Do you have children who are your potential new mate’s age or older? Have you both considered the social difficulty and possible ridicule you’ll receive?It would be wise for you both to consider the potential pitfalls, and whether you are honestly up for the challenge. If you have it bad for your new flame, but you still aren’t sure if you’re up for the hassle, try having your first few dates in neutral territory, where your date won’t run into some college friends, and you won’t worry about running into your ex-wife, children, or colleagues. Even if things don’t work out, you are trying a new experience and learning from someone with a worldview completely different from yours.You might feel like Joan Jett when he picks you up in his Seville outside the high school in front of all your friends, but he is being mercilessly mocked by all of the women in his life for dating a 14-year-old.2.

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And that's all about , the said power trip he is getting off on should be overt.

Unless it's just a fun, sexy, baggage-free throw-you-over-your-desk situation where nobody gets hurt at the end.5.

But is she really into you, or just politely flirting back to avoid awkwardness?

Use your intuition and make sure you know for sure that she likes you, before you make your big move and ask her out. Before embarking on your new adventure together, sit down and maturely weigh the pros and cons of pursuing your newfound romance.

If not, the sneaking around, lies and secrets will strain your relationship. Sleeping with him might be a bigger emotional deal for you than you think. And maybe somewhere down the road, things will be different for both of you.

And if you tell them, you'll deal with all-out fights.9. No matter how special he insists you are, the chances are that he's been dating younger girls for years.10. I know hearing that is like sticking a fork in your chest and ripping your heart out. Maybe you're sure that you won't be dramatic about it, like "other girls." But that shit tends to sneak up on you. Let me rephrase that: It probably last, because as you get older, you'll change (which is normal and great so don't fight it! But the only way for that to happen is to let it end when it's supposed to. Celebs like Nick Cannon, Demi Moore, George Clooney, and Julianne Moore have all dabbled in the world of dating a younger partner–and some of these matches even ended in wedding bells!So, what does it take to make a successful go of a relationship when your partner’s way out of your age bracket?That's like valuing a 30-year-old because he has the math aptitude of a middle schooler.15. There’s something sexy about dating a younger man or woman, isn’t there?Embrace this change and view it as a positive opportunity, no matter the outcome. This seems like small beans, at first, but before long, the idea of you asking if they remember a certain TV show or this particular singer may have you cringing when they ask, “Um… ” You may start thinking, “Oh yeah, you weren’t even born yet.” Don’t let this discourage you, however. “This is a shallow relationship that isn’t going anywhere.” At least that’s what your friends and family might say.