Who Has Britney Spears Dated?

Britney Spears is undoubtedly one of the biggest names in pop music’s history. Since her rise to stardom in the late nineties, the “Princess of Pop” has also been in quite a few high-profile relationships. While some names like Justin Timberlake and Kevin Federline stand out, the “Baby One More Time” singer has some other notable names in her dating history. She is currently single, however. 

Her recently released memoir, The Woman In Me, has been taking the public down memory lane. Some topics she’s explored include the many highs and lows in her career, as well as her recently ended conservatorship and gaining back her freedom. Additionally, it also shines some light on her romantic history and the intricacies of her relationships. From the brief romances to her deepest loves, let’s take a look at the relationships Britney Spears has had since her rise to fame.

Read More: Britney Spears Reveals The Origin Of One Of Her Biggest Hits

Justin Timberlake (1998 – 2002)

britney spears dating justin timberlake
Britney Spears and Justin Timberlake at the 2000 MTV Video Music Awards (Photo by Kevin Mazur/WireImage)

The “Toxic” singer had met Justin Timberlake when they were both child stars on the set of The Mickey Mouse Club in the early nineties. Their friendship eventually blossomed into a dreamy union that lasted four years. Unfortunately, the relationship ended on a sour note in 2002 with rumors of infidelity on the part of both singers.

With the release of The Woman In Me, some previously unknown details about their time together have been revealed.  For example, Britney Spears revealed that she terminated her pregnancy because the former NYSNC star “was not ready to be a father.” Understandably, Timberlake has been receiving widespread backlash since these revelations have surfaced.

Wade Robson (2002-2003) 

Britney Spears dates Wade Robson
Choreographer Wade Robson during a photocall to launch a week-long boot camp for Eurpoe’s largest dance extravaganza, ‘MTV Shakedown’ at The Worx Studios in Parson’s Green, south west London, to uncover the grooviest dancer. The winner will appear in singer Ashanti’s latest music video. (Photo by Ian West – PA Images/PA Images via Getty Images)

Rumor had it that Britney Spears was hooking up with choreographer, Wade Robson, while she was dating Justin. Perhaps these rumors were fueled by the fact that she got together with him not long after her former relationship ended. Nonetheless, they did share a brief romance between 2002 and 2003. Robson and Spears were together for about a year before they called it quits in 2003. 

Read More: Britney Spears Deactivates Instagram, Justin Timberlake’s Breakup Text Revealed

Colin Farrell (2003) 

britney spears
HOLLYWOOD – JANUARY 28: Singer Britney Spears and actor Colin Farrell arrive at the premiere of ‘The Recruit’ at the Cinerama Dome on January 28, 2003 in Hollywood, California. (Photo by Kevin Winter/Getty Images)

After things ended with Robson, Britney was linked to both Jared Leto and Fred Durst. However, Spears never admitted to dating any of these men. She did, however, admittedly date Irish actor, Colin Farrell. Moreover, she shared that they had a passionate, sexually driven fling that lasted about two weeks.  The pair also were seen making out at a nightclub in L.A.  

Columbus Short (2003) 

columbus short britney spears
Britney Spears & Columbus Short (L) (Photo by KMazur/WireImage for NFL)

Britney Spears and Columbus Short had a brief fling in 2003. Their romance was rather short-lived, especially as Short had an eight-month pregnant wife at the time. Per Hollywood Life, the affair resulted in the end of Columbus’s marriage. Previously, Columbus had been a backup dancer for Britney, but that also ended after their affair came to light. In his 2020 autobiography, Short Stories, Short revealed that Spears’ parents did not approve of their brief time together. Moreover, he claimed that they referred to him with a racial slur while on the phone to their daughter.

Jason Alexander (2004) 

Jason Allen Alexander (C), who was formerly married to Britney Spears, attends UFC 46-Revenge or Repeat?/Ultimate Fighting Championship at the Mandalay Bay Hotel. (Photo by Chris Farina/Corbis via Getty Images)

Britney’s shortest relationship is her marriage to Jason Alexander, which lasted only 55 hours. The wedding took place in Las Vegas, and Britney has since admitted she had been drunk and was just having fun. Jason Alexander was a childhood friend, and according to her memoir, they were not in love. The timespan of their annulled marriage quickly became a famous topic at the time. 

