{"id":13206,"date":"2026-06-02T13:19:48","date_gmt":"2026-06-02T13:19:48","guid":{"rendered":"https:\/\/storieshub.xyz\/?p=13206"},"modified":"2026-06-02T13:19:48","modified_gmt":"2026-06-02T13:19:48","slug":"13-clever-questions-to-ask-on-a-first-date-because-youre-so-over-the-basic-ones-2","status":"publish","type":"post","link":"https:\/\/storieshub.xyz\/?p=13206","title":{"rendered":"13 Clever Questions To Ask On A First Date, Because You\u2019re So Over The Basic Ones"},"content":{"rendered":"<p>\u201cAh, yes. Another first date where I\u2019m obligated to ask the same 10 questions I\u2019ve asked on my last eight first dates. Wonderful.\u201d Everyone else who\u2019s felt this way about a first date, please say \u201cAye.\u201d Awesome, now that we\u2019re on the same page, I have incredible news for you. Your first-date questions don\u2019t have to be the ones you recycle through every time. There are clever questions to ask on a first date that\u2019ll make your next one seem like less of the same old, same old, and more of the new, new.<\/p>\n<p>But before we get to that, let\u2019s talk about first dates for a second. Why are they so awkward sometimes? And why are some people really good at them, while I\u2019m here struggling to find the right words, and when I finally do, they come out all mumbly? For those of you who love meeting new people and don\u2019t feel any awkwardness at all during a first date, mad props. I envy you. To those who dread small talk and just want to get to the part where you talk about ~real~ things and ride off into the sunset together on a white horse, I\u2019m right there with you.<\/p>\n<p>Unfortunately, since the person you\u2019re going on the date with may not want to jump right into talking about the serious things in life, like why they are the way they are and how their childhood contributed to that, these clever questions can serve as a happy medium for both of you. You get to talk about more than just the weather, and they don\u2019t have to jump right into their deepest, darkest fears. See for yourself.<\/p>\n<p>01Do You Consider Yourself An Extrovert Or An Introvert? And Which One Do People Consider You?<br \/>\nDistinguishing how people see me and how I see myself is something I always find interesting. To a lot of people, I seem like an extrovert, but I personally consider myself an introvert in most situations.<\/p>\n<p>Learning about how your date sees themselves, versus how other people see them, can help give you an understanding of their actual nature.<\/p>\n<p>02What\u2019s One Thing That You\u2019re Looking Forward To Next Week?<br \/>\nInstead of the typical, \u201cWhat do you do in your free time?\u201d question, asking your date what they\u2019re looking forward to doing next week can give you a broader understanding of their hobbies. It can also tell you what makes your date feel excited, all while giving you a look at their day-to-day life. Talk about multi-faceted!<\/p>\n<p>03What\u2019s On Your Bucket List?<br \/>\nI\u2019ll be the first to admit that some of the things on my bucket list are for my eyes only. Don\u2019t get me wrong, I wouldn\u2019t mind sharing a few of the items I\u2019m anxious to check off, but not all of them. I\u2019d be interested to see what someone else strives to do in their life, too.<\/p>\n<p>04If You Could Visit Any Time Period, What Would It Be?<br \/>\nThe 1920s! (And yes, that\u2019s because of The Great Gatsby. Sue me.) What about you?<\/p>\n<p>05Where Do You Consider \u201cHome\u201d?<br \/>\nNow, this question could be a trigger for someone who maybe didn\u2019t have the best life growing up, so use your best judgement before you ask. Bringing this up too early on may not go well, because for lot of people, it\u2019s not as simple as 221B Baker Street.<\/p>\n<p>Try to get a feel for the date, and see where your conversations have gone. Have they been very on-the-surface? Have they actually gone deeper than you expected for a first date? If you think they wouldn\u2019t mind answering more personal questions, by all means, go ahead and ask them about home. But, if you feel like it may be too much too soon, don\u2019t. Trust your gut.<\/p>\n<p>06What Was The Last Thing You Bragged About?<br \/>\nEveryone\u2019s allowed to brag a little every once in a while, but there are boundaries. If all your date does is brag, it\u2019s not cute. Learning what someone brags about shows you what it is they pride themselves on, which, in turn, can give you an idea of the things they value in their life.<\/p>\n<p>07What Dating Advice Would You Give Your High School Self?<br \/>\nOh god, I don\u2019t even want to think about high school me. (I wore bows in my hair on the daily, just think about that.) I dated a few different guys in high school, and there are definitely plenty of things I wish I would\u2019ve known then. Like maybe, \u201cDon\u2019t go back to that guy who you clearly don\u2019t have feelings for.