I can't really say much about these two. It's more or less a competition to see who has done less in the past few years. Ashley Judd is mostly famous for being the daughter of and sister to two country music singers, Naomi Judd (mother) and Wynonna Judd (sister). She has been in a handful of movies that I couldn't name if I tried, but I know one of them had Hugh Jackman. So, at least she shared the screen with Wolverine, that's a plus. Alyssa Milano is most famous for being the daughter on Who's the Boss, and sharing the small screen with Tony Danza. As far as her movies go, I only remember her in Poison Ivy 2. Why, because the Poison Ivy series is like softcore porn, for all intensive purposes. She did have a long run on the TV series Charmed, which I couldn't tell you about, because I know nothing about it. Shannon Doherty, witches, and the WB, ok, CLICK!! Physically, what can I say, they are about the same. In their personal lives, they have to be two of the most low key celebrities ever. Ashley, who has only done one crazy thing of note as far as I know, flashed her breasts to the paparazzi while in a car with Salma Hayek, which is very tame by Hollywood standards. Alyssa, was photograped butt naked on a nude beach, which is a place you probably shouldn't go if your famous DUHHH!!! Anyway, Ashley married Dario Franchitti, who is a famous race car driver. Alyssa is also married, but her only boyfriend of note was Justin Timberlake in 2002, while he was still in N'SYNC. Sidebar, Ashley is also a fan of the Kentucky Wildcats, and also a graduate from the University of Kentucky. So the winner is Ashley Judd, AT LEAST SHE GETS ON TV DURING MARCH MADNESS!!
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