Kevin Federline (2004-2007)

Britney Spears
Kevin Federline and Britney Spears during Mariah Carey and Jermaine Dupri Host GRAMMY After Party Sponsored by LG at Private Home in Hollywood, Califormia, United States. (Photo by J.Sciulli/WireImage for Ogilvy Public Relations)

In the same year of her 55-hour long marriage, Britney fell in love and settled down with Kevin Federline. Federline had once been a backup dancer for Justin Timberlake. The marriage seemed to be going well until 2007, when Britney filed for a divorce due to irreconcilable differences. The union also produced two sons, one in 2005 and another, one year after. Their relationship was widely covered by the media. Post-divorce, Britney Spears became catnip for the paparazzi, especially as her infamous shaved-head “breakdown” occurred soon after their divorce.

Read More: Kevin Federline Shoots Down Report That Britney Spears Is On “Meth”

Adnan Ghalib (2007-2008) 

Britney Spears
LOS ANGELES, CA – FEBRUARY 21: Adnan Ghalib poses at the Main Event Red Carpet Lounge and Green Suite on February 21, 2008 in Los Angeles, CA. (Photo by Michael Bezjian/WireImage)

After ending things with Kevin Federline, Britney briefly dated J.R. Rotem, a music producer. Later that year in December, she surprisingly got with photographer Adnan Ghalib, while he was married. Spears’ relationship with Ghalib also came as a shock because he was a paparazzo. At the time, cameramen and flashing lights were unwelcomingly all over Britney. The relationship was short-lived, however, and ended with Jamie Spears, Britney’s father, filing a restraining order against Ghalib. 

Jason Trawick (2009-2013) 

Britney Spears
LOS ANGELES, CA – AUGUST 28: Britney Spears and boyfriend Jason Trawick arrive at the 2011 MTV Video Music Awards at the Nokia Theatre L.A. Live on August 28, 2011 in Los Angeles, CA. (Photo by Gregg DeGuire/FilmMagic)

Jason Trawick was Britney’s manager at the time, and their relationship was one of her longest. The pair were also engaged, but unfortunately, it was abruptly called off after one year. At the time, the rumor mill insisted that Trawick was simply a spy for Jamie Spears, but he denied it. This rumor was further fueled by the fact that he became a co-conservator with Jamie Spears. Trawick recently received backlash for revealing on Kevin Connelly’s podcast that he believed Britney Spears needed the conservatorship at the time. He claimed Federline was spending a lot of her money and she needed someone to give her “some guidance.”

David Lucado (2013-2014) 

Britney Spears
LOS ANGELES, CA – JANUARY 08: Musician Britney Spears (R) and David Lucado attend The 40th Annual People’s Choice Awards at Nokia Theatre L.A. Live on January 8, 2014 in Los Angeles, California. (Photo by Jeff Kravitz/FilmMagic)

Britney Spears met David Lucado at a party and was reportedly introduced to him by her friends. This introduction blossomed into a relationship that lasted for a few months. Unfortunately, Spears had reportedly found a video of David making out with someone else. Expectedly, this led her to call it quits. 

Charlie Ebersol (2014-2015)

Britney Spears
LAS VEGAS, NV – MAY 17: Recording artist Britney Spears (R) and Charlie Ebersol attend the 2015 Billboard Music Awards at MGM Grand Garden Arena on May 17, 2015 in Las Vegas, Nevada. (Photo by Kevin Winter/BMA2015/Getty Images for dcp)

Britney Spears met Charlie Ebersol through her assistant not long after her split from David Lucado. The relationship lasted for only a few months, as the couple split in mid-2015. Nonetheless, the relationship succeeded in shying away from headlines while it lasted. Ever sold was notably private, while Spears had been adjusting to a more serene lifestyle.

