School of Rock co-stars Caitlin Hale and Angelo Massagli have seemingly announced their engagement – 21 years after appearing in the iconic film together.
The duo played classmates Marta and Frankie in the 2003 movie starring Jack Black as a rowdy music teacher at a prep school.
Sparks flew in 2016 when they struck up a romance – and it appears they are now taking the next step in their relationship with a walk down the aisle.
Hale, 33, wore a diamond sparkler on her ring finger as she took part in a very engagement-style photo shoot with Angelo, 32.
She did not explicitly say they were engaged, with the caption stating, ‘Sneak peek.’
School of Rock co-stars Caitlin Hale and Angelo Massagli have seemingly announced their engagement – 21 years after appearing in the iconic film together
The duo were just children when they appeared in the Jack Black led film School of Rock
The couple looked incredible with Caitlin clad in a glam black dress with her hair beautifully swept up and her boyfriend clad in a smart suit.
The lovebirds unveiled their romance in 2021 during an interview with Inside Edition, revealing they first began dating five years prior.
Massagli said the pair reconnected when Caitlin moved to Florida where he was living at the time.
He found out about the move in ‘a group chat where all the School of Rock kids, we just hit each other up whenever someone moves somewhere new or is doing something different’.
Speaking of his relationship with Hale, he told the publication: ‘The rest is history. This is locked down. Yes. This is it.’
Massagli also recalled the moment he first set eyes on his co-star during his audition for the movie.
‘I get in there and the little blonde girl next to me, she gets called in first and she starts singing show tunes and just blows the roof off the place,’ he said. ‘It was excellent.’
The couple unveiled their romance in 2021 during an interview with Inside Edition, revealing they first began dating five years prior
Back in March 2021, Caitlin shared a post thanking her boyfriend for helping her during her recovery from endometriosis surgery
In 2019, seven of the now-adult child stars from School of Rock reunited over New Year’s Eve weekend in New York City. From left to right: James Hosey (Marco), Brian Falduto (Billy), Becca Brown (Katie), Zachary Infante (Gordon), Aleisha Lanae Allen (Alicia), Caitlin (Marta) and Angelo (Frankie)
In March 2021, Caitlin shared a post thanking her boyfriend for helping her during her recovery from endometriosis surgery.
She wrote: ‘Happy Endometriosis Awareness month! It’s been 4 weeks since my second laparoscopic endometriosis excision surgery.
‘I can’t thank Dr. Seckin, Dr. Goldstein, and the @seckinmd team enough for their attentive care and thoughtfulness throughout the entire process.
‘And, of course, couldn’t have done it without @angelo_massagli waiting on me hand and foot during my two weeks of bed rest! Swipe for evidence.’
Massagli went on to achieve huge success playing the role of Bobby Jr. in The Sopranos until 2007, but later turned his back on acting.
He studied English with a minor in Business & Law at Northeastern University, before returning to New York to become an attorney.
The duo played classmates Marta and Frankie in the 2003 movie starring Jack Black as a rowdy music teacher at a prep school
Hale also retired from the industry, instead completing a degree in journalism before settling on a medical career in New York.
On Instagram in 2020, she wrote: ‘My desire to help treat reproductive disorders developed through my experiences managing endometriosis.
‘Today I am an OB/GYN certified Registered Diagnostic Medical Sonographer. I perform gynecologic and obstetric ultrasounds at an OB/GYN office in NYC.’
In 2018, more than 15 years after first starring together, the couple joined a handful of their former costars for a reunion in New York City.
Hale posted the group shot on her Instagram with the caption: ‘Seven School of Rockstars walk into a bar…’
