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So you had an amazing time on your first date and your second one is right around the corner. Now that you know you have a great connection, you can flirt even more and really hit it off on your second date. Even if you still have some leftover jitters from going out the first time, it’s easy to show your date that you’re interested in them. Keep reading for what you need to know while you’re out so you can land a third date with them!

This article is based on an interview with our dating coach, Candice Mostisser. Check out the full interview here.

1

Dress your best.

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  1. Take a little time to choose some clean clothes that fit you well and match your personal style. You don’t have to dress to the nines, but show your date that you’re putting extra effort into how you look so you really grab their attention.
    • If you’re a guy, try wearing a henley shirt, a nice button-up, or a sweater.
    • If you’re a girl, put on a fitted pair of jeans, an off-the-shoulder blouse, a little black dress, a bodycon dress.
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7

Lightly touch them.

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  1. Try to find some ways to casually reach out and break the touch barrier a few times during your date. You could brush your hand against their leg, guide them by touching their lower back, or holding their hand for a second before letting go.
    • If your date pulls away and doesn’t want to be touched, respect their personal space and try flirting in a different way. They might just need a little more time to warm up to you.
    EXPERT TIP
    John Keegan

    John Keegan

    Dating Coach
    John Keegan is a Dating Coach and motivational speaker based in New York City. With over 10 years of professional experience, he runs The Awakened Lifestyle, where he uses his expertise in dating, attraction, and social dynamics to help people find love. He teaches and holds dating workshops internationally, from Los Angeles to London and from Rio de Janeiro to Prague. His work has been featured in the New York Times, Humans of New York, and Men's Health.
    John Keegan
    John Keegan
    Dating Coach

    Spark physical contact subtly. During your date, if it feels comfortable, lightly touch their hand or gently touch their arm. If they respond positively, that may be a green light to explore further contact, leading to a more romantic connection.

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8

Give them a compliment.

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9

Open up with deeper conversations.

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  1. While the first date is about breaking the ice and seeing if you have fun together, use your second date to see how compatible you’d be in the long run. Start asking about things like their family, their values, what they want from a relationship, and what they want from their future. Be sure to answer the questions too so the conversation stays balanced.[2]
    • “What is something you’re hoping to achieve in the next 10 years?”
    • “How do you get along with your family?”
    • “What’s the most important thing in a relationship for you?”
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11

Ask follow-up questions.

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  1. After your date finishes talking about something, try to dig a little deeper rather than changing the subject. Bounce off of what they just said and keep chatting about the topic so your date feels like you care about what they have to say.
    • “That’s so neat you grew up in a small town. What was your favorite thing to do there?”
    • “It sounds like you’re really close with your family. How often do you get to see them?”
    • “Skiing is one of my favorite hobbies too! What’s the best slope you’ve ever been on?”
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13

Playfully tease them.

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  1. When you tease your date, you’re testing out if they’re having fun and have a good sense of humor. Just be careful not to say anything that could offend your date or be taken the wrong way since it could be a turn-off.
    • “Gutter ball? I thought you said that you were good at bowling!”
    • “If you’re a musician, you won’t have any problem singing me a love song, right?”
    • “Was that your way of hitting on me? Because it was super cute.”
    • If your date does get offended, apologize quickly and try to move on to a new subject.
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14

Make loose plans together.

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  1. You don’t have to set an exact time and date for seeing each other. When your date mentions something that you’re both interested in, suggest a theoretical plan so your date pictures you with them in the future.
    • “My friends tell me I’m the best chef! We should find something to make for dinner and cook it together sometime!”
    • “I’m so glad we both love going to the farmer’s market! Wouldn’t it be fun if we went together and sampled all of the food?”
    • “If you think you’re so good at basketball, you should try taking me on 1-on-1 sometime soon!”
    • Reader Poll: We asked 1365 wikiHow readers when is the best time to ask for a follow-up date, and 53% of them agreed it's best to ask within a few days to a week after the previous date. [Take Poll]
15

Try ending on a kiss.

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  1. A quick smooch can seal the deal. When you feel like the date went well and your date is into you, show that you’re interested by looking at your date’s mouth and lightly touching them. Then, just be courageous and try moving in for the kiss. If your date feels the same connection, they’ll lean in for it too and end your date on a romantic note.
    • If your date rejects the kiss, respect their space. Maybe they don’t like PDA or they may not be ready for that much physical contact yet.
    • Even though you can usually tell from your date’s body language, it can be really courteous to ask for their consent before kissing. You could say, “I’ve had such an incredible time tonight. Would you mind if I kissed you?”
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Join the Discussion...

WikiCheetahDriver974
34
So. Recently went on a first date and we clicked super well. We said we have to get together again soon, and now I'm suddenly at a loss for ideas... Read More
Mark Rosenfeld
Mark Rosenfeld
Dating & Relationship Coach
So the best date ideas are always ones that involve movements, I'm a huge fan of walks—walks around rivers, walks through places you enjoy, exp... Read More
WikiSealHugger953
I've had success with mall dates as a second date! I think these work well because as you're walking around the mall, you'll run into things that... Read More

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About This Article

Candice Mostisser
Written by:
Dating Coach
This article was written by Candice Mostisser and by wikiHow staff writer, Hunter Rising. Candice Mostisser is a Dating Coach for NYC Wingwoman LLC, a date coaching service based in New York City. 'NYC Wingwoman' offers matchmaking, wingman/wingwoman services, 1-on-1 coaching, and intensive weekend bootcamps. She specializes in coaching others on best practices and strategies to succeed on first dates and in the online dating world. This article has been viewed 57,299 times.
9 votes - 91%
Co-authors: 5
Updated: July 5, 2024
Views: 57,299
Categories: Flirting | Dating
Thanks to all authors for creating a page that has been read 57,299 times.

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