Sam Asghari (2017-2023)

Britney Spears
HOLLYWOOD, CALIFORNIA – JULY 22: Britney Spears (L) and Sam Asghari arrive at the premiere of Sony Pictures’ “One Upon A Time…In Hollywood” at the Chinese Theatre on July 22, 2019 in Hollywood, California. (Photo by Kevin Winter/Getty Images)

Sam Asghari was Britney’s most recent heartthrob, and their union of six years is her longest ever. Their relationship began in early 2017, but they actually met in 2016 on a music video set. Their relationship went on relatively well, with Sam supporting the pop superstar through the court proceedings that ended her 12-year-long conservatorship. The couple also got married in 2022, with high-profile guests like Drew Barrymore and Madonna in attendance. Unfortunately, they got separated in August 2023, after one year of marriage and a six-year relationship. 

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Britney Spears’ Father, Ex-Husband Not Concerned About Upcoming Memoir

After an incredibly tumultuous time in the public eye recently, Britney Spears has a new memoir coming out later this month. Not much is known about the content of the book but messages she’s shared to social media may have given some indication. She’s repeatedly made veiled statements about people close to her that have wronged her. She’s also occasionally taken to making calculated threats that they will one day have to pay for what they did.

Many fans believed that was building to her memoir. They’re hoping that the book is full of unfiltered stories about the harsh treatment she received at the hands of those closest to her. But now according to TMZ, two people fans expected to see in the memoir are apparently not worried about it. They caught up with her ex-husband Sam Asghari who said that he “wasn’t nervous about it.” They even spoke with her father Jamie Spears, who many villainized during the #FreeBritney movement. He says that he doesn’t even plan on reading the memoir when it comes out. Check out their video with Asghari below.

Read More: Britney Spears Joins J Balvin & Maluma For Dinner In New York City Ahead Of Memoir

Britney’s Ex-Husband Has Already Read Her Memoir

Britney Spears has been in the thick of some drama with fans recently over her Instagram videos. She shared a number of clips of herself dancing with what appeared to be knives. While she insisted they were fake that didn’t stop fans from calling in a wellness check on her, which she didn’t appreciate.

That issue was re-ignited last week when she posted yet another dancing video. But it was one smaller detail that fans really honed in on, a bandage on one of her fingers. Many interpreted that as evidence that she had, in fact, been dancing with real knives the entire time and hurt herself as a result. What do you think of the responses from people close to Britney Spears over her memoir? Let us know in the comment section below.

Read More: Britney Spears Claims She Didn’t Know Who J Balvin & Maluma Were

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Sam Asghari Stands Up To Donald Trump Jr. In Defense Of Britney Spears

Over the weekend Donald Trump Jr. took to Instagram to share a meme of Britney Spears. Using political undertones he compared past Britney during her peak of popularity to Britney today to make a heavy-handed political statement. Many immediately recognized how disrespectful and in bad taste the meme was, including one person who many were surprised to see standing up for Britney Spears.

According to Page Six, Spears’ still quite recent ex-husband took to Instagram to tag Donald Trump Jr. directly with a clapback. “It’s not okay to be a bully,” he said in a since-deleted Instagram post standing up for Spears. It’s the first time he’s made a public statement in defense of his ex-wife since their divorce was made public in August. The post is the newest development in public drama spawned from a video Britney posted to Instagram. In the clip she dances with knives to celebrate Halloween coming this month. Fans expressed enough concern that they called in a wellness check on the pop star. Afterward she clarified that the knives she was using to dance with were fake. Check out the original Instagram post below.

Read More: Britney Spears Inspires Bam Margera’s Latest Tattoo

Sam Asghari Stands Up For Britney Spears

Britney Spears also doubled down on the knives. They appear in multiple other videos posted to her Instagram since the controversy first emerged. She also expressed frustration with the wellness check called in on her by fans. Reportedly she had the police arrive at her house, but they seem to have deemed her to be doing just fine.

Later this month, Britney Spears will release her new memoir. Early reports have indicated that the project could be a bombshell revealing uncomfortable secrets about Britney’s life and treatment. Many of her family members’ names have been thrown around in discussions about who should be nervous over the release of the book on October 24. What do you think of Sam Asghari standing up for his ex-wife Britney Spears? Let us know in the comment section below.

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Britney Spears Takes Another Shot At Her Family On Instagram

It’s been a turbulent few months for Britney Spears. Her notorious interaction with the security for NBA star rookie Victor Wembanyama feels like another lifetime with all the drama that’s happened since. The most substantial moment was her divorce from husband Sam Asghari which spawned a legal battle that’s likely to last for quite a while. Reports emerged afterward that Britney’s lawyer and manager were two of the only close associates left in her life because of her strained relationship with family.

