• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • ABOUT US
  • MEDIA
  • PRIVACY
  • TERMS
  • DMCA
  • CONTACT US
  • AUTHORS
do you remember

DoYouRemember?

The Home of Nostalgia

  • Celebrity News
    • Family
    • Obituaries
    • Life Behind the Fame
    • ICONS
    • Celebrity Feuds
  • Entertainment
    • Cast
    • Showbiz Rewind
    • Music
    • Beauty & fashion
  • STORIES
  • Celebrity Buzz!?
  • Sitcoms
    • Bewitched
    • Little Rascals
    • The Partridge Family
    • I Dream of Jeannie
    • All in the Family
    • MASH
    • Happy Days
    • Cheers
  • Celebrity Collections
  • SHOP DYR
    • DYR Book

Stories

Why Danny Pintauro Called Relationship With ‘Who’s The Boss’ Co-Star Alyssa Milano “Iffy”

by Dana Daly

Published December 29, 2022

Danny Pintauro discusses Alyssa Milano

On-screen chemistry is no definitive indicator of relationships behind the camera. Alyssa Milano and Danny Pintauro portrayed sibling figures throughout Who’s the Boss? but Pintauro says their relationship actually was not always friendly.

Perhaps that just means they were able to really capture the sibling rivalry dynamic that permeates so many families. Pintuaro suggests as much when speaking on David Yontef’s podcast Behind the Velvet Rope. There, he outlines how things really were between him and Milano, along with some emotional examples. Here’s what Pintauro revealed.

Related:

  1. ‘Who’s The Boss?’ Stars Alyssa Milano, Danny Pintauro, Tony Danza Reunite In New Pic
  2. Alyssa Milano Drops New Updates On ‘Who’s The Boss?’ Sequel

Things were sometimes tense between Danny Pintauro and Alyssa Milano

The dysfunctional family of Who's the Boss?
The dysfunctional family of Who’s the Boss? / ©Columbia Pictures Television / courtesy Everett Collection

People naturally ended up paired off or associated as a set in Who’s the Boss? There’s Tony Danza and Judith Light, and Milano and Pintuaro. The assigned relationships were different and so were the levels of friendships that resulted. In fact, Pintauro says that out of all his castmates, he’s kept in touch with Milano the least. “We did Christmas gifts. I got Judith Light ‘Merry Christmas, Mom’ stuff, and I got Katherine Helmond grandma stuff,” he recalled. Those were easy; stuff with Milano was harder.

RELATED: Katherine Helmond From ‘Who’s The Boss?’ Went On To Play Another Sitcom Mom

Pintauro further confirms that’s because they “never developed that sort of bond.” Looking back, Pintauro suggests it was because of the sibling type of relationship they had to cultivate, which can come with a lot of headbutting. “I loved being there,” Pintauro assured, “but Alyssa and I had iffy moments — that was really because she was a teenager, and I was the younger brother.” Like siblings, though, they came through for each other when it mattered most.

Pintauro and Milano channel true sibling energy

WHO'S THE BOSS?, from left, Alyssa Milano, Tony Danza, Danny Pintauro
WHO’S THE BOSS?, from left, Alyssa Milano, Tony Danza, Danny Pintauro, 1984-92 (1988 photo). ©Columbia Pictures Television / courtesy Everett Collection

Working together, Milano and Pintuaro exchanged moments that involved her shouting “Get out of here!” and slamming the door in his face. But when Pintuaor revealed he was HIV positive, “She was totally caught off guard” and had a “bit of a teary moment” live on The View.

 

View this post on Instagram

 

A post shared by Alyssa Milano (@milano_alyssa)

Then, Pintuaro revealed, “Right after that episode, I got a text from her, and our relationship developed a lot more.” So, at the end of the day, Pintauro can look back and earnestly say, “It couldn’t have been a better experience. We really did come together as a family.”

Next up: Riley Keough Drew Inspiration From Her Mother Lisa Marie Presley For Her Recent Role
Previous article: Bit Actor And College Professor Bob Penny Dies At 87
Next Post: Iconic Fashion Designer Vivienne Westwood Dies At 81

Primary Sidebar

© 2025 DoYouRemember? Inc.

  • about us
  • media
  • privacy
  • terms
  • DMCA
  • CONTACT US
  • AUTHORS