He's probably married with kids. He keeps his private life very hush hush. It's a little odd to know so little about a public person.
I think Jay is probably married or gay. While that sounds like a complete contradiction, listen to him putting stay at home moms on a pedestal. Then listen to him trying to portray himself as a single lady's man. Then stop and think that he never, ever speaks of his private life in any way shape or manner, except when referring to his dogs.
He's got a Napoleon complex to boot. He's about 5 feet tall in his heeled boots.