Since then, she’s taken some increasingly direct shots at her family on social media. Most recently, she compared her relationship with those close to her to a prank video of sorts. She reposted a short clip of some older girls tricking a younger girl by cracking eggs on her face. But it was the singer’s response to the video on her story that really got people’s attention. “similar things have been done to me so I look at this with different eyes !!! Most of my inner conflict with people is knowing the enemy is right in front of me but I kept them because I loved them !!! I’m extremely sensitive to anybody laughing at someone or bullying in any way !!!” she posted on her story. Check out the seemingly innocuous video below.

Read More: Britney Spears’ “Fling” With Former Housekeeper Disputed

Britney Spears Calls Out Her Family Again

Later on in the post, she seems to tease some public retribution coming soon. “There’s so much I’ve kept private that’s gone on with me personally and maybe one day I can let people know … until then, there’s 3 sides to every story !!! Your side, my side, and the truth !!!.”

Britney has a new book coming out next month. It seems increasingly likely that there will be details included about her family that they won’t appreciate being made public. What do you think of Britney Spears’ new story post reacting to a seemingly good-faith prank video? Let us know in the comment section below.

Read More: Pete Davidson Reportedly Interested In Britney Spears, Friends Worry Things Could Become “Toxic”

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Britney Spears Declares She’s “Single As F**k”

Britney Spears provided a direct update on her relationship status in a video on Instagram, Friday, that she’s since deleted from the platform. In the post, she remarked that she’s currently, “single as fuck.” The update comes after Sam Asghari filed for divorce from the singer in August. They had been together for 14 months.

Her new comments captioned a video of herself dancing to Madonna‘s 2012 hit song “I’m Addicted” while wearing a skirt and a red crop top. In full, the caption initially read: “SINGLE SOON??? Single as f***!!!” She later updated it to “MURICA I HIT YOU RIGHT BACK!!!,” but has since removed the post entirely.

Read More: Sam Asghari Breaks His Silence Amid Britney Spears Divorce: “I Wish Her The Best”

Britney Spears With Sam Asghari

BEVERLY HILLS, CA – APRIL 12: Honoree Britney Spears (L) and Sam Asghari attend the 29th Annual GLAAD Media Awards at The Beverly Hilton Hotel on April 12, 2018 in Beverly Hills, California. (Photo by Vivien Killilea/Getty Images for GLAAD)

Asghari filed for divorce while citing irreconcilable differences back on August 16. He noted that the two still “hold onto the love and respect” for one another in a statement at the time. Spears broke her silence a few days later on Instagram. “Six years is a long time to be with someone so I’m a little shocked but … I’m not here to explain why because it’s honestly nobody’s business !!! But I couldn’t take the pain anymore honestly !!! In some sort of telepathic way I have been receiving so many messages that melt my heart from friends and I thank you,” she said. “I’ve been playing it strong for way too long and my Instagram may seem perfect but it’s far from reality and I think we all know that !!!”

Spears finished: “So I will be as strong as I can and do my best !!! And I’m actually doing pretty damn good !!! Anyways have a good day and don’t forget to smile !!!” Be on the lookout for further updates on Spears and Asghari’s split on HotNewHipHop.

Read More: Britney Spears Allegedly Attacked Husband Sam Asghari While He Slept

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Britney Spears Shares Another Surprising Instagram Post About Being Lied To

It’s been a troubling time for Britney Spears recently. After an altercation with the security of NBA rookie Victor Wembanyama last month, her husband Sam Asghari filed for divorce from her. The resulting legal battle has only just begun for the pop star and could drag on for quite a while. During all the time this has been going on, Spears has also been making one wild, attention-grabbing Instagram post after another.

“My HANDS ON MY HIPS SAY EVERYTHING !!! How many times have you guys been lied to or tricked by someone you loved ??? Psss on repeat because well … I MEAN IT !!!” the caption of Britney Spears’s latest Instagram post reads. In the attached video she sports a leopard print one-piece leotard and dances to the Kelis song “Trick Me.” The caption and choice of song make it clear what Britney is talking about, someone close to her betraying her. She doesn’t give any more explanation than that leaving fans to speculate what she could be talking about. Check out the mysterious post below.

