5. Jennifer Aniston & John Mayer
Age Difference: 9 Years
Jennifer Austin is not one of those who would give up relationships easily. She was 42 when she met John, 33 then, and she definitely had more dating experience then he did. Jen and John enjoyed an on-off relationship through 2008 and 2009. The Friends star eventually called time on her younger lover, reportedly because he was unwilling to commit. However since the break John did agree to media that he screwed up big time and he shouldn’t have let Jennifer go. Well it’s too late to realise as the lady has found her soul mate Justin Theorux
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