Chace Crawford's Dating Life: Girlfriends, Exes & More!

Is Chace Crawford officially off the market, or is he still navigating the complexities of the dating world? The burning question of Chace Crawford's love life has been a topic of intense speculation and fascination, particularly since his breakout role in "Gossip Girl," where he captured hearts both on and off-screen.

The actor's romantic endeavors have been closely followed by fans and media alike, eager to uncover the details of his relationships. From on-screen romances that blurred into real life to rumored connections with fellow celebrities, Crawford's dating history is a tapestry woven with intrigue and conjecture.

In April, eagle-eyed observers spotted Chace Crawford and Kelsey Merritt sharing what appeared to be a romantic kiss during a shopping trip in New York City. This sighting ignited a flurry of media attention, with many outlets suggesting that the "Boys" actor and the Victoria's Secret model were indeed an item. The couple seemed to be enjoying a blossoming spring romance in the city, and further sightings only fueled the speculation.

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The former "Gossip Girl" heartthrob, then 39, and Merritt, 28, were seen enjoying a day out on the town, their undeniable chemistry on full display. These public appearances served as a seemingly definitive confirmation of their new relationship, delighting fans who had long hoped to see Crawford find lasting love. The paparazzi captured numerous moments of the pair together, showcasing their relaxed and happy demeanor.

However, the narrative took an unexpected turn when Chace Crawford appeared on the June 12 episode of the "Call Her Daddy" podcast. In a surprising revelation, Crawford confessed that he was currently single and had even ventured into the world of online dating by joining the exclusive dating app, Raya. This announcement sent shockwaves through the entertainment news cycle, leaving fans puzzled and questioning the true status of his relationship with Kelsey Merritt.

The conflicting signals have only intensified the public's curiosity. Was the April sighting merely a casual encounter, or was there more to the story than met the eye? Many fans are eager to know who Chace Crawford's girlfriend is in 2024, and his dating history has become a hot topic of discussion across social media platforms and online forums.

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Crawford has indeed cultivated a reputation as a prominent figure in the entertainment industry, earning accolades for his work in critically acclaimed and widely popular projects. He cemented his status as a television star through his starring roles in hit shows like "Gossip Girl" and Amazon's "The Boys." The actor's dedicated fan base extends beyond his on-screen performances, with many taking a keen interest in his personal life, particularly his romantic pursuits.

Adding another layer of complexity to the situation, Chace and Kelsey were reportedly spotted together again in January 2025. This renewed sighting has further confused fans and media outlets, leaving them to wonder whether the couple is back together, simply friends, or if the relationship status is more nuanced than it appears to be.

Despite the numerous sightings and rumors, the question remains: is Chace Crawford in a relationship? While Crawford has not made any official statements clarifying his relationship status, this has not stopped fans from speculating and jumping to their own conclusions. The ambiguity surrounding his personal life only adds to his enigmatic allure.

Delving into Chace Crawford's dating history reveals a series of connections and rumored relationships that have captivated the public's attention over the years. While the Texas native tends to keep his personal life relatively private, glimpses into his romantic past have emerged, fueling speculation and interest.

Since his rise to fame, Crawford has been linked to several notable women. His dating history includes confirmed and rumored relationships, each adding a chapter to the unfolding story of his love life. Among the women he has been romantically associated with are Carrie Underwood, model Rachelle Goulding, and actress Rebecca Rittenhouse.

Crawford's connection with Rebecca Rittenhouse, in particular, drew significant media attention. The pair reportedly met on the set of the ABC prime-time soap opera "Blood & Oil" in 2015, sparking rumors that their on-screen chemistry had translated into an off-screen romance. Although neither Crawford nor Rittenhouse officially confirmed the relationship at the time, numerous sightings and reports suggested that they were indeed dating.

The gossip girl actor, 35, donned a pair of stylish sunglasses as he was seen out and about, further fueling interest in his whereabouts and personal life. Every public appearance becomes a subject of intense scrutiny as fans and media outlets try to piece together the puzzle of his dating life.

Chace Crawford's career has seen him portray diverse characters, including Nate Archibald in the CW's teen drama series "Gossip Girl," Billy LeFever in "Blood & Oil," Kevin Moskowitz/The Deep in the Amazon Prime Video superhero series "The Boys," and John Connor in the adult animated stop-motion sketch comedy television series "Robot Chicken." His ability to embody various roles has solidified his position as a versatile and talented actor.

Crawford himself has admitted that his on-screen professional relationships in "Gossip Girl" occasionally transitioned into off-camera romances. He has openly discussed the experience of "hooking up" with costars, providing a glimpse into the dynamics that can arise on a television set. These revelations have only fueled fans' fascination with the inner workings of the show and the personal connections forged among the cast members.

One memorable moment that sparked renewed speculation was when Chace Crawford's then-girlfriend, Rebecca Rittenhouse, joined him on a romantic trip to Italy in November 2021. Photographs of the couple enjoying the sights and sounds of Italy circulated on social media, painting a picture of a blissful and romantic getaway.

Interestingly, the following year, in March, Crawford was spotted taking a leisurely walk with his ex-girlfriend in Los Feliz, California. This public sighting fueled rumors of a potential reconciliation, as fans speculated whether the former couple was rekindling their romance. The dynamics of their relationship remained a topic of discussion, with many hoping for a happy resolution.

Christopher Chace Crawford, born on July 18, 1985, in Lubbock, Texas, is an American actor renowned for his portrayal of Nate Archibald on the CW's teen drama series "Gossip Girl." Beyond his television success, he has also starred in films such as "The Covenant" (2006), "The Haunting of Molly Hartley" (2008), "Twelve" (2010), and "What to Expect When You're Expecting" (2012).

While Crawford is often reserved when it comes to his personal life, he has been romantically linked to several notable figures, including Carrie Underwood, model Rachelle Goulding, and Rebecca Rittenhouse. Each of these connections has contributed to the ongoing narrative surrounding his dating history.

The speculation surrounding Chace Crawford's dating history has become a subject of online intrigue, with a plethora of rumors and theories circulating about his past relationships. Despite the abundance of information available online, deciphering fact from fiction can be a challenge. According to dating site "Dating Celebs," Crawford's romantic life has been a topic of constant discussion and analysis.

Taylor Momsen and Chace Crawford famously attended the Dolce & Gabbana and the Cinema Society celebration for Madonna and the cast of "Filth and Wisdom" at the Thompson Hotel on October 13, 2008, in New York. This event provided a rare glimpse into their off-screen dynamic and sparked curiosity among fans and media outlets.

Chace Crawford and his then-girlfriend Rebecca Rittenhouse were spotted leaving Zinque Cafe after grabbing lunch on Wednesday, March 8, in Los Angeles. The couple appeared to be going strong, having been together for over a year and a half. Rebecca looked cute and casual in a Def Leppard band tee paired with a denim skirt, showcasing their relaxed and comfortable style as a couple.

Rumors have also circulated about a potential romance between Taylor Momsen and Chace Crawford. Fans have often noted that Crawford's character, Nate Archibald, had a fling with Momsen's character, Jenny Humphrey, on "Gossip Girl." While they played high school classmates on television, there was a significant age gap between the two actors in real life, adding fuel to the speculative fire.