Read More: Britney Spears’ Red Snake Tattoo Makes Its Instagram Debut

Britney Spears Back On Instagram

Reports about Britney Spears’s life that have emerged since her divorce are quite concerning. Insiders have described her relationship with her family as “isolated.” As a result of that and her divorce, her lawyer and manager are two of the only close allies left in her life. Reports have also claimed that as a result she’s become close with a housekeeper that was hired without a background check and has an extensive criminal history.

Britney also ended up in an unexpected fight with PETA after sharing her new dog Snow on social media. The advocacy group took issues with the pop singer’s choice to buy a dog instead of adopting one from a shelter. While Britney never hit back at PETA, she became the most recent celebrity criticized by them. What do you think of Britney’s newest Instagram post and the caption accusing someone of lying to her? Let us know in the comment section below.

Read More: Britney Spears Shocks Fans With Topless Horse Riding And Bold Religious Take

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Britney Spears Shares New Message With Her Haters On Instagram

Everyone has been talking about Britney Spears divorce from Sam Asghari the past two weeks. That includes many fans of Britney, but also many haters who certainly don’t wish the best for her. Earlier today, she shared a post to Instagram that saw her taking those haters head-on. “F*ck with me … I dare you” the caption reads. It’s accompanied by an image of Britney in layers of black clothing standing in front of a white background. Like almost all of her recent posts, the comments are turned off meaning fans haven’t gotten the chance to respond to the declaration directly.

The post comes amidst a flurry of news stories that have completely taken over the narrative following her divorce. Some of those stories have been particularly concerning. In the days following the divorce, an insider described Britney’s relationship with the rest of her family as “isolated.” Another report a few days later claimed that the singer’s lawyer and manager were two of the only figures left in her inner circle following Sam’s departure. Despite the concerns of many fans, Spears has continued to share content to her social media pages seeming like she’s doing just fine.

Read More: Britney Spears Footing $10K Rent Bill On Sam Asghari Bachelor Pad

Britney Spears Takes On Her Haters

Some of the most concerning reports have involved physical confrontations between Spears and Asghari going in both directions. One report claimed that Britney occasionally attacked Sam even sometimes doing so while he was asleep. Another claimed that during a physical altercation in London Spears hit her head on a table so badly that it required stitches. And those are far from the only concerning stories in the flurry of recent reports.

Britney Spears has also been dealing with criticism from PETA. She recently purchased a new puppy named Snow and shared pictures of the dog to her Instagram. PETA didn’t take kindly to it and shared a statement with TMZ condemning the pop singer for not adopting from a shelter. What do you think of Britney Spears new message to her haters? Let us know in the comment section below.

Read More: Britney Spears Becoming Close With Suspicious Housekeeper Amid Divorce

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Britney Spears Becoming Close With Suspicious Housekeeper Amid Divorce

It’s been less than two weeks since Britney Spears divorced from Sam Asghari. Since then it seems like every day new concerning news stories about the pop-stars wellbeing have emerged. The most recent once again deals in her isolation from family and friends. Last week, an insider claimed that Britney was “isolated” from her family. Pairing that with the ongoing divorce meant that there were very few people left in Britney’s inner circle.

A subsequent report claimed that her lawyer and manager were two of the only people left in Britney Spears’ life, but a new report from earlier today added another figure to that list. According to Page Six, Britney has been spending a lot of time with a man named Paul Richard Soliz. He was reportedly hired as a housekeeper but was never given a background check. The publication confirmed that he has a long criminal record including one felony. The insider who made the report added that they’re “concerned” about the friendship Spears is developing with Soliz.

Read More: Britney Spears Allegedly Attacked Husband Sam Asghari While He Slept

Britney Spears Forging Concerning Friendship

NEW YORK – SEPTEMBER 29: Britney Spears seen on the streets of Manhattan on September 29, 2008 in New York City. (Photo by James Devaney/WireImage)

Multiple reports have also emerged since the divorce of physical confrontations between Britney Spears and Sam Asghari. One report claimed that a black eye Asghari was spotted with by paparazzi was caused by Spears. Another cited a fight the pair engaged in during a trip to London. When the encounter got physical Spears reportedly hit her head on a table and ultimately required stitches.

