- In the final season when Ari's wife tells him that she's started seeing another man. The look on Ari's face when he hears the news makes it clear that his world has just been shattered.
- Similarly, when Ari breaks up with Dana Gordon because he's still in love with his life, Dana looks absolutely crushed.
http://tvtropes.org/pmwiki/pmwiki.php/TearJerker/Entourage
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