Let’s Talk About Emma Chamberlain’s Mysterious Relationship History

In July 2019, there was a lot of romance speculation surrounding Chamberlain and Ethan Dolan. She had been close friends with him since 2018, prompting one reporter to ask if they were ~official~ yet after a SoulCycle date. Chamberlain’s response was coy. “Did we say it? Not yet,” she replied, per Seventeen. Cue the cries for #Ethma to make things official.

However, a few months later, Chamberlain told W exactly how she felt about public romances — and the chances of Chamberlain and Dolan making their rumored romance legit slipped away.

In November 2019, Chamberlain posted a YouTube video titled, "Learning How to Skateboard to Impress a Boy.” OK, so that doesn’t exactly give a ton of information away, but fans had an inkling it was about known Sk8er Boi and TikToker Aaron Hull.

Apparently, the duo both followed each other on IG, and they were often posting pictures at similar places at the same time. Though no confirmation ever came from Chamberlain, Hull did speak out on their “real relationship” in a September 2020 YouTube video.

He told his subscribers that they dated for around five months (starting with a DM from Chamberlain in early fall of 2019), and had an “awesome” connection. But they eventually called it off. “Distance and everything, the formula was just too hard. I think, from my point of view,” he said. Hull also addressed cheating rumors from January 2020. “No, I did not cheat on Emma and I would not ever want to have a bad ending with Emma, but at that point, it was out of my hands,” he clarified.

He added, “Emma was the greatest girlfriend, I couldn’t [have] asked for anything more from her. She was so supportive of me.”

During a May 2021 episode of her podcast Anything Goes, Chamberlain discussed a nightmare involving “someone cheating” on her. As she retold the story, she shared that she actually woke up and called the mystery person from her dream — and many fans took that as confirmation that she was, in fact, in a relationship.

They were spotted hanging out together several times, courtesy of one fan account @emmas_car_scissors. (There’s even a cute video of Pillsbury giving Chamberlain a piggyback ride so she didn’t have to trek through the mud.) Chamberlain’s dad also follows Pillsbury on IG, further solidifying the rumors.

Though Chamberlain hasn’t confirmed anything, she posed with Pillsbury on the Vanity Fair Oscar Party red carpet in March 2022, and she ignored Jack Harlow’s flirting at the Met Gala in May 2022. That said, fans are pretty convinced Chamberlain and Pillsbury are still going strong.