Ashley Benson, the acclaimed actress known for her roles in Pretty Little Liars and Spring Breakers, has navigated a public and evolving romantic journey throughout her career. While often private about her personal life, her high-profile relationships have frequently captured media attention, revealing a pattern of deep connections and significant milestones.
One of Benson's earlier public relationships was with actor Ryan Good, a former assistant to Justin Bieber and a stylist. Their on-again, off-again relationship reportedly began around 2011 and continued until about 2014. The couple often shared glimpses of their time together on social media, indicating a close bond. Despite their eventual split, they maintained an amicable relationship, occasionally being seen together in friendly capacities.
Following her relationship with Good, Benson was briefly linked to actor Nat Wolff in 2015, though this connection was never officially confirmed by either party. They were photographed together, sparking rumors, but the nature and duration of their rumored romance remained largely private and unconfirmed by public statements.
A more significant and widely publicized relationship for Benson began in 2018 with supermodel and actress Cara Delevingne. Their romance quickly became a focal point for fans and the media, largely due to their public displays of affection and shared social media posts. The couple, affectionately dubbed "Cashley" by fans, confirmed their relationship after months of speculation, with Benson often seen supporting Delevingne at various events.
Their relationship was characterized by a strong sense of mutual support and openness. In June 2019, Delevingne publicly confirmed their relationship, stating, > "I don't like to be so secretive in a relationship. I'm a very open person, and I just want to be happy." The couple frequently posted about each other on Instagram, sharing intimate moments and celebrating milestones. They even sparked marriage rumors after being seen wearing rings, though these were later clarified to be friendship rings.
However, after nearly two years together, Benson and Delevingne reportedly split in May 2020. Sources close to the couple indicated that the relationship had simply run its course, with both individuals moving in different directions. Despite the breakup, reports suggested they remained on good terms, reflecting the deep bond they had shared.
Shortly after her separation from Delevingne, Benson began a high-profile relationship with rapper G-Eazy (Gerald Gillum) in May 2020. Their romance unfolded during the pandemic, with the two frequently photographed together and collaborating on music. G-Eazy featured Benson on his song "Breakdown," and they were seen attending events and spending time with friends.
Their relationship was marked by intense media scrutiny, with many fans still processing her previous breakup. Despite public appearances and musical collaborations, the couple’s relationship was also on-again, off-again. They reportedly broke up in February 2021 but were seen together again in January 2022, fueling reconciliation rumors. However, by early 2022, their relationship appeared to have definitively ended, with both moving on.
In late 2022, reports began to emerge that Benson was dating Brandon Davis, a prominent figure in the entertainment industry and grandson of oil billionaire Marvin Davis. Their relationship was initially kept private, a stark contrast to her previous high-profile romances. Benson and Davis were occasionally photographed together, but they largely avoided public commentary on their burgeoning connection.
Their relationship quickly progressed, leading to an engagement announcement in July 2023. Benson shared a photo of her engagement ring on social media, confirming the exciting news. The couple’s decision to keep their relationship largely out of the spotlight suggested a desire for more privacy compared to her past public relationships.
In a significant and private development, Ashley Benson and Brandon Davis reportedly married in late 2023. The news emerged in November 2023, with sources confirming their private wedding. This marked a new chapter for Benson, embracing a more discreet approach to her marital life. The couple has since maintained a low profile, occasionally sharing glimpses of their life together on social media but largely keeping their union out of the intense media glare.
Ashley Benson's romantic history reflects a journey from navigating public scrutiny in high-profile relationships to embracing a more private and stable partnership. Her evolution in how she shares her personal life demonstrates a clear preference for privacy in her most significant connections, culminating in her quiet marriage to Brandon Davis.