According to the so-called "experts" at Glamour magazine, she is--for the second year in a row. The 44 year old Alyssa Milano is known more recently for her role on the television series Charmed, and back in 1984 (to a whole different generation) in Who's the Boss with Tony Danza (Lord, that's a long time ago). Earlier, she started her career at 7 years old with a role in Annie on Broadway.
I mean, yes. For a 44 year old actress, she's held up well. But using a critical eye she's a bit worn at the edges. For instance, her make-up has gotten heavier and heavier over the years--along with her hips. Speaking as a photographer, her best looks are done as still shots in the studio using what we in the industry call "beauty lighting", with large banks of flat lighting that mask any age lines. Before being printed, retouching is the norm. To check out her "sexiest" looks in a critical way, look for shots captured candidly on the street with natural lighting, or harsh on-camera flash shots done by paparazzi.
Ok, here's my choices, but not for "Sexiest Actress Alive". That's a pretty tall order. Instead, my list for actresses over 40....