\u201d Or maybe, \u201cDon\u2019t take advantage of someone else\u2019s feelings.\u201d This question allows you to see how your date has evolved and matured since high school, or, on the flip side, whether or not they even have. If your date still acts like they did in high school, ask yourself if that\u2019s what you want in an SO.<\/p>\n<p>08What Should I Know About You That I Would Never Think To Ask?<br \/>\nThis may or may not be a deal-breaker. Your date may say something that they don\u2019t think is a big deal, but to you it very well could be. Proceed with caution.<\/p>\n<p>09Ten years ago, Where Did You Think You\u2019d Be Today, And Are You There?<br \/>\nTen years ago, I\u2019m pretty sure I wanted to be a veterinarian, and then five years ago, I wanted to be a surgeon. (Thanks, Grey\u2019s Anatomy.) Today, I\u2019m neither of those things. I\u2019m a writer, and I\u2019m happy about where I am right now. It would be interesting to see where my date wanted to be, where they are now, and if they want to be somewhere else down the line.<\/p>\n<p>10If You Were A Book, What Would Your Synopsis Be?<br \/>\nThis question is basically the same as, \u201cTell me a little bit about yourself,\u201d but I really like how it\u2019s worded. It forces your date to get creative and to paint their life in the most picturesque light, all while keeping it short and sweet. Sounds like a challenge, doesn\u2019t it?<\/p>\n<p>11F*ck, Marry, Kill: Food Edition<br \/>\nBringing back this classic favorite is the perfect way to break the ice between you and your date. It\u2019s lighthearted and fun, and can help the two of you warm up to each other a bit. Give your date three types of food they adore, and make them choose which one they\u2019d f*ck, marry, or kill. It seems a little strange, but the nostalgia is real. Plus, knowing where they\u2019d put pizza on this list is crucial to the success of your future. (Kidding. Kind of.)<\/p>\n<p>12What Would Be Your \u2018Shark Tank\u2019 Idea?<br \/>\nBy asking your date what their Shark Tank idea would be, you might get a glimpse into their creativity. This could be helpful in planning future dates, because you have a good sense of what they\u2019re into! Not to mention, if they ever get on Shark Tank one day, you heard their brilliant idea first.<\/p>\n<p>13Would You Rather Fight A Horse-Sized Duck Or 100 Duck-Sized Horses?<br \/>\nAnd finally, the most important question, clearly. Which would you rather?<\/p>\n<p>If you\u2019ve had the same first date over and over and you want to change it up, consider asking these questions next time, instead of the typical, \u201cWhere are you from?,\u201d \u201cWhat do you do in your free time?,\u201d and \u201cWhat kind of music do you listen to?\u201d questions. While those get the job done, and you do get to know someone\u2019s basic facts, the 13 clever questions above will most definitely make your evening 100 times more fun! Try them out. Your date will thank you.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>\u201cAh, yes. Another first date where I\u2019m obligated to ask the same 10 questions I\u2019ve asked on my last eight first dates. Wonderful.\u201d Everyone else<\/p>\n","protected":false},"author":1,"featured_media":13207,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[4],"tags":[],"class_list":["post-13206","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-news"],"_links":{"self":[{"href":"https:\/\/storieshub.xyz\/index.php?rest_route=\/wp\/v2\/posts\/13206","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/storieshub.xyz\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/storieshub.xyz\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/storieshub.xyz\/index.php?rest_route=\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/storieshub.xyz\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=13206"}],"version-history":[{"count":1,"href":"https:\/\/storieshub.xyz\/index.php?rest_route=\/wp\/v2\/posts\/13206\/revisions"}],"predecessor-version":[{"id":13208,"href":"https:\/\/storieshub.xyz\/index.php?rest_route=\/wp\/v2\/posts\/13206\/revisions\/13208"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/storieshub.xyz\/index.php?rest_route=\/wp\/v2\/media\/13207"}],"wp:attachment":[{"href":"https:\/\/storieshub.xyz\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=13206"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/storieshub.xyz\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=13206"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/storieshub.xyz\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=13206"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}