Simpson, 28, who flashed like a jet through the pop-star sky, with her first Top 10 hit coming at age 19 (“I Wanna Love You Forever”), followed by other hit records, the MTV reality show that made her a household name (), and several films, is currently surrounded by handlers—publicist, father and mother, pop-star sister (Ashlee), quarterback boyfriend (Tony Romo, of the Dallas Cowboys)—who together, like a high-altitude rescue team, try to get her down the sunny side of the slope.“I think she absolutely needs to re-invent herself,” said Tommy Mottola, who, as the head of Sony Music, signed Simpson to her first major-label record deal in 1997. First, the sudden weight gain, as evidenced by pictures that turned up in the tabloids earlier this year showing the starlet, onstage, looking less than slender, holding the microphone like a turkey leg, and wearing what were described everywhere as “mom jeans.”But as surprising as her appearance—how she seemed to be turning, before our eyes, into just another performer on the never-ending Opry circuit (she was, in fact, promoting her first country album, Even if the pounds were shed quickly, even if, as Simpson’s camp insists, they were never there in the first place, the dissemination of the photos was a blow for Simpson, who, like all starlets, has been careful to be pictured in just one way: as the skinny, forever-24-year-old sex bomb.What’s more, in April she was spoofed in an Eminem video as a gone-to-seed pop tart spilling out of her Daisy Dukes, hiking a cheeseburger to Tony Romo, played by Eminem. Her record sales, for example, which peaked in 2003, when her show was in its prime, have fallen ever since.On television, Ross had a recurring role as Charlie Selby on The CW's teen drama series 90210, and starred on ABC's crime drama series Wicked City as Diver Hawkes.
Before Fall Out Boy's inception in 2001, Wentz was a fixture of the Chicago hardcore scene and was notably the lead vocalist and lyricist for Arma Angelus.
Ashlee Simpson, who Valderrama said was a screamer and “loud in bed” Mila Kunis.
The two were rumored to have been dating on That 70’s Show. In the rabbit hole of Valderrama’s dating history, I discovered that — on an episode of Cribs — he bragged about a bedroom where “the magic happens,” displayed a bedroom with only a mattress on it, had red solo cups in his china cabinet, and — perhaps most troubling — he proudly wears Drakkar Noir cologne.
During Fall Out Boy's hiatus in 2009–12, Wentz formed the experimental, electropop and dubstep group Black Cards. Wentz has also ventured into other non-musical projects, including writing, acting, and fashion; in 2005 he founded a clothing company called Clandestine Industries.
He owns a record label, DCD2 Records, which has signed bands including Panic! He also hosts the TV show Best Ink and runs a film production company called Bartskull Films, as well as a bar called Angels & Kings.