Alyssa Milano started acting at the age of eight after being chosen for a role in the musical tour of the play Annie. Once the musical was over, Milano got a role in the sitcom, Who's The Boss, starring Tony Danza, which launched her acting career. After eight seasons of the sitcom, and the movie Commando, Milano moved on to more daring roles.

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Her most recent work is a Netflix movie, Brazen, that came on January 13, 2022, and has caught the eye of many fans. The thriller-mystery follows the story of Grace Miller, a mystery writer whose sister is murdered. After Grace learns that her sister had a double life, she gets involved in the case to find the killer despite the detective's (played by Sam Page) orders to stay out of it. For fans of the actress who wish to see more of her work, here are some of her best movies and TV shows to check out.

9 Little Italy (2018)

Little Italy Movie Poster And Cast Alyssa Milano And Emma Roberts

This Romeo & Juliet style film features Emma Roberts as main character Nikki Angioli, who grew up in Toronto's Little Italy. Her parents are Dora (played by Alyssa Milano) and Sal (portrayed by Adam Ferrara), and together they own an Italian pizzeria. Nikki's childhood friend, Leo Campo (played by Hayden Christensen)'s father, Vince Campo, also has his Italian pizzeria. Both families have been feuding for years about which restaurant is best. When Nikki comes back home, things get worse when she falls for the rival family's son.

Little Italy is great for fans of the movies To All the Boys I've Loved or The Kissing Booth. Although the film has its cheesy moments and a predictable ending, fans can't help themselves but tune in to watch just how this love story will unfold.

8 Wet Hot American Summer: Ten Years Later (2017)

Wet Hot American Summer Ten Years Later Cast And Poster Alyssa Milano

This miniseries brings back old familiar faces when Firewood's campers and counselors come back for a reunion ten years later. Once they arrive, they learn that this is more than just a fun reunion, and that the camp will actually be closing down unless they find a way to save it.

This comedic series features Alyssa Milano alongside other popular actors Amy Poehler, Dax Shepard, Adam Scott, Paul Rudd (known Marvel's Ant-Man), Elizabeth Banks, and so many more. This is a great addition for fans of the original movie who would love to see more of the fun, goofy characters.

7 Mistresses (2011-2016)

Collage Of Mistresses Cast Alyssa Milano

Mistresses is based on the UK TV drama series of the same name, and stars Alyssa Milano as one of the main characters. She plays Savi, a successful woman who struggles with her personal and professional life, relationships, betrayals, and other issues. Her friends April (Rochelle Aytes) and Karen (Yunjin Kim), and her sister Josselyn (Jes Macallan) share her journey with similar problems.

This show may be scandalous and dramatic, but despite it all, it has beautiful moments and shows the importance of friendship and self-discovery. Alyssa appeared in 26 episodes before leaving the show.

6 Insatiable (2018-2019)

Insatiable: Collage Of TV Show Promos Debby Ryan And Alyssa Milano

Debby Ryan, who once played Jessie on the Disney show of the same name, stars as the main character, Patty, in this teen drama series. Patty was once overweight and bullied. After being punched in the face by a homeless man, she is sent to a hospital to have her mouth wired shut. Several weeks later, she returns to school looking different, and students treat her better. Witnessing the hypocrisy, she plots revenge with the help of Bob Armstrong (Dallas Roberts), a beauty pageant coach. However, he is unaware of her true intentions.

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In this dark comedy, Alyssa Milano plays Bob's wife, Coralee. She was once known as "trailer trash" before her hard work and determination moved her up the social ladder. Coralee is a clever and funny character that is always dressed to impress, and she quickly became a fan favorite. Fans looking for a satire with a bit of edge will definitely like this show.

5 Fear (1996)

Collage Of Fear Movie Poster Alyssa Milano Reese Witherspoon Mark Wahlberg

This psychological thriller features Milano alongside Mark Wahlberg, who plays the role of 23-year-old David, and Reese Witherspoon, who plays a 16-year-old named Nicole. Nicole falls in love with David after meeting him at a nightclub and the two start dating, regardless of their age difference. It infuriates Nicole's father, Steven (played by William Petersen), whose fear for his daughter is justified when David proves to be dangerous.

As for Alyssa, she plays Nicole's best friend Margo, and she has her own share of creepy and inappropriate moments with guys. For fans of suspense, this movie will leave them on the edge of their seat, and it has plenty of spine-chilling moments.

4 My Name Is Earl (2005-2009)

Collage Of My Name Is Earl Poster Cast Alyssa Milano

My Name Is Earl is a sitcom about a thief named Earl (played by actor Jason Lee) who wins $100,000 and decides to change his ways for the better. Earl has a long list of wrongs he would like to make right before karma gets ahold of him. This comedy is great for anyone looking for something light, heartwarming, and fun to watch.

Milano only appeared in 10 episodes of the series as Billie Cunningham, a former criminal who married Earl for a short period before running off to the Camendites. Despite her short presence on this underrated show, her character made Earl's life more dramatic and funny.

3 Commando (1985)

Collage Of Commando Movie Poster Arnold Schwarzenegger Alyssa Milano

This action movie was Alyssa's first movie role at 12 years old. She played Jenny, the daughter of John Matrix (Arnold Schwarzenegger), a retired Special Forces Soldier. The family lives away from civilization until John learns through his old boss, Kirby, that his former crew members are getting killed one by one. The plot thickens when Jenny is kidnapped by who seems to be the same person, or group, responsible for the death of the other soldiers. John must come out of retirement if he hopes to see his daughter again.

Like many of Schwarzenegger's films, this movie is full of bloody violence, explosions and gunfire for those fans who are into that kind of thing. As for Milano's acting, she nailed the damsel in distress role, and her acting is especially impressive considering her young age.

2 Who's The Boss (1984-1992)

Collage Whos The Boss Cast And Young Alyssa

Who's The Boss is a sitcom about an Italian family, Tony Micelli (Tony Danza) and his daughter Samantha (played by Alyssa Milano), who moves to Fairfield, Connecticut. Tony, a retired baseball player who used to play for the major leagues, moves in with his new boss, Angela Bower (played by Judith Light) and her son when hired as their housekeeper. The following eight seasons are all about their wacky adventures.

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Who's The Boss is a well-written sitcom that delivered many witty and sassy lines. The dynamics of the families brought something unique to the table that quickly won the hearts of many. Alyssa's character became so iconic that many teenagers wanted to be her, while others wanted to date her.

1 Charmed (1998-2006)

Charmed: Collage Of Phoebe Halliwell With Sisters

Alyssa Milano played Phoebe Halliwell, one of the Charmed Ones, in the hit 2000s' show Charmed. Charmed was about three sisters who discover that they are from a line of powerful good witches. With their "Power Of Three," they are tasked with protecting the lives of the innocents from various demons. Charmed lasted eight seasons, and was Milano's longest TV series aside from Who's The Boss.

Phoebe was a witch with powers of premonition, empathy and levitation. She was a brave, rebellious, free-spirited and clever character that fans couldn't help but love and be invested in her dramatic search for love and purpose in life. Eager fans tuned in every week to watch what other antics happened to the sisters.

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