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Well, my dears, you've come to the right place. Or, in Jess's (Zooey Deschanel's character, for those of you who aren't fans yet) case, don't ask about his health: "How's your prostate? Cece even tells Jess as she's first considering dating Russell (the one and only Fancypants) that "he intimidates you because you wouldn't have to take care of him, he'd take care of you."DON' T make your man feel older than he actually is (or date yourself). And I've added a couple of my own tips for good measure, since I am the younger woman and all. But I've been watching and compiled a list of DOs and DON' Ts from Jess's experience dating the sophisticated Dermot Mulroney as Fancypants, who's a whopping twelve years older.Pop star Shakira is involved with a man 10 years her junior.Actor Hugh Jackman has been married to Deborra-Lee Furness for 17 years. A recent article in magazine looked at a handful of real-life May-December romances, focusing mainly on those between older women and younger men.I have always looked older than I really am, and I tend to hang out with an older crowd. He is very handsome, tall, seems very nice and polite. Would you feel intimidated or turned off, or does it strictly make no difference her age? Hell, I'm almost 30 but most of the time I still feel like I'm 20, which I suppose is a good thing I am 22 and my boyfriend is 34! Seldom do two people of VASTLY different family experiences growing up have the common base needed to form a solid "union.") 2. (I wouldn't want a younger woman who had any interest in being a trophy.