5. Triumph, the Insult Comic Dog
The furry puppet friend of late-night host Conan O'Brien made his bones cracking on celebrities from Bon Jovi to Bill O'Reilly. But when Triumph (created and voiced by Robert Smigel) targeted Eminem at the 2002 VMAs, the rapper lost his cool, big time. In his autobiography, "The Way I Am," Em later explained that he hadn't been aware of the Comic Dog's shtick. So, when Triumph came calling, Em proceeded to go after ... the puppet? Smigel? Who knows? Proof actually had to hold him back. Em said that the situation was hot for him that night: Christina Aguilera was presenting him with an award, Moby was seated nearby, and then this character was in his face. In 2005, though, Em remedied all by featuring Triumph in his video for "A-- Like That," in which man and dog dis each other at the beginning and end of the song.
The DJ/musician was the most prominent musical peer of Eminem's to speak out against the rapper in interviews, calling his music "homophobic" and "misogynist." Em, of course, didn't take too kindly (huge understatement!) to the vegan artist's comments. The rapper hilariously parodied the earthy artist in his video, "Without Me," in which Eminem dresses up as the electronic musician, in full-on Adidas warm-ups and doing yoga, as Obie Trice scoops him up and slams him down. Nobody listens to techno!
3. Christina Aguilera
As Em recalls it, the "Genie in a Bottle" singer dismissed him for being "cute, but married" during an MTV special, and for some reason he took offense. The rapper retaliated on his single "The Real Slim Shady," in which Em not-so-kindly suggested that X-tina had intimate relations with "TRL" host Carson Daly and Limp Bizkit frontman Fred Durst. Some awkward exchanges ensued, but years later, Aguilera attended the premiere of Em's movie, "8 Mile," and things died down between the two.
Em and his on-again/off-again love, Kim Scott have been married and divorced twice, and she's also been the subject of one of his most shocking and controversial songs. In "Kim" he violently depicts himself killing Scott, and during the "Up in Smoke" tour he performed the song with a blow-up doll resembling the mother of his daughter. In 2000, Scott reportedly saw Em perform the song — which features him rapping in an intensely emotional, rant-like style — and allegedly attempted suicide afterward. She later sued him unsuccessfully for defamation.
1. His Mom
This, unlike the rest of his attacks, is still an ongoing battle. Early in his career, Em depicted his upbringing often and made unflattering remarks about his mother, Debbie Nelson. She sued her son after his debut and settled out of court with him. In 2008, Nelson released a book, "My Son Marshall, My Son Eminem," where she attempted to correct some of the information that the public has been given by her son, most notably her vehemently denying her own drug use. On Relapse, however, his song "My Mom" features a chorus in which the rapper says he does drugs because it runs in his family. "My mom does Valium and lots of drugs/ That's why I am like I am 'cause I'm like her."