Paul Wesley's Dating History: Torrey DeVitto, Natalie Kuckenburg and More

Paul Wesley has dated models, actresses and several costars over the years. The New Jersey native met his first wife, Torrey DeVitto, on the set of the 2008 horror film Killer Movie. The duo — who tied the knot in April 2011 — also appeared on the Vampire Diaries together from 2012 to 2013 during DeVitto’s stint as Dr. Meredith Fell. “I’m just a very lucky guy — very lucky. I don’t know why she went for me, but somehow a girl liked me for longer than a month,” Wesley told Us Weekly of DeVitto at Spike TV’s Scream Awards in October 2011. Despite the Guiding Light alum's sweet statements, the duo split in July 2013 after two years of marriage. “They will continue to remain good friends,” reps for the two actors told Us at the time. That September, Us broke the news that Wesley had moved on with Vampire Diaries costar Phoebe Tonkin. The CW stars dated on and off for four years, calling it quits for good in October 2017. Less than a year after his split from Tonkin, Wesley sparked dating rumors with Ines de Ramon in June 2018 when the two were spotted holding hands. The following February, the pair were seen wearing wedding bands. Another Vampire Diaries star — Nina Dobrev — ultimately confirmed that the director and the model had secretly tied the knot. Despite many relationship goals-worthy double dates with Dobrev and Shaun White, Wesley and de Ramon quietly separated in April 2022. He moved on with model Natalie Kuckenburg later that year. Scroll through for a look back at Wesley’s dating history:

The Killer Movie costars were married from April 2011 to December 2013. “They will continue to remain good friends,” reps for the two actors told Us at the time of their split.

Wesley dated his Vampire Diaries costar on and off from September 2013 to October 2017. Tonkin confirmed the split in a February 2020 conversation with Elle.

“I’d gone through a breakup last year, and I wanted to branch out and explore other things, and Furlough felt like the perfect opportunity to do that,” she said, referencing her directorial debut. 

The Bayton Outlaws actor and the model first sparked dating rumors in June 2018. The twosome kept a low profile during their relationship, secretly tying the knot in February 2019 and quietly separating in April 2022.

Us confirmed in September 2022 that Wesley and de Ramon had split, with a rep for the pair calling the decision “mutual.” In February 2023, Us broke the news that Wesley filed for divorce from de Ramon, who is currently dating Brad Pitt. Their divorce was settled in March 2024.

The Tell Me a Story alum was first linked to the model in November 2022, when the duo were seen kissing in the village of Nerano, Italy. One month later, Wesley and Kuckenburg attended a New York Knicks game together in New York City. They got engaged in July 2025.