Who has Logan Paul dated? Inside his best-known relationships

Controversial YouTuber and boxer Logan Paul has had his fair share of relationship ups and downs. 

Right now Paul appears to be single for the first time in a while. The influencer, who’s always making headlines for the wrong reasons, has been romantically linked to a slew of famous women. Here’s a running list of Paul’s relationship timeline so far. 

Jessica Serfaty

Paul dated model and actress Jessica Serfaty back in 2014. It was his first high-profile relationship. It was also Paul’s longest. The pair was together for around two years but split when rumors that Serfaty cheated began to circulate. 

Amanda Cerny 

The influencer moved on with former Vine star and YouTuber Amanda Cerny in 2016. Paul and Cerny pretty much vlogged their entire relationship which lasted about a year. They had an amicable split and remain friends. 

Teala Dunn 

People speculated that Paul and TikToker Teala Dunn were dating in 2016. But it wasn’t until 2018 that Dunn admitted there was anything going on. Before Paul and Dunn made things official a controversy cut things short. Paul received criticism after vlogging from Japan’s “suicide forest.” Dunn strongly disapproved of Paul’s behavior and that was the end of that. 

Alissa Violet 

This was a messy one. Paul’s younger brother Jake Paul dated YouTuber Alissa Violet for years. In 2017, Violet admitted to sleeping with Paul to get back at his younger brother. 

“I hit up Logan and was like ‘yo, let’s hang out,’ and then we all went to a club,” Violet told Shane Dawson. “And then me and Logan hooked up.”

No one ever really found out what actually went down between the three. 

Ayla Woodruff 

Ayla Woodruff is Paul’s former personal assistant. While she never confirmed a relationship with Paul, rumors circulated that the two were more than friends in 2017. Eventually, Woodruff quit and started her own YouTube channel. 

Chloe Bennet 

Paul met actress Chloe Bennet on the set of the film Valley Girl in July 2017. They co-starred in the movie together and were caught kissing on the beach in Hawaii during a break from filming. Bennet and Paul split in October 2018 and remain on good terms. 

Josie Canseco 

On Jan. 12, 2020, Paul was spotted with Josie Canseco for the first time. But by Feb. 21, 2020, the pair had split. By May of that year, fans speculated Canseco and Paul were back together when she appeared in his vlog. In June, Paul bought Canseco a horse. Then in November 2020, Paul revealed he had broken up with Canseco. 

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