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7 relationship experts reveal their favorite questions to avoid awkward small talk on a first date

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Here's how to get through awkward "small talk" on a first date. Netflix
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Making small talk can be awkward — especially on a first date.

Simply asking "So, what do you do?" isn't going to lead to the meaningful conversations you want to have on a first date to ensure there'll be another one.

To help break the ice with a stranger on a first date — especially if you have one planned this Valentine's Day — Business Insider asked seven relationship experts from across the country to reveal their favorite questions to ask on a first date.

While many of them had a few pre-determined questions at hand, they said the most important thing to keep in mind is just to be a good listener, and to be yourself. 

"Meaningful small talk is virtually anything that helps you connect with the other person in a genuine way," Shira Teichman, a dating coach and cofounder of the dating app Forj, told Business Insider. "Ask what feels natural in the moment, without calculating what you think you're supposed to say."

For those who need a little extra guidance, here are the best questions to ask on a first date, according to relationship experts:

What do you think of the restaurant/bar/etc. we're at?

first date bar
A first date. Getty Images

"Be present in the moment," says Claudia Duran, a relationship expert based in Miami, Florida. To get the conversation rolling, she recommends sharing your experience of the date as soon as it starts by asking about the vibe of the restaurant or bar. If you both notice something odd — like another couple on a date that doesn't seem to be going well — go ahead and bring that up to establish a shared experience.

"[Being] present for the moment and present to sharing them together opens up the dialogue organically," Duran adds.

If you met on a dating app, ask about what led you to accept their profile.

Date
A couple on a date. wavebreakmedia/Shutterstock

Right off the bat, you want to establish a common connection with your date, says Andrea Syrtash, dating expert and co-author of "It's Okay to Sleep With Him on the First Date: And Every Rule of Dating Debunked." Finding something you can both relate to will naturally lead itself into a good conversation.

While making plans with someone you met online can be awkward right off the gate, bringing up something you saw helps to minimize that discomfort. 

"At the end of the day, why are you attracted to someone on an app? Because you're swiping and you're like, 'Hey, I liked the way he looks,'" New York City-based relationship expert Rori Sassoon told Business Insider. "You know nothing about that person."

What are your hobbies?

blind date
A coffee date. Getty Images

Marla Mattenson, founder and CEO of Mattenson Coaching & Consulting, told Business Insider she always recommends you ask your first date, "What are you kind of obsessed with these days?"

While asking about where someone works might lead to dead-end conversations, inquiring about a person's hobbies or interests outside of their office gives you a better sense of their values, Sassoon said Business Insider.

"I think that you get to learn a lot about a person when you understand what their passions and their hobbies are," she added. "It's a light question, not too heavy."

Do you drink?

cocktail alcohol drinking bar
Chatting in a bar. Getty Images

A first date is also a good time to get to know the other person's lifestyle choices — especially ones that could cause problems down the road, Duran says.

If one person is vegan, for instance, and the other loves steak, that might be a deal breaker for one party. The same is true for alcohol. If you're a recovering alcoholic, for instance, you may not want to spend too much time with a big party-goer. "Those kinds of things should be open," she said. "That's who we are."

While Duran stresses you should keep an open mind when getting to know someone, if you know a certain lifestyle would not match yours, go ahead and ask right away. 

What would be the one value you would say is really important for you to live by?

first date
Enjoying a date. Getty Images

"The best questions to ask on a first date are those that gauge your basic level of compatibility with your date, dig out shared values, help both have clarity on what the other person is looking for, and build a decent level of intimacy," Sami Wunder, a certified relationship coach, told Business Insider in an email. 

While basic questions about someone's personal life can build intimacy and help figure out whether you two are compatible, understanding shared values might take some direct questioning.

Ask good follow-up questions.

couple eating breakfast
Laughing during a date. Bobex-73/Shutterstock

Teichman recommends you don't go in with a set of prepared questions, as you don't want to come across as too calculated. She added that many of her clients complain about wanting to skip the "small talk" and instead have meaningful conversations on first dates. While she understands that first-date conversations can be awkward, she said asking good follow-up questions forces you to be attentive to what the other person is saying.

"It's not really about choosing the right subject matter," Teichman told Business Insider. "It's about the effort you make to bring your whole self on the date."

Where did you grow up?

young couple smiling love date romance
A smiling couple. Monkey Business Images/Shutterstock

While intimate questions about family and past relationships can be too invasive for a first date, asking light questions about where they grew up can lead to more meaningful conversations. "It sounds a little boring, but all these leading questions are simply for a response that you can then build from," said New York City-based relationship expert and love coach Susan Winter.

Plus, getting a better sense of their relationship with their friends and family can clue you into how this person would be in a relationship, Sassoon said. 

"When you know that a person has friendships that lasted many years, they are in a healthy state to have sustainable relationships," she added. 

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Allana Akhtar was a senior health reporter for Insider, where she covers the emerging wellness industry and general health topics. During the COVID-19 pandemic, Allana wrote extensively about nurses, mask mandates, the vaccine rollout, and disparities in access to health. Her articles include features on nurses needing to re-use PPE in the early days of the pandemic, ones who struggled to get paid time off after getting COVID-19, and those who left bedside care after grueling pandemic working conditions. Allana also spoke to flight attendants and retail workers who faced violence as they enforced mask mandates, and community health workers who said they struggled to receive equitable vaccine access during the initial rollout. Allana now reports on emerging trends within the wellness industry, including the Westernization of indigenous medicine and dangerous wellness trends spread through social media. She also writes about plastic surgery, racial disparities in healthcare, and breaking health news. Allana has won numerous awards for her work, including the Best News Story by the Michigan Press Association in 2015, Best Reporter Covering Nurses in 2019, and the Morris and Lola Wasserstein Award for her contribution to the the University of Michigan's student paper as an Honors student. Before Insider, Allana wrote for USA TODAY, US News & World Report, Money Magazine, Health Magazine, Jalopnik, and more. You can email her at aakhtar@jkmperu.com, call/text her at (646) 376-6058, or follow her on Instagram, TikTok, Twitter, and LinkedIn. Secure tips line: Signal # 248 760 0208'We're grossly unprepared': Nurses share their frustration as the coronavirus spreads with little direction from the government or hospitals on how to mitigate it'Sexy nurse' costumes demean one of the most in-demand professions in American life — and they're a bestseller on Amazon right nowFlight attendants describe 'unprecedented' violence as travel returns and passenger aggression soarsG/O Media fired a queer employee of color who wore crop tops, shorts, and heels to work, violating a brand-new dress code that others say they routinely violated without being punishedContractors at controversial startup Rev say they worked long hours for little pay, feared they could lose their job at any time, and had to transcribe interviews with sexual-abuse survivors without warning