I never babysat the kids in my neighborhood once; I couldn’t relate to kids at all. I would crush on older guys when I was 13, but I really didn’t start actually dating an older guy until I was 26; he was 40.That relationship was fun and short-lived, but what I've learned since then has taken me a long way when dating older men.Stay in for a couple nights by making dinner and watching a movie and doing one extreme outing during the week, even if it’s just for a bit. Are you dating an older fellow or thinking about dipping your toes into that more mature water? 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? Our bodies are decaying."DO relish in the fact that guys get better looking with age, but you'll always be the hot, younger girlfriend.And don’t call him an “old man,” even if you’re joking; it will only make matters worse!Personally and professionally, he has one up on you and may think only he has a right to call the shots in the relationship.
I save and invest my money; I’ve never been married and I have no kids. My father was a businessman who ran a successful chiropractor practice.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).Russell confesses he hasn't dated since 1989 and Jess replies, "That was the year I learned to use the toaster by myself." Not so hot.In fact, a Boston Globe report went a step further to chart Clooney’s age difference history with previous girlfriends, the average being 9.73 years.What about Tom Cruise and Katie Holmes, who were 16 years apart when they were married?