Two And A Half Men: Season 5, Episode 18

5 - 18: If My Hole Could Talk

Charlie seeks relationship advice and finds himself attracted to an older self-help author (Susan Blakely); Alan's insistence that Jake complete his The Taming of the Shrew book report is hampered by Jake's continually losing the book. Title quotation from: Charlie, to Angie, after she says he may have a "hole" in him.