Laughter is the best route to anybody’s heart, and while everyone’s sense of humor is different, having some fun questions to ask your crush in your texting bank helps you ease into a comfortable conversational flow. Just keep in mind that the first rule of comedy is timing. Don’t put pressure on yourself to seem funny, upbeat, and cute all of the time. Ask the questions that feel right, and you’ll definitely get your crush to open up over text. Keep it lighthearted, and you’ll keep yourself entertained as well as them. You’re not just here to make friends — you’re also here to have fun.
Having some fun questions to ask your crush also allows you to feel out their sense of humor. Personally, I love being around people who are funnier than I am. If you find yourself texting someone who takes themselves super seriously and who is afraid of joking, then you might find you turn out to be the relationship’s clown. That’s totally fine, though. Every comedy duo needs a more serious person. Maybe this crush you’re texting will turn out to be yours!
Here are some fun questions to ask your crush to get yourself off to the right start.
1. What’s The Worst Date You’ve Ever Been On?
Bad dates might be a tiny bit disturbing at the time, but they make for excellent flirting material in the aftermath. Telling your own bad date story is also a way to show vulnerability and connect over a common experience without giving too much away.
2. Who Is Your Nemesis?
I always think it’s healthy to have at least one enemy. Even if they don’t know you are enemies, you do. You can mentally direct all your cathartic rage toward your nemesis without them even knowing. I’m willing to bet your crush has had at least one imaginary feud, too.
3. If You Were A Suburban Mom, What Kind Of Suburban Mom Would You Be?
Suburban moms are forever funny. Is your crush the kind of suburban mom who meets her children at the bus stop every day, packs their lunch, and isn’t mad, just really disappointed right now? Or are they the kind of mom who has weekly tennis lessons and gets wine drunk with her friends? If your crush picks up what you’re putting down, maybe you can even make internet memes together.
4. Which Celebrity Do You Think Will Be President Next?
My best bet is The Rock, with Kevin Hart as vice president, and Kid Rock as the Senator of Michigan. Dennis Rodman will be ambassador to North Korea. It’s never too soon to start planning for the next season of celebrity president!
5. What Emoji Do You Use When You’re Flirting?
I have a secret combination of emojis that works for me almost every time, and I don’t think I’m the only one. I’d tell you what mine are, but it’s probably better if you just ask your crush. That way, there won’t be any mistaking when they’re flirting with you.
6. Do You Have Mommy Issues Or Daddy Issues Or Both?
Why put off discovering someone’s Freudian issues over the course of a relationship when you could both lay them on the table now? Nothing creates a shared emotional bond quite like consistently disappointing a patriarch, either. And if your crush has mommy issues, at least you know what to look out for.
7. What Did You Want To Be When You Were Growing Up?
This question might seem generic, but it’s actually pretty cute once you start to get into your 20s and can really appreciate what a strange child you were. I once dated someone who wanted to be a light bulb when they grew up. Now, there’s a career ambition most of us can really get behind.
8. Would You Wear A Hat That Says “Daddy”?
Being funny usually means saying something that’s unexpected, and taking a poll is probably one of the most unexpected things that you can do. Tell your crush you’re doing it for research. And if you think that two daddy jokes in one post are too many, then clearly, we shouldn’t be dating.
9. Do You Prefer A Partner Who Whines, Cries, Or Complains?
As long as we are text-joking here, we might as well get to the truth. Speaking as a crybaby myself, I definitely need to know that anyone I go on a date with is comfortable with me describing recent weeps. Plus, this joke weeds out any of those people who are absolutely about being upbeat and positive all of the time. I mean, who even are you?
10. Would You Say You’re Only Slightly A Narcissist Or A Complete Egomaniacal Monster?
This joke can definitely come off as a slight, so you’re going to want to make sure you time it right. But in an age where everyone is becoming more and more afraid of dating a narcissistic vampire, it’s probably better that we all just admit that everyone has some narcissistic qualities and then move on from there.
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