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Ashley Benson is newly engaged to Brandon Davis aft helium popped the question with a elephantine oval engagement ringing connected July 6. The breathtaking quality comes conscionable months aft the 2 were archetypal spotted unneurotic successful Jan. 2023. However, this is acold from Ashley’s archetypal narration successful the nationalist eye. She’s dated plentifulness of acquainted faces implicit the years, including Cara Delevingne and G-Eazy.
The Pretty Little Liars prima isn’t 1 to unfastened up astir her idiosyncratic beingness much, though, and it’s a conscious decision. “I usually support my relationships private,” she said successful a 2021 interrogation with Cosmopolitan U.K. “You evidently can’t assistance if you get photographed together. [But] it’s much ineffable that way. Those backstage moments are for you and your spouse and I deliberation it’s champion not to beryllium over-exposed. You tin truly support your narration if you’re not exploiting it.”
Learn much astir Ashley’s emotion beingness and what we cognize astir her romances — some past and contiguous — below:
Brandon Davis
Ashley Benson and Brandon Davis retired and about. (SplashNews)
Ashley and Brandon archetypal sparked romance rumors erstwhile they were photographed attending a hoops crippled unneurotic successful January 2023. It’s unclear however agelong they were seeing each different earlier they went public, but by February 2023, PEOPLE had confirmed the relationship. “They person a batch of communal friends and are some ace amusive and precise societal people,” the mag’s root revealed.
On July 6, 2023, Ashley confirmed via her Instagram Story that she and Brandon had gotten engaged. She shared the quality by posting a close-up photograph of her gorgeous engagement ring, which featured an oval diamond connected a simple, golden band.
Brandon is an heir to lipid tycoon, Marvin Davis, who is his grandfather. He has 4 siblings, though 1 died successful 2020 from a Fentanyl overdose astatine the property of 35. Brandon was known for partying with stars like Paris Hilton and Mischa Barton, who helium concisely dated, successful the aboriginal 2000s. He besides publically shamed Lindsay Lohan during a nighttime retired with Paris, infamously calling her a “fire c*****” successful beforehand of paparazzi.
G-Eazy
Ashley Benson retired and astir with G-Eazy. (Marksman / MEGA)
Before getting unneurotic romantically, Ashley and G-Eazy collaborated connected a screen of “Creep” by Radiohead successful April 2021. Just weeks later, pursuing Ashley’s breakup from Cara Delevingne, the 2 were photographed retired successful Los Angeles together. At the time, though, Us Weekly reported that their narration was “not serious,” but they were “hanging out.”
Subsequent sightings followed, and the 2 appeared to get more serious by June, arsenic Ashley brought G-Eazy arsenic her day to her sister’s precise intimate wedding. Ashley was besides featured connected a opus connected G-Eazy’s June 2020 project, Everything’s Strange Here. By August, the histrion was photographed wearing a diamond ringing connected her near hand, sparking engagement rumors. However, it was ne'er confirmed whether the 2 had really gotten engaged.
“She’s an exceptionally talented idiosyncratic successful galore antithetic spaces,” G-Eazy gushed to Entertainment Tonight successful Oct. 2020. “She’s a peculiar one. Obviously, she’s a large actress, but, you know, getting to enactment with her and putting her successful beforehand of a microphone and watching her sing truthful effortlessly….it conscionable blew maine distant that you tin person specified a hidden, peculiar endowment that the satellite doesn’t get to spot arsenic often.” In her ain interrogation with Cosmopolitan U.K., Ashley gushed astir however overmuch G-Eazy was “teaching” her astir music, and said it was “really nice” to constitute songs with him successful quarantine.
Although a root told Us Weekly successful Jan. 2021 that Ashley and G-Eazy were precise superior and “in a large place,” they called it quits by February of that year. “[Ashley] felt helium hadn’t been afloat committed to her,” a root told E! News about the breakup.
Still, they spent clip together pursuing the split, adjacent though they were reportedly not “back together” romantically. After months apart, though, Ashley and G-Eazy found their mode back to each other. Page Six obtained photos of them unneurotic successful Dec. 2021, and by January, reports claimed that they were fully an item again.
At a pre-Oscars enactment successful March 2022, the on-again mates packed connected the PDA and reportedly did not attraction who was watching. “They looked precise overmuch successful emotion and did not permission each other’s side,” Page Six reported. The rekindled romance didn’t last, though, and Ashley and G-Eazy broke up again earlier the extremity of the year.
Cara Delevingne
Cara and Ashley astatine a sporting event. (Corey Sipkin/UPI/Shutterstock)
Ashley and Cara were successful a precise publicized narration for 2 years from 2018-2020. The ladies some starred successful the 2018 film Her Smell, and were archetypal linked erstwhile they were photographed kissing astatine Heathrow Airport successful London that August. Their romanticist narration was confirmed by US Weekly successful October 2018, with a root confirming that it was Ashley’s archetypal narration with a woman.
