15 year old miley cyrus poses for vanity fair, 2008. this photoshoot caused tons of controversy, and she later had to apologize. (which eventually she took back) 

baby lindsay lohan and lana del rey modeling for abercrombie together in the 90s 

angelina jolie by david lachapelle, 2001 

britney spears & christina aguilera at the mtv vmas, 2000

probably one of the most iconic britney spears moments of all time0:073.1M views