A.I.: Artificial Intelligence

Adrian Grenier

Brooklyn native Adrian Grenier's career began while he was attending Bard College; his big-screen leading-role debut was as the lead in 1998's indie film, "The Adventures of Sebastian Cole." Adrian made an impression on critics for his portrayal of a young man ... moredealing with his pre-op transsexual stepfather. Later that year, he appeared alongside Leonardo DiCaprio in Woody Allen's "Celebrity," and consequently moved into the mainstream with a role in "Drive Me Crazy," which co-starred Melissa Joan Hart. In the following years, Adrian had supporting roles in "A.I.," "Hart's War" and "Cecil B. Demented," among other films. However, it was his small-screen debut in 2004 as Vincent Chase in HBO's "Entourage" that moved Adrian furthest into the spotlight.