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Late Show with David Letterman

HIGH: A Tearful 'Letterman' Appearance (2013)
David Letterman wasn't afraid to grill his guest about her upcoming stint in rehab … and it led to a pretty heartfelt discussion in April 2013. After Lindsay laughed off many of the jokes the host made at her expense, she teared up when Letterman praised her for having "enough spine, enough sense of [yourself], and enough poise" to come on the show. And the 20something stood her ground when it came to making light of her serious situation. "I'm looking forward to actually just taking time for me. You can't make a joke of it. That's so mean." Viewers were finally impressed.

Lindsay Lohan Is 27: Relive Her 27 Highest Highs and Lowest Lows

LiLo turned her 27 on July 2, 2013. Take a look back at some of the best and worst moments from the actress's life so far.