Dancing with the Stars Fan Favorite Shocks Fans with Engagement to Rock Star's Daughter trucc

Kyle Massey is an engaged man. In March 2025, the “Dancing with the Stars” season 11 fan favorite announced he is engaged to Hana Giraldo, People magazine reported. Giraldo is the daughter of ‘80s rock legends Pat Benatar and Neil Giraldo.

Per a press release shared with the outlet, Massey, 33, proposed to Giraldo, 31, in front of their family and friends after dating for “many years.” “We feel incredibly blessed to share this moment with our loved ones and fans,” the couple announced in the statement.

Massey is best  known for his role as Cory Baxter on Disney Channel series “That’s So Raven” and its spinoff “Cory in the House,” as well as his voice work in the animated series “Fish Hooks.” He was just 19 years old when he finished as the runner-up with pro dancer Lacey Schwimmer on “Dancing With the Stars’ in 2010. 

Hana Giraldo Showed Off Her Ring

Giraldo, who followed in her parents’ footsteps as a musician, also shared the happy news on Instagram. She flashed a massive diamond on her ring finger in a photo posted to her social media page, while Massey playfully held open the empty box alongside her. A second photo gave a close-up look at the stunning sparkler. Balloons hung from the ceiling in the background.

“IM ENGAGED 💍 to my best friend, my soulmate, and my forever @kylemassey,” Giraldo captioned the post. “A lifetime of love, laughter, and adventure begins now! I love you so much Xo.”

Giraldo also took to her Instagram story to share a photo of a heart-shaped floral arrangement and a sign that read, “Will you marry me?” The TikTok creator later posted to her story to include another photo of her showing her ring. “I can’t stop staring at it ahhhh,” she wrote.

Hana Giraldo & Kyle Massey Have Been Together On & Off For Years

It is unclear exactly when Massey and Giraldo began dating. According to TMZ, they walked the red carpet together at an event in 2018. That same year, Giraldo posted a TikTok she captioned, “When ur dating Cory in the House.” The reference was to a Disney show Massey starred in.

A 2020 press release posted by Elegant PR revealed that Giraldo had split from Massey. At the time, Giraldo was promoting her career as a content creator. “Kyle and I have decided to go our separate ways. I wish Kyle nothing but the best in this next chapter of his life,” she said in a statement at the time.

It is unclear when the two got back together.