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Hugh Hefner married Crystal Harris on December 31, 2012 when he was 86 and she was 26. Other famous men who have married much younger women include Frank Sinatra, Kevin Costner and Woody Allen. Larry King TNT Extra 3Also Ranked #30 on The All-Time Greatest Late Night Talk Show Hosts Jerry Seinfeld married Jessica Sklar on December 25, 1999, when he was 45 and she was 28.

I’ve received my fair share of lewd attention during my online dating tenure to verify: It really is that bad. ” She gestures despairingly at the four men in front of her, archetypes of my generation in their hoodies, craft beer in one hand, i Phone in the other, with their untrimmed beards and general lack of ambition.

Before I get attacked as somehow being sexist…look at the anecdotal evidence.

On average, men in all societies date younger women.

They are twenty years apart, and they’ve been together for two. “I watch so many of my other friends agonize over text messages from guys who . It’s not an “old-fashioned” dating scheme, it’s just a more humane one.

“I wasn’t trying to go back in time,” Gabrielle added at the end of our conversation.

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