The Scariest Dating Questions You Need to Ask Yourself
What 'crazy' am I holding back?In the getting-to-know-you phase, when we're presenting the very best, borderline-Stepford-wife version of ourselves, there are certain things we hold back. They're our things—anything from resisting the urge to adjust his collar, because the little way it flips up at the back taunts your inner desire for orderliness, to the fact that your guilty pleasure is reading bodice-ripping romance novels—the campier, the better—and you dream of writing your own someday.
Not talking about that part of you is like trying to hold a beach ball under water—it's manageable for a while, sure; but eventually, it bursts to the surface. And occasionally, it pops you in the face. Your partner doesn't have to love it (or even get it, really), but if you're interested in this thing going farther, he deserves the chance to know that it's part of who you are. After all, if he's worthy of your time, he's worthy of your crazy.
How old is too old to have a baby?No matter whether you're in a serious relationship or seriously dating around, almost every woman has done the baby math: If I got married two years from now, and waited a year to get past the honeymoon phase, what are my chances of getting pregnant? Or, "If I met someone great on my next date..." The questions (and calculations) go on and on, all tinged with a lingering concern that our time may be running out.
If you do want a child at some point, you can't help but put thought into this question; but when you do, make sure you're armed with the latest information. Recent reports show that your chances of fertility after age 35 might not drop as dramatically as initially thought. (Though it's worth noting that the chance of a miscarriage increases significantly: 15 percent of women ages 20 to 34 experience one, and that figure climbs to 27 percent for women 35 to 39 years old, and hovers at 26 percent for those 40 to 44, according to the National Vital Statistics report in The Atlantic.) At a time when everyone has an opinion about when you should—or shouldn't—have kids, it's important to know the facts. And know that the only opinions that matter are yours and your partner's.
Do I not want what I thought I wanted?On the days when you leave work fuming, you and your boyfriend love talking about moving to the Midwest and starting an organic garden, leaving all of the city's traffic jams and your office's insufferable meetings-upon-meetings behind. Except now that your partner's looking at real estate listings and it's dawned on you that your days of eating egg sandwiches at the corner deli are numbered, you're starting to realize how much you hate weeding. And how much you love being an hour's drive from the ocean.
Letting go of your own dream can be crushing; letting go of a shared dream can be downright devastating, especially if you see that your partner is still gung ho on it. This is not going to be a fun conversation, but it's possible he would be open to a compromise. Maybe you can move to the suburbs, where you can have a garden and remain just a few hours from the beach. Maybe you agree to move West for a few years, and set up a vacation budget for the occasional long weekend near the shoreline. There are a million maybes that may just work.
And there are a few that might not work at all. It could dawn on you that your cold feet have nothing to do with the dream—and everything to do with the person who comes along with it. Instead of moving together, one of you may be moving out, or moving forward, solo.
Next: Three more important questions you need to ask