A Love Story 20 Years in the Making
Some friendships are so special, they last a lifetime. That's exactly what happened with Caitlin Hale and Angelo Massagli. These two first met on the set of the 2003 film School of Rock, where they were both kids. Fast forward two decades, and these former costars walked down the aisle together on January 4, proving that childhood bonds can blossom into lifelong love.
Caitlin, now 33, couldn't contain her excitement as she shared a series of stunning photos from her special day on Instagram. In her post, she expressed heartfelt gratitude to everyone who helped make the day unforgettable. The caption read, “Special thank you to everyone who contributed to an unforgettable day!” It's clear that Caitlin and Angelo surrounded themselves with people who truly care about them, making the day as magical as possible.
A Fairytale Wedding in Every Detail
Every detail of Caitlin’s wedding was picture-perfect. She chose a breathtaking strapless white satin gown by Berta Los Angeles, complete with a daring thigh-high slit. To add a touch of sparkle, she accessorized with dazzling high heel boots from the same designer, along with an elegant long white veil. Angelo, 32, looked every bit the dapper groom in a sleek black suit. The couple's fashion choices were a testament to their refined taste and attention to detail.
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The celebration took place at the picturesque Park Château Estate & Gardens in East Brunswick, New Jersey. This stunning venue provided the perfect backdrop for a day filled with love and laughter. Caitlin and Angelo were surrounded by their closest friends and family, including many familiar faces from the School of Rock cast. Attendees included Rivkah Reyes, Brian Falduto, Joey Gaydos Jr., Robert Tsai, Maryam Hassan, Aleisha Allen, and Cole Hawkins. It was a true reunion of the movie's beloved ensemble.
The Night to Remember
Aleisha Allen, who played Alicia in School of Rock, shared a delightful video from the reception, capturing the joyful moments of Caitlin and Angelo's first dances as a married couple. Aleisha, dressed in a stunning red one-shouldered velvet gown, showcased the evening's festivities, highlighting the deep connection between the bride and groom and their fellow castmates. Aleisha's caption beautifully encapsulated the essence of the day: “When you begin your new year with your brothers & sisters from other mommas & misters (missing a few) like time has never passed (with all heartbeats synced to the rhythm of Kev’s drums), to celebrate an amazing love that blossomed from our 20+ year old bond! (and ending the night, barefoot, eating snacks in a fancy gown ).” Aleisha concluded with warm wishes for the couple, “Solid start, I’d say lol. Congrats Caitlin and Angelo! Family 4evaa. Happy New Year, everyone!”
Rivkah Reyes, who played Katie, the bass player in the movie, also chimed in with glowing comments on Caitlin’s post. She wrote, “Every detail that went into this wedding was so well thought out. What an honor to witness & share this day with you two. LOVE YOUUUU.” Rivkah further shared a set of black and white photos from the wedding on her Instagram, expressing her gratitude for being part of such a special family.

Rivkah also took to TikTok to share fun moments from the wedding reception, showcasing the elegant dining setup and the joyous atmosphere. Both Aleisha and Rivkah paid homage to their iconic film by setting their videos to Stevie Nicks’ “Edge of Seventeen,” a track famously performed by Joan Cusack's character, Principal Mullins, in the movie.
A Bond That Stood the Test of Time
School of Rock will forever be remembered as the film where Jack Black played Dewey Finn, a struggling musician who impersonates a substitute teacher at a strict private school. Dewey transforms his students into a rock band, teaching them the power of music and friendship. This heartwarming story not only captured audiences worldwide but also forged lifelong friendships among its young cast members.
After the film wrapped, Caitlin and Angelo, along with their fellow castmates, stayed connected through a group chat. Their bond deepened when Caitlin moved to Florida in 2016, bringing her closer to Angelo's home. This move marked the beginning of their romantic relationship, leading to their beautiful union years later.
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Today, Caitlin and Angelo have carved out successful careers outside of show business. Caitlin works as an OB-GYN ultrasound technologist, while Angelo serves as the Music Product Counsel for TikTok in New York City, following his graduation from the University of Miami School of Law in 2019. Their story is a testament to the idea that childhood friendships can evolve into something even more profound.

