Ashley Benson and Brandon Davis Are Engaged! Inside Their Whirlwind Romance, Stunning Ring, and Journey to ‘I Do’
The world of Hollywood is abuzz with exciting news as beloved actress Ashley Benson has officially confirmed her engagement to Brandon Davis. The joyous announcement, which delighted fans and friends alike, came on July 6, setting social media alight with well wishes and congratulations. This marks a significant milestone for the Pretty Little Liars star, embarking on a new, exciting chapter in her personal life.
Ashley Benson, known for her captivating roles and understated elegance, subtly shared the heartwarming news via her Instagram Story. The initial reveal featured a re-post from Brandon Davis’s own page, where he proudly displayed a photo of Ashley wearing a truly magnificent diamond ring. His heartfelt caption, “Love of my life,” spoke volumes about the depth of his affection. Ashley, in turn, reciprocated the sentiment with an equally touching reply, adding, “My best friendddd I love you,” clearly articulating the profound connection and friendship that forms the foundation of their burgeoning romance.
The excitement didn’t stop there. Ashley further amplified the announcement by sharing a screenshot from a FaceTime call with a friend, where her stunning new accessory was once again prominently displayed. The friend’s ecstatic caption, “Our babies are getting married!!!!!!!”, perfectly captured the infectious joy surrounding the engagement, highlighting the shared happiness amongst their closest circle. These intimate glimpses into their celebration offered fans a personal touch, making the announcement feel all the more special and authentic.
MEU DEUS! Ashley Benson e Brandon Davis estão noivos! 💍👩❤️👨 pic.twitter.com/5HxGm1caY
— ButtahBenzo Brasil (@buttahbenzosbra) July 7, 2023
The engagement ring itself has garnered significant attention, and for good reason. It is an undeniable showstopper, featuring a massive oval-cut diamond that commands attention, elegantly set on a classic gold band. The choice of an oval diamond reflects a timeless yet contemporary aesthetic, a cut celebrated for its brilliance and ability to elongate the finger. Ashley proudly showcased the dazzling piece in all her announcement shots, her radiant smile a testament to her happiness. While specific details surrounding the proposal remain under wraps, it appears to have been a romantic and intimate affair, reportedly unfolding during a special dinner date. Brandon Davis maintains a private Instagram page, adding an air of mystique to their relationship and keeping the more personal moments away from the constant glare of the public eye, which is a choice many celebrities are increasingly making to protect their privacy.
Ashley and Brandon’s relationship first entered the public sphere in January 2023, when they were spotted together at a high-profile basketball game. Their appearance together immediately sparked dating rumors, which were then officially confirmed by PEOPLE magazine in February, solidifying their status as a budding Hollywood couple. This rapid progression from public sighting to engagement in a matter of months speaks to the intense connection they share and the swiftness with which their relationship blossomed into something profoundly serious and committed.
Brandon Davis, while not a household name in the acting world, comes from a prominent background. He is notably the heir to an oil tycoon fortune, placing him within an influential and established social circle. His past romantic relationships have also made headlines; he previously dated actress Mischa Barton, known for her role in The O.C., and is also known to be friends with socialite and entrepreneur Paris Hilton. This connection to a broader network of celebrity and high society figures further integrates him into the world Ashley Benson inhabits, providing a shared understanding of the unique pressures and privileges that come with their lifestyle.

The exact timeline of when Ashley and Brandon first became romantically involved before their public debut remains somewhat shrouded in mystery, a common occurrence in the world of celebrity dating. Prior to her relationship with the 43-year-old oil heir, Ashley Benson had a notable romance with rapper G-Eazy. The couple was first linked in May 2020, and their relationship captivated fans for several months before they ultimately decided to part ways at the beginning of 2021. Reports from E! News at the time suggested that Ashley was the one who ended the relationship, citing a perceived lack of full commitment from G-Eazy. This decision highlighted Ashley’s clear understanding of what she sought in a partnership and her willingness to pursue a relationship that met her expectations for mutual dedication.
Before her relationship with G-Eazy, Ashley was famously involved with supermodel and actress Cara Delevingne. Their high-profile romance lasted for two years, drawing significant media attention and a devoted fanbase, before they ultimately broke up in April 2020. The end of their relationship was a poignant moment for many who had admired their journey. In a candid 2021 interview with Cosmopolitan, Cara Delevingne openly discussed the challenging period surrounding their split, hinting that the global COVID-19 pandemic played a significant role in their difficulties. She admitted, “It was the most trying time,” reflecting on the immense pressure and isolation that many relationships faced during lockdown. Cara continued, “[That] really makes or breaks you,” underscoring how such unprecedented circumstances can either strengthen or fracture even the most robust partnerships. Her honest reflection offered a rare glimpse into the emotional complexities faced by public figures navigating personal crises amidst global turmoil.
Ashley Benson’s journey through love and relationships, both public and private, has often been a topic of fascination for her fans. From her breakout role as Hanna Marin in the hugely popular series Pretty Little Liars, which cemented her status as a prominent young actress, she has navigated the demanding landscape of Hollywood with grace. Her career has seen her evolve from a teen drama star to taking on more diverse roles, all while maintaining a relatively private personal life compared to some of her peers. The announcement of her engagement to Brandon Davis signifies a beautiful new chapter, one that seems built on a foundation of deep affection and mutual respect.
As Ashley and Brandon step forward into their future, the excitement surrounding their upcoming wedding is palpable. While no details about the ceremony itself have been released, speculation is already building about what promises to be a star-studded and elegant affair. Their engagement is a testament to finding love when you least expect it, a reminder that genuine connection can blossom in the most unexpected ways. Fans and the wider entertainment community are eagerly awaiting more news from the happy couple, sending their warmest congratulations and best wishes for a lifetime of happiness together.