It’s been no secret that Disney starlet, Lindsay Lohan, has been struggling with her addictions over the years and most recently agreed to a court ordered 90 stint in a rehab facility. Although she’s been a regular on the late night talk show since the age of seven, Letterman and his barrage of questions about confronting her addictions led to quite an awkward exchange between the two. Take a look! What are your thoughts? Did Letterman overstep his boundaries acting as a de-facto authoritative figure?