Ashlee Simpson – Porsche Cayenne, Estimated $88K

Not all celebrities buy luxurious cars so that they can get behind the wheel and drive it themselves. Some just like to ride shotgun and let others control the engine just like singer Ashlee Simpson. Apparently, the younger sister of Jessica Simpson isn’t confident in her own driving skills, and this is why her Porsche Cayenne is driven by her assistant as she stays in the passenger’s seat. Hey, at least Ashlee, who has a 2018 reality TV series on E!, won’t ever have experience getting pulled over for drunk driving or anything like that for that matter.

