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Two And A Half Men Season 5 Episode 14 - Winky-Dink Time
While at the coffee shop Charlie is recognised by a woman he dated but Charlie cannot remember her name and Jake falls for the same woman’s daughter. Charlie double-dates with Jake and fixes Alan up with a hooker, who can’t tolerate him.
Title quotation from: Alan, wondering if conversation will shorten the time of sex with his prostitute.
Air Date: 14 Apr 2008