Living50+ Blog

Getting Back Into Dating? Tips for a Successful First Date

Written by Living50+ | Nov 28, 2022

It's been a while since you've been on a date. You're not sure where to start, and you're feeling anxious about the whole process. Of course, it's natural to feel this way – after all, dating can be nerve-wracking, especially if you haven't done it for some time. But don't worry. We're here to help! This blog post will give tips for your next in-person date. These tips will help ensure you are confident and ready to find love again!

13 Tips for a Great First Date!

  1. Pick the Right Time for You

    There is no "right" time to start dating again, but there is a wrong time. If you are not ready mentally or emotionally, don't force yourself. You will only end up disappointed. If you are not sure if you are ready, talking with your friends or even a therapist might help you figure it out.

  2. Get Back Out There Gradually

    After being in a long-term relationship or marriage, jumping into the dating pool can feel daunting. And that's ok! Start with baby steps – maybe start by going on group dates with friends or joining an online dating site (if you haven't already). Once you feel more comfortable, you can start going on one-on-one dates. Remember, there is no rush – take your time and enjoy the process!

  3. Keep Your Expectations Realistic

    It's helpful to remember that dating may be different than when you were last single. There might be more technology involved (hello, online dating!), and people's attitudes and expectations might be different than they were 10 or 20 years ago. So don't go into your first date expecting it to be perfect – chances are it won't be, and that's ok! Just relax and go with the flow – who knows, this could be the start of something great.

  4. Be Honest and Be Yourself

    The most important tip for seniors getting back into dating is to simply be yourself. When you're meeting someone new, it can be tempting to try and present yourself in the best light possible. However, it's important to remember that being genuine is what's most important.

    Another key tip is to be honest about your intentions. If you're looking for a casual relationship, be upfront about that from the beginning. There's nothing wrong with wanting to keep things light and fun - but your date will appreciate knowing where you stand.