From 2015 to 2017, Madison was in a relationship with Jack Gilinsky, a Vine star and musician who gained popularity as part of a duo called Jack & Jack. Their relationship ended on a nasty note in 2017, however, when audio surfaced of him sending a torrent of verbal abuse her way. Although Gilinsky's behavior made their breakup particularly ugly, they seem to have mended fences and were spotted catching up by the Daily Mail in January 2020.
"We're totally cool now. We've been cool," she told People in 2017. "People don't get that there's a lot of stuff that goes on behind closed doors that they don't know about," she says. "But we're totally fine now."