Scott Eastwood Relationships: Dating History & Famous Exes

As the son of Hollywood icon Clint Eastwood and flight attendant Jacelyn Reeves, Scott Eastwood inherited his father’s striking, rugged looks along with a passion for film. Establishing himself as a mainstream star in hits like The Longest Ride, Suicide Squad, and The Fate of the Furious, he has frequently made headlines with his private life.

Despite his public persona, Scott Eastwood has maintained a relatively guarded approach to dating. The Scott Eastwood relationships timeline features a mix of Hollywood starlets, models, and deeply personal moments of heartbreak that shaped his perspective on love.

Scott Eastwood Relationships

Here is an up-to-date, chronological guide to the key relationships and high-profile connections in Scott Eastwood’s life.

Sara Leal (2011)

Scott Eastwood was quietly dating San Diego administrative assistant Sara Leal in 2011 when a high-profile scandal unfolded.

  • The Infamous Incident: While the couple’s relationship was relatively low-key, it gained massive media attention years later. During an appearance on Watch What Happens Live in 2015, Scott casually revealed that Sara was the woman involved in the infamous 2011 San Diego hot tub incident with Ashton Kutcher, which contributed to Kutcher’s divorce from Demi Moore. Scott noted that he held no grudges, confirming their relationship ended shortly after.

Jana Kramer (2013)

In late 2013, Scott Eastwood struck up a brief romance with country music singer and One Tree Hill actress Jana Kramer.

  • Country Music Spark: The two met through mutual friends and bonded over shared interests, making public appearances together during country music events and weekend trips. Though the romance was short-lived, lasting only a few months before both moved on to busy career commitments, they remained on good terms.

Scott Eastwood and Jewel Brangman (2014)

Scott Eastwood and Jewel Brangman

One of the most pivotal and heartbreaking chapters in Scott Eastwood’s life was his relationship with model and fitness enthusiast Jewel Brangman.

  • Tragic Loss and Impact: The couple began dating in 2014, sharing a deep, private bond. Tragically, in September 2014, Jewel lost her life in a car accident caused by a defective Takata airbag inflator. Scott opened up years later about the devastating impact of her death, sharing that losing a partner so suddenly made it significantly harder for him to fully open his heart to long-term romance for a long time.

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Scott Eastwood and Brittany Brousseau (2014)

Scott Eastwood and Brittany Brousseau

In May 2014, before the tragedy involving Jewel Brangman, Scott Eastwood briefly dated model Brittany Brousseau.

  • A High-Profile Summer Romance: The pair stepped out together publicly at several red-carpet events and galas in Los Angeles. Their romantic connection lasted through the summer of 2014 before they quietly separated, citing conflicting work schedules.

Charlotte McKinney (2015–2016)

Following his breakout role in The Longest Ride, Scott Eastwood was linked to model and actress Charlotte McKinney.

  • A Casual Malibu Connection: The pair sparked romance rumors in late 2015 when they were spotted spending time together on beaches in Malibu and attending events in Los Angeles. Though they displayed natural chemistry and sparked tabloid headlines, both later clarified that their dynamic remained largely casual and friendly.

Scott Eastwood and Maddie Serviente (2016–2021)

Scott Eastwood and Maddie Serviente

In 2016, Scott Eastwood entered his longest and most stable romance with wellness professional and advisor Maddie Serviente.

  • A Grounded, Long-Term Bond: The couple kept their relationship mostly away from Hollywood cameras, though they were occasionally spotted on vacations in Australia, Hawaii, and California. Staying together for nearly five years, Maddie provided a sense of comfort and stability during a busy phase of Scott’s career before the couple quietly went their separate ways around 2021.

CelebLoves Commentary: Scott Eastwood’s romantic journey shows a deeply personal side of a star navigating fame, intense media scrutiny, and real-life tragedy. His willingness to protect his personal peace while keeping his romantic life grounded highlights his mature approach to relationships.

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