Alyssa MIlano: Who’s The Hottest Boss?

alyssa milano looking amazing

The life of a child actor is a bit unusual, to say the least. The audience literally gets to see them grow up before their eyes, and often times the adjustment period can be quite ugly. We have all heard of the countless drug problems, money troubles or various other sordid situations that those who grow up in public may have gone through. Sometimes though the opposite can be true. Alyssa Milano is definitely an example of a child star who has, at least as far as one who doesn’t know her personally could know, grown up to be a successful and well adjusted person.

More to our point though, she has grown up to be a major hottie with a world class set of boobs.

Now that we’ve established that, we really should focus on the key question. At one point the query was “Who’s The Boss?,” but now we shall find out “Where Are The Boobs?”


The first nude scene Alyssa did was in 1995’s “Embrace of the Vampire.” While the film wasn’t quite going to put her up for an Oscar or really be seen as anything other than a low budget crapfest, it generated a lot of buzz as her transition from child star to a grown up actress capable of flashing that spectacular rack was notable indeed. The NSFW full frontal nude scene, including some steamy lesbian action, can be seen here.

She discussed her first nude scene in a 1996 interview with the New York Daily News. “Had it been anyone else, it wouldn’t have been a big deal. But I learned a lot from it. You get burned a lot in this business, and it’s important to try and learn from those experiences. I learned to ask what lens they’re using before they shoot a nude scene. The outcome is that I have an amazing nudity clause in my contract, and I now have full control over all my nude scenes. But I think anyone who watches the movie will see that I had the talent to back up those nude scenes. But, you know, I have a 13-year-old brother who took a lot of flak for that, and I wouldn’t want to put him through anything like that again.”

alyssa milano shiny

She quickly followed up that film with “Deadly Sins,” and while it was deadly boring other than the nudity, it showed she seemed to have no problem showing her sexy body off for the camera, as the NSFW clip proves.

In 1996, she offered quite a bit of flesh in “Poison Ivy II,” the sequel to a much better film that starred Drew Barrymore and Sara Gilbert. Then again, who would you rather see naked – Alyssa Milano or Sara Gilbert?

Alyssa and the dynamic duo that are her boobs kept the flesh coming in a few more films during that time frame, including 1996’s “Fear,” 1997’s “Below Utopia” and 1997’s “Hugo Pool.” While most of the movies  she did in the ‘90s are pretty forgettable, her fans know they are worth a peek for the breasts alone. “Hugo Pool” is actually a rather interesting film, with a great cast that included Robert Downey Jr., Patrick Dempsey and Sean Penn, plus of course we do get a bit more of Milano and her melons.

alyssa milano red

It took over ten years for Alyssa to go back to doing a nude scene after the slew of films she made in the ‘90s, and it was quite an unusual one.  In 2008‘s “Pathology,” you get to see what a more mature Milano looks like fully naked. Here’s a spoiler alert, but the truth is, if you actually choose to watch this crappy movie, you probably should have it spoiled. It was really a cast of her naked body being cut up during her autopsy.Yuck.

alyssa milano car


alyssa milano in underwear

Most people remember their first crush, and as a generation watched her grow up on television, Alyssa was first in the hearts of countless young men. In 2007, Alyssa told Details Magazine “My friend tells me, ‘Every time I mention you in front of guys, they all go nuts.’ So he asked one of them, ‘What is it about her? Can you define it?’ And the guy said, ‘She’s the girl we never got over.’”

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alyssa milano looking seductive

It certainly would be fun, although you shouldn’t count on it happening to you. However, she did star as a witch on The WB’s “Charmed” for eight seasons. Of course, there was no nudity on the series, but as this compilation video attests, there was still a whole lot of sexy from Ms. Milano:


If you like your women with red hair, good singing voices and actual tales, you might have a crush on Ariel from “A Little Mermaid.” If so, you might need to rethink your dating strategy, as (once again, a spoiler alert) mermaids are fictional characters. However, Disney animators Glen Keane and Mark Henn based Ariel’s body on Alyssa Milano. We can only assume they meant from the waist up.

alyssa milano mermaid



Alyssa told Access Hollywood that “[My dating history] is longer than my IMDB [profile]” and that she “had to kiss a lot of frogs to find my prince.”  Among the many famous names she has been linked with are Justin Timberlake, David Arquette, Scott Wolf and Corey Haim.

alyssa milano topless

She is also known as a giant sports fan, with the LA Dodgers being a true passion. She even came out with her own line of sports themed clothing called Touch By Alyssa Milano. She’s such a super fan that she has dated many athletes over the years. Among the jocks she has itched are pitchers Carl Pavano, Barry Zito and Brad Penny. She told Details “I’ve gotten such shit about my dating choices. Like, every single article about the great achievement of the clothing line is also about how I’m ‘the chick that dates athletes,’ and there’s an insane double standard going on.”

alyssa milano black

The same article goes on to say “As she wrote in a recent MLB blog entry, “There are many MLB players . . .who have dated many Screen Actors Guild members. I won’t name names (cough Derek Jeter cough). And yet, these guys are considered cool . . . [but] women who have dated more than one guy in any profession are easy targets for ridicule. . . . And I ask you this—what girl in her right mind wouldn’t want to date a ball player?”

alyssa milano loves baseball

Since 2009, she has been married to agent David Bugliari. The lucky Bugliari is the only one who she is playing ball with these days.