.” 

Jamie Lynn Spears performs at Country Thunder USA


Jamie Lynn Spears performs at Country Thunder USACredit: Getty


When Jamie Lynn made her Grand Ole Opry debut in Nashville, Britney and their brother, Bryan Spears, introduced her performance in a surprise appearance.

“Thanks to the Opry for letting me introduce this beautiful, young lady who is my heart and my soul,” Britney said. “Not only is she beautiful and extremely talented, she’s my little sister…Jamie Lynn Spears!”


Jamie Lynn shared the news of her second pregnancy on Twitter where Britney congratulated her.

Britney wrote on Twitter: “Maddie is going to be the best big sister!!! So happy for you @jamielynnspears!!!! Love you all sooo much!!!”


Jamie Lynn was named the trustee of Britney’s $8 million estate by Jamie and Britney’s lawyer, Andrew Walletin in August 2020.

Jamie is the “sole beneficiary” of the SJB Trust, which Britney created in 2004 to protect her sons Sean Preston and Jayden James’ financial future and her fortune.

Due to this, when Britney dies, Jamie Lynn will receive “the entire principal of the Trust, including all accused and undistributed and unrealized income.”

Meaning Jamie Lynn will inherit Britney’s fortune, not her sons.

Britney's father Jamie was in control of her conservatorship for over a decade


Britney’s father Jamie was in control of her conservatorship for over a decadeCredit: Refer to Caption


“10 years ago, who was there?? I have been here long before anyone else, and I’ll be here long after,” Jamie Lynn wrote on Instagram.

“I love my sister with everything I have. So, anyone or anything that speaks to the contrary can GTFOH with all the comments about what you don’t understand. Do not come for me or the ones I love anymore. You can move the ‘blank’ outta here with all that, just like this other lady who was running her mouth.”

Jamie Lynn replied to Instagram comments saying, “Haha nice try, but I have NEVER been paid a dime from my sister, that is HER hard earned money, and I am NOT entitled to a cent of it,” Jamie Lynn replied.

“I would not spend money I did not earn.”

Another time she took to the comments saying that Britney “is a strong, badass, unstoppable woman, and that’s the only thing that is OBVIOUS.” (These posts were later deleted.) 

Fans have been concerned for Britney's well-being looking to her social media post for clues of her mental health


Fans have been concerned for Britney’s well-being looking to her social media post for clues of her mental healthCredit: Refer to Caption


Jamie Lynn Spears again came at Instagram critics who claimed that she was purposely not speaking out regarding her sister, Britney Spears, and her rumored mental health struggles.

“If you deal with mental illness or care for someone dealing with mental illness, then you know how important it is to respect the situation with privacy for the person, and the family trying to protect their loved ones, no matter how it may appear to the public, and as the public we must learn to do the same,” Jaymie Lynn wrote on Instagram.

“I pray this doesn’t bring shame to anyone dealing with mental illness, you are not alone, and you are loved.”

When the Britney Army came for Jamie Lynn again she replied, “You have no right to assume anything about my sister, and I have NO right to speak about HER health and personal matters. She is a strong, badass, unstoppable woman, and that’s the only thing that is OBVIOUS.”

She later echoed a similar sentiment, “I would never speak out just to clarify things to the public, when the person it pertains to does not want that to happen,” wrote Jamie Lynn. “I’d rather take all the hate, then speak about someone elses personal matter, that they want to keep private.”


Britney’s father Jamie was removed from his position as Britney’s conservator on September 29, 2021.

The next hearing in the case of Britney’s conservatorship will be held on November 12, 2021, to determine whether or not the conservatorship will permanently end.

Jamie Lynn had been under fire for her alleged role in keeping Britney, 39, under the “abusive” court order and for remaining silent when fans have asked her to speak up.

Britney made her first-ever debut in court in June 2021 amid her conservatorship legal battle with dad Jamie, who has “controlled” her life for the past 13 years.

She made a number of shocking claims during the hearing, including that her family sent her to a $60K rehab at a small Los Angeles home and that she was allegedly forced to get an IUD she cannot take out to have another baby. 

She decided to break her silence and speak out on the matter in a series of Instagram Story videos.

The Sweet Magnolias actress told fans that she didn’t think it was her “place” to say anything until Britney had had her chance to speak.

She shared in the video: “But now that she’s very clearly spoken and said what she needed to say, I feel like I can follow her lead and say what I need to say.”

Jamie Lynn continued: ”I think it’s extremely clear that since the day I was born I’ve only loved and adored and supported my sister. 

“I mean, this is my freakin’ big sister before any of this bulls***. 

“I don’t care if she wants to run away to the rainforest and have a zillion babies in the middle of nowhere, or if she wants to come back and dominate the world the way she has so many times before.”

She went on to explain that when it comes to the conservatorship, she has “nothing to gain or lose either way” and that she’s “only concerned about [Britney’s] happiness.”

Choking back tears, Jamie Lynn continued: ”I’ve made a very conscious choice in my life to only participate in her life as her sister.

“Maybe I didn’t support her the way the public would like me to with a hashtag on a public platform, but I can assure I have supported my sister long before there was a hashtag, and I’ll support her long after. Note that.” 

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