Ashlee Simpson
The other tattoo that Ashlee Simpson got in August 2005 was a tiny pair of cherries on the outside of her right ankle. Even though the ink is very discreet, Ashlee’s parents are not fans. At the time she told People Magazine “I’m sure I’ll get more tattoos but my parents are begging me not to.” Of course Ashlee did continue to get more tattoos — and they got bigger!