For the archetypal respective months of their relationship, Ashley and Cara kept quiescent astir their emotion for 1 another, adjacent arsenic they were photographed retired and astir connected assorted occasions. By June 2019, Ashley had moved into Cara’s location aft selling her ain place. Cara made a large connection astir their narration that period for PRIDE, arsenic well, erstwhile posted a video of herself and Ashley kissing connected Instagram. The timing came close astir the ladies’ 1 twelvemonth anniversary, arsenic well.
Ashley was besides Cara’s day to the TrevorLIVE Gala that month, and Cara did not clasp backmost from gushing astir her girlfriend. “She is 1 of the radical that helped maine emotion myself erstwhile I needed it astir and I truly needed it,” Cara said. “She showed maine what existent emotion is and showed maine however to judge it, which was a batch harder than I thought.”
At the extremity of 2019, Cara sparked interest erstwhile she tweeted, “Me and Ashely broke up.” However, it turned retired that her relationship had been hacked. She proved they were inactive unneurotic with a gushing day station for Ashley connected Instagram that December. “There is truthful overmuch I could accidental but thing I emotion and cherish astir astir america is that I don’t request to due to the fact that YOU KNOW and that’s each that matters,” Cara shared. “It’s you and me, which is my favorite. My prevention place. You fto maine beryllium silly, you fto maine beryllium wild, you support maine free, unafraid and curious. I consciousness similar I’ve known you my full beingness and I americium truthful arrogant of watching you turn into the pistillate that you ever dreamt of being.”
The gals were inactive going beardown connected Valentine’s Day, and proved it with their respective societal media posts for each different that year. However, by the opening of May 2020, they had split. Although the ladies ne'er publically delved into the reasoning for the split, Cara hinted that the COVID-19 pandemic took a toll connected their relationship. “It was the astir trying time,” she admitted to Cosmopolitan. “It truly makes oregon breaks you.”
Chord Overstreet
Ashley Benson and Chord Overstreet astatine the Teen Choice Awards. (Jim Smeal/BEI/Shutterstock)
Ashley and Chord Overstreet were concisely linked during the summertime of 2012. The 2 turned heads erstwhile they attended the Teen Choice Awards unneurotic successful July of that year. Days later, they were photographed having a precocious night out astatine hotspot Bootsy Bellows. The summertime romance continued into September, arsenic they besides attended a excavation party successful Las Vegas unneurotic for Labor Day weekend. However, things yet fizzled retired betwixt the two, and small is known astir the presumption of their existent narration astatine the time.
Tyler Blackburn
Ashley Benson and Tyler Blackburn astatine a ‘PLL’ event. (Broadimage/Shutterstock)
Tyler Blackburn played Ashley’s emotion involvement on Pretty Little Liars, and their adjacent relationship IRL had fans perpetually speculating if they were besides dating off-screen. Once the amusement ended, Tyler shut down rumors of a romance erstwhile helium spoke to Playboy successful June 2019, but helium did accidental that sometimes the lines were “blurred” erstwhile it came to the pair’s existent beingness relationship.
“We ne'er officially dated,” helium insisted. “In navigating our narration — arsenic co-workers, but besides arsenic friends — sometimes the lines blurred a little. We had periods wherever we felt much for each other, but ultimately, we’re bully buds. For the astir part, those rumors made america laugh. But past sometimes we’d beryllium like, ‘Did idiosyncratic spot america hugging the different night?’ She was a immense portion of a immense alteration successful my life, truthful I’ll ever clasp her dear.” Since Pretty Little Liars concluded, Ashley and Tyler person remained friends.
Ryan Good
Ashley and Ryan astatine a sporting event. ( Jd Images/Shutterstock)
Ashley and Ryan dated connected and disconnected from 2012 until 2017. At the tallness of their relationship, Ryan was adjacent friends with Justin Bieber, moving arsenic his roadworthy manager during the aboriginal years of his career. Ryan is present the originative manager of Justin’s covering brand, Drew House. He besides subbed successful arsenic Justin’s stylist successful the aboriginal days. Because of Ryan and Justin’s adjacent friendship, Ashley besides spent a batch of clip with the Biebs, arsenic good arsenic his on/off girlfriend, Selena Gomez (she besides starred successful Spring Breakers with Selena successful 2013).
When Ashley and Ryan divided for the archetypal clip successful 2013, she opened up to Seventeen astir being single. “Anytime you spell done a breakup, it’s rough,” she admitted. “Ryan and I are inactive close, but I’m excessively young to beryllium successful a superior relationship. Work is my boyfriend!” By December of that year, they were afloat backmost on, though, and were seen connected abrogation unneurotic successful 2014, arsenic well. They continued to breakup and get backmost unneurotic earlier calling it quits for bully successful 2017.
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