Kyle Dean Massey (born November 17, 1981) is an American actor and singer. He is best known for his leading roles in the Broadway musicals Wicked – for which he has played Fiyero on-and-off from 2007 to 2019 – Next to Normal, and Pippin. He played the recurring role of openly gay country music songwriter Kevin Bicks on the ABC/CMT musical drama series Nashville (2015–2018).
Career Massey first joined the North American touring production of Wicked in 2007, as part of the ensemble and understudy for the lead role of Fiyero, before joining the Broadway production. He subsequently played Thalia in Broadway's Xanadu from April 2008 until its closing that September, and Matthew in Altar Boyz Off-Broadway from October 2006 to June 2007.
From June to September 2009, he temporarily played the role of Gabe in the Broadway musical Next to Normal, after which he remained as a cover for the role, before assuming the role permanently in January 2010. Massey stayed with the show until it closed in January 2011, when he then returned to Broadway's Wicked, this time in the lead role of Fiyero. He left in March of that year to star in Lucky Guy, which opened Off-Broadway in April 2011.
Following the closure of Lucky Guy, he returned to Wicked as Fiyero, covering for Richard H. Blake, who took a three-week absence to be with his newborn child. He later returned to the touring production of Wicked, playing Fiyero from November 2011 through February 2012.Katie Rose Clarke & Kyle Dean Massey Return to WICKED National Tour, 11/15 On July 31, 2012, he once again joined Broadway's Wicked as Fiyero until May 26, 2013.Kyle Dean Massey to Return to WICKED as 'Fiyero' July 31; Richard Blake to Depart July 29Dogfight's Lindsay Mendez and Derek Klena Join Cast of Broadway's Wicked May 28 Retrieved February 4, 2014 He played the role again in the Broadway production from December 2013 to February 2014.Kyle Dean Massey Returns to Cast of Broadway's Wicked Dec. 17 Retrieved February 4, 2014 He appeared in 2012 Broadway Bares with Miriam Shor. In August 2013, he played Tony in The Muny production of West Side Story.Muny West Side Story Will Feature Ali Ewoldt, Kyle Dean Massey, Natalie Cortez, Curtis Holbrook, Ken Page and More Retrieved February 4, 2014
On April 1, Massey assumed the title role in the Broadway revival of Pippin.Kyle Dean Massey and Ciara Renée Will Assume Lead Roles in Broadway's Pippin Retrieved March 9, 2014 He finished his run on October 29.
On January 23, 2015, it was reported that Massey was cast in a recurring role as openly gay country music songwriter Kevin Bicks in the ABC television musical drama series Nashville.
Personal life Massey grew up in Jonesboro, Arkansas where his father is a Certified Public Accountant and his mother is a teacher. He attended Blessed Sacrament Catholic School for elementary school. Massey received a BFA in Musical Theatre from Southwest Missouri State University (now Missouri State University) in 2004.
Massey is gay. He married fellow actor Taylor Frey on October 1, 2016. He supports the It Gets Better Project. On April 22, 2021, he and Frey announced that they were expecting their first child via surrogacy. The couple welcomed their daughter, Rafa Massey-Frey, via surrogate on October 31, 2021.
Filmography
Film Year Title Role Notes 2010 Sex and the City 2 Wedding chorus 2013 Contest Kyle Prylek
Television Year Title Role Notes 2009 Cupid Mira's son Episode: "Live and Let Spy" 2012 Up All Night Singer #6 Episode: "The Proposals" 2012 Hart of Dixie Bus driver Episode: "Bachelorettes & Bullets" 2012 Warren Nemec Episode: "A Defense of Marriage" 2013 Inside Amy Schumer Male co-star Episode: "A Porn Star Is Born" 2015–2018 Nashville Kevin Bicks 15 episodes; recurring role: Seasons 3–4; guest role: Seasons 5-6 2017–present Sunny Day Johnny-Ray Voice role; recurring role 2019 A Merry Christmas Match Ryder Donnelly Hallmark TV movie 2022 A Christmas to Treasure Everett Lifetime TV movie2024The Holiday ExchangeSeanTV Movie
Web Year Title Role Notes 2012 Pzazz 101 Himself Episode: "My Vaseline Brings All the Boys to the Yard" 2013 It Could Be Worse Predator 2 Episodes
Stage credits Year Title Role Venue2001 The Secret Garden Lt. Ian ShawMissouri State University A New Brain Gordon Michael Schwinn 2003 West Side Story Tony 2004 42nd Street Billy Lawlor National Tour & Japan 2005 The Music Man Ensemble Fulton Theatre 2006 Altar Boyz Matthew Off-Broadway 2007–2008 Wicked Ensemble (Understudy: Fiyero) National Tour2008 Xanadu Thalia (Understudy: Sonny) Helen Hayes Theatre 2008-2009 Wicked Ensemble (Understudy: Fiyero) Gershwin Theatre 2009–2011 Next to Normal Gabe Goodman Booth Theatre:June – September 2009January 2010 – January 20112011 WickedFiyero TigelaarGershwin Theatre:January – March 2011 Lucky Guy Billy Ray Jackson Little Shubert TheatreWickedFiyero TigelaarGershwin Theatre:August – September 20112011-2013National Tour: November 2011 – February 2012Gershwin Theatre: July 2012 – May 20132013 West Side Story Tony The Muny2013-2014 WickedFiyero TigelaarGershwin Theatre:December 2013 – February 2014 2014–2015 Pippin Pippin Music Box Theatre: April – October 2014 National Tour: November 2014 – March 2015 2016 The Pirates of Penzance Frederic Barrington Stage Company2017 WickedFiyero TigelaarGershwin Theatre: June - July 2017 2016–2017 Jekyll & Hyde Dr. Henry Jekyll / Mr. Edward Hyde International tour2018The Boys in the BandStandby Booth TheatreWickedFiyero TigelaarGershwin Theatre: November 20182019Gershwin Theatre: August – October 2019 2020 Company Theo Bernard B. Jacobs Theatre: March 2020
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