Britney Spears is also dealing with criticism from PETA. She recently purchased a new puppy named Snow and posted about the dog to social media. PETA quickly responded with a statement made to TMZ criticizing Spears for buying a dog rather than adopting one from a shelter. What do you think of the newest concerning reports about Britney Spears? Let us know in the comment section below.

Read More: Sam Asghari Breaks His Silence Amid Britney Spears Divorce: “I Wish Her The Best”

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Britney Spears Once Needed Stitches After A Fight With Sam Asghari

Last week, reports emerged that Britney Spears and Sam Asghari could be headed for a break-up. Fans weren’t all that surprised when just a day later the news hit the internet that it was true. Since then it’s been a series of increasingly shocking news stories coming from the various insiders following Spears’ life. The most recent one came from a TMZ special that recently aired. In the special, they discuss a story where the couple got in a fight in London that ended with Spears needing stitches. “She and Sam were going at it in a hotel room, and it got so bad [that] she tripped and hit the coffee table, cracking her head open, she needed stitches.”

This isn’t the only report involving violence between the pair to emerge in the past week. Another claimed that Britney Spears often attacked Asghari while he slept. Another TMZ report claimed that Asghari claimed of Spears repeated physical altercations, one of which came in his sleep. It also credited one particular instance where he was spotted with a small black eye by paparazzi. The report claimed that the ailment was caused by Spears in the first place.

Read More: Britney Spears Footing $10K Rent Bill On Sam Asghari Bachelor Pad

Britney Spears Newest Concerning Report

Other concerning reports have emerged regarding who is left in Britney Spears personal life. First, an insider claimed that her relationship with her family was “isolated.” Without her family and her soon-to-be ex-husband there clearly aren’t many people left in her close inner circle. An insider a few days later claimed that Spears’ lawyer and manager were two of the only people left in her personal life.

While all of this is going on, Spears is also facing some pretty intense criticism from PETA. The singer purchased a new puppy called Snow and shared clips of the dog on social media. PETA quickly same after the pop singer for buying a dog rather than adopting one from a shelter. What do you think of the newest scary reports about Spears and Asghari? Let us know in the comment section below.

Read More: Britney Spears Reportedly Looking To Reconcile With Estranged Father

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PETA Slams Britney Spears For Buying New Puppy

Britney Spears has a lot going on at the moment. Last week after reports swirled that a divorce between her and husband Sam Asghari was imminent, the news became official. Since then a series of concerning news stories have emerged about various aspects of her life that has fans very concerned. While all of this is going on she’s also been somewhat erratically posting to social media sparking fires and sharing her feelings with fans. One of those posts included the legendary pop star showing off her adorable new puppy Snow. While many fans were happy to see it, PETA was not.

A rep for the organization reached out to TMZ about her decision to purchase a dog rather than adopt from a shelter. “When influential people buy puppies, puppy mills cheer and animal shelters watch the homeless-animal crisis get even worse,” they explained. With this one cutesy post, Britney Spears has sentenced countless deserving dogs in shelters to more days without love, a comfy bed to curl up on, or a chance at a real life.” The criticism comes just a months after the organization took aim at comedian Pete Davidson for doing the exact same thing. That erupted into one of the strangest beefs of 2023 so far.

Read More: Britney Spears Reportedly Looking To Reconcile With Estranged Father

Britney Spears New Puppy Upsets PETA

The new puppy joins a pretty small group of those remaining in Spears’ inner circle. A report earlier this week claimed that she basically only had her lawyer and manager left to care for her following her divorce. That report followed another from an insider claiming that Spears never properly made up with her family. The insider described her situation as “isolated.”

Despite the impending court battle set to take place, Asghari has been cordial to Spears publicly. In response to questions about the divorce, he said “I wish her the best.” What do you think of PETA’s critiques of Britney Spears buying a new puppy? Let us know in the comment section below.

Read More: Britney Spears Footing $10K Rent Bill On Sam Asghari Bachelor Pad

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