This is one of my favorite posts. This is the Ashlee Simpson nipslip. This happened when she was at the beach frolicking around in her yellow bikini. That’s when a big wave came and washed up Jessica’s little sister, Ashlee. Poor girl right? Wrong! The big wave blessed us all when it pulled her top down and one lucky photographer managed to get a peek at her nipple. That’s right, this was Ashlee Simpson’s first ever nipple slip and hopefully not her last.