Chace Crawford's Dating History: Girlfriends, Relationships & More!

Ever wondered who has captured the heart of the charming Chace Crawford? The "Gossip Girl" heartthrob, known for his captivating portrayals and undeniable charisma, has navigated the complexities of love under the relentless glare of the spotlight. Let's delve into the intriguing dating history of Chace Crawford, tracing the romantic connections that have shaped his personal life.

From chart-topping singers to fellow actors, Crawford's romantic journey has been anything but dull. While the actor, famed for his role as Nate Archibald, confessed on the June 12 episode of the "Call Her Daddy" podcast, hosted by Alex Cooper, that he's currently flying solo, his past is rich with captivating connections and whispered rumors. The actor's love life has been a subject of intense interest for fans who adore his work in iconic projects such as "Gossip Girl" and "The Boys".

One notable chapter in the saga of Chace Crawford's dating history involves Rachelle Goulding. Their connection blossomed while both were navigating the bustling streets of New York City in March of 2013. The shared experiences of living and working in the vibrant metropolis appeared to solidify their bond. However, the tides of change eventually swept Crawford westward, leading him to the sun-kissed landscapes of Los Angeles. The geographical distance proved to be an insurmountable challenge, and the couple ultimately decided to part ways.

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The spring of 2013 brought with it a whirlwind of romance rumors when Crawford was linked to Kelsey Merritt, a Victoria's Secret model. The pair were spotted in New York City, seemingly confirming their relationship with a public display of affection. The images of their kiss circulated widely, fueling speculation and excitement among fans. The buzz surrounding "The Boys" actor and the Victoria's Secret Angel was palpable, creating a flurry of headlines and social media chatter.

A significant and well-documented relationship in Crawford's past is his romance with Rebecca Rittenhouse. The pair's connection sparked on the set of "Blood & Oil" in 2015, leading to a three-year romance that captivated fans. A glimpse into Rittenhouse's Instagram feed from that era reveals tender moments and shared snapshots, including photos of their beloved dog, Shiner. Their relationship, often lauded as "couple goals," seemed to epitomize a harmonious blend of professional and personal lives. Despite the adoration they garnered, Crawford and Rittenhouse called it quits in 2018, marking the end of a cherished chapter.

Interestingly, despite the separation, March of the following year saw Crawford and Rittenhouse photographed together in Los Feliz, California. This public sighting ignited speculation about a possible reconciliation. The images of their casual stroll fueled rumors and left fans wondering if the flame between them had been rekindled. Crawford and Rittenhouse were also seen enjoying lunch at Zinque Cafe in Los Angeles on Wednesday, March 8, further adding to the intrigue surrounding their relationship status. Rebecca, sporting a Def Leppard band tee and a denim skirt, looked effortlessly stylish, while Crawford appeared equally relaxed and happy in her company.

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While some reports have speculated that Crawford and Rittenhouse dated for approximately four years, having met in 2021, this information appears to be inaccurate. The timeline contradicts established facts regarding their initial meeting in 2015 and their subsequent breakup in 2018. It's essential to sift through the varying narratives to accurately piece together the timeline of Crawford's romantic history.

It's worth noting that while Crawford shared palpable chemistry with Blake Lively on "Gossip Girl," their connection remained strictly professional. The two never transitioned their on-screen romance into a real-life relationship. Crawford, who was 21 during the filming of "Gossip Girl," resided with co-star Ed Westwick in New York City, a fact that continues to surprise and fascinate fans of the series.

Despite the intense scrutiny that comes with fame, Crawford has largely maintained a level of discretion when it comes to his personal life. He rarely discusses his relationships in detail, preferring to keep his romantic affiliations private. This reserved approach only adds to the mystique surrounding his dating life, leaving fans and media outlets alike to speculate and piece together fragments of information.

In April, Chace Crawford and Kelsey Merritt were spotted sharing a kiss during a shopping trip in New York City, seemingly solidifying rumors of a romance. This public display of affection added fuel to the fire, confirming what many had suspected about their relationship. However, as with many celebrity relationships, the tides can turn quickly, and Crawford's romantic status remains a subject of ongoing speculation.

Chace Crawford's dating history is a tapestry woven with threads of diverse connections, ranging from A-list singers to fellow actors and models. While he tends to keep his cards close to his chest, glimpses into his past relationships provide insight into the romantic landscape of the Hollywood heartthrob. From his early days on "Gossip Girl" to his current success on "The Boys," Crawford's personal life has remained a focal point of fan interest.

Despite the rumors and speculations, Crawford remains relatively tight-lipped about his dating preferences and relationship status. He has, however, shared some of his dating dealbreakers in past interviews. While he often remains mum on his personal life, these snippets offer a glimpse into the qualities he values in a partner.

While the identity of Chace Crawford's girlfriend in 2025 remains a mystery, fans can continue to follow updates on his dating life through various media outlets and social media platforms. The ever-evolving landscape of celebrity relationships ensures that Crawford's romantic journey will continue to captivate and intrigue for years to come.

In November 2021, photos surfaced of Chace Crawford's girlfriend, Rebecca Rittenhouse, during their trip to Italy. These images offered a glimpse into their private life and sparked renewed interest in their relationship. The romantic backdrop of Italy added an extra layer of charm to the couple's already captivating dynamic.

As of late 2024, Chace Crawford appears to be unattached. However, as history has shown, the landscape of celebrity relationships can change rapidly. The actor's current focus seems to be on his flourishing career, with starring roles in acclaimed shows like "Gossip Girl" and "The Boys." Fans eagerly await updates on his personal life, knowing that the next chapter in his romantic journey is just around the corner.

The curiosity surrounding who is Chace Crawford dating is a testament to the actor's enduring appeal and the public's fascination with celebrity relationships. While Crawford remains relatively discreet, his dating history offers a glimpse into the romantic entanglements that have shaped his personal life. As he continues to navigate the spotlight, fans and media outlets alike will undoubtedly remain captivated by his journey.

The dating history of Chace Crawford includes a string of glamorous girlfriends and romantic connections. His relationships have ranged from short-lived flings to more substantial commitments, each leaving its mark on his personal narrative. From his early days in the public eye to his current status as a sought-after actor, Crawford's romantic life has been a subject of constant fascination.

From Carrie Underwood to Rebecca Rittenhouse, Chace Crawford's dating history reads like a who's who of accomplished and captivating women. Each relationship has contributed to the narrative of his personal life, shaping the public perception of the actor. While Crawford remains guarded about his romantic affiliations, his past connections provide a glimpse into the qualities he values in a partner.

In conclusion, while Chace Crawford remains relatively private about his personal life, his dating history is a subject of immense public interest. From his early days on "Gossip Girl" to his current success on "The Boys," Crawford's romantic entanglements have captivated fans and media outlets alike. As he continues to navigate the spotlight, the world eagerly awaits the next chapter in his dating journey.