3. Lindsay Lohan
Speaking of Randy Quaid, guess whose on his list as the next potential Star Whacker victim: Lindsay Lohan. This one has been on the cycle down for a while now. The millennium just leaves a bad taste in your mouth for some reason. It's so hard to think back to the golden days of The Parent Trap where Lindsay could do no wrong or the early 2000s when she was a bankable, likable Starlet with looks. Now years later the photos say a thousand words more than any of us would like to hear. What's crazy about Lindsay is that even after all the bad publicity she's still never owned up to heavily abusing substances. She's been court ordered to do rehab six times and has been in and out of jail in the past couple years almost too many times to count, but in her interviews still claims she's clean and sober as ever and that the court ordered rehab is a joke. This is after her reputation has been wrecked by nearly everyone she's either dated or worked with often being described as a succubus with an addictive personality and the biggest prima donna to please on set. However, the trail of Lindsay's decent is not a clear one, but instead a rabbit hole leading into the abyss. There are no clear facts, just too many rumors of craziness beginning with Herbie Fully Loaded and ending with Liz and Dick. Perhaps her acting career says enough by itself. If Lohan would ever be willing to fess up to half of what she's done it would make for a wildly entertaining Fear and Loathing style autobiography.