Kyle Massey

Biography

Kyle Orlando Massey (born August 28, 1991), also known mononymously as Massey, is an American former actor and rapper. He starred in the Disney Channel sitcoms That's So Raven and its spin-off Cory in the House, in which he played Cory Baxter. In 2005, Massey starred in the Disney Channel Original Movie Life Is Ruff. He has released several rap songs for Walt Disney Records and Hollywood Records. He also provided the voice of Milo in the Disney animated series Fish Hooks and was the runner-up on the 11th season of ABC's Dancing with the Stars.

Acting

Massey played Cory Baxter, the younger brother to Raven-Symoné’s character Raven, in the Disney Channel show That's So Raven for four seasons, and then headlined its 2007 spinoff Cory in the House. Massey also starred in the 2005 Disney Channel Original Movie Life Is Ruff. He later voiced the character of a fish named Milo on the Disney Channel series Fish Hooks. Additionally, Massey played PJ Watson in three episodes of the PBS children's educational series The Electric Company.

Music

Massey appeared on the Disney Channel Holiday soundtrack and the Shaggy Dog soundtrack where he performed "Who Let The Dog Out" and "Jingle Bells (a Hip-Hop Carol)". He rapped in the music video for Disney's "Underdog" and "It's a Dog" from the Life is Ruff soundtrack. Additionally, he performed the theme song for Cory in the House and Yin Yang Yo!. Massey and his brother Christopher Massey have also performed rap as the duo, The Massey Boyz.
In 2015, Massey opened a SoundCloud account, where he uploaded new original music, with his latest song being "Finess". On June 12, 2016, Massey was featured using his surname as a mononym on the song "Verse" by Lebanese-American rapper Skate. The collaboration marked Massey's first official musical release in nearly a decade.

Dancing with the Stars

Massey was a contestant on the 11th season of Dancing with the Stars, which premiered on September 20, 2010. He and his professional partner Lacey Schwimmer finished as the runners-up in the competition. Massey's final dance was a freestyle to the song "Tootsie Roll" by the 69 Boys. He was praised by all the judges, being dubbed the "Fresh Prince of DWTS".
In 2012, Massey and Schwimmer appeared in the Dancing with the Stars live show in Las Vegas, Nevada.

Personal life

Massey is the younger brother of actor Christopher Massey, who played Michael Barret in the television series Zoey 101. Their mother is Angel Massey.
On March 14, 2025, it was reported Massey got engaged with his long-time girlfriend, Hana Giraldo, daughter of Pat Benatar and Neil Giraldo.

Assault by Lil Twist

In March 2015, rapper Lil Twist was arrested and charged with several crimes after he and four others assaulted Massey and his brother Christopher. On December 1, 2016, Twist pleaded no contest to six charges and received a one-year jail sentence.

2021 criminal charges

On June 29, 2021, Massey was charged in King County, Washington on one count of immoral communication with a minor, where he allegedly sent nude photos to a 13-year-old girl. The criminal charge came after a 2019 lawsuit whose allegations Massey denied, saying that the lawsuit was an extortion attempt, and that in early 2019 the attorneys representing the minor had demanded $1.5 million, threatening to go public with the allegation if he did not comply. The lawsuit also stated that Massey had known the accuser since she was four years old. This criminal charge followed a civil lawsuit filed in March 2019, which sought $1.5 million in damages for similar allegations. The civil case was dropped in December 2019 after the plaintiff's lawyer withdrew.