Sometimes (okay, most of the time), though, first dates aren't smooth sailing.That doesn't always mean you're incompatible — just that we are humans, and dating can be awkward.
If so, what do you think about pre-nuptial agreements? Do you plan on having kids, or do you want a life without any? Are you thinking about making any major residential moves in the next few years? Do you always need to be right about everything (and let people *know* you think you're right)?
What's your weirdest and/or darkest sexual fantasy?
We sent out an anonymous survey to get people's best, most creative first-date questions. Check them out, and if you want, leave a comment with some of your own go-to conversation-starters.
First dates can be exciting and awesome, but they can also be nerve-wracking, awkward, and pretty flippin’ weird.
It’s a great way to learn a little bit more about their background and spark a discussion about the way you both grew up. You want to know where someone came from, but it can be a delicate subject. The way that someone saw themselves in high school when they were can say a lot about who they are. Maybe it’s hitting a time goal on a run or learning how to make pesto or finally getting the hang of something at work. If reading is something you’re into, this is a good way of seeing what tastes you share and what interests your date. It’s a good way to take a peek into their ambitions and dreams. It’s a weird one, and it helps to commiserate over it. Hopefully some of these questions will help you on your way.
(Maybe their relationship with one of their parents or siblings isn’t great.) This is a nice way to leave it open-ended, and let your date chat about their family in terms that are as specific or as general as they want. It opens up room to hear about what they value without making your date feel like they’re bragging. And even if books aren’t your thing, you can bond over your thoughts on whether was better over a movie or a book. Maybe they love that they get to try new restaurants and meet new people, but hate that it takes so long to get to know someone.
If we end up dating, will either one of us be settling?
How will you react if I keep my guard up with you (for a little while, at least)?
Have you ever been in a serious relationship before?
What's the longest amount of time you've gone without being in a relationship?
How freaked would you be if I told you I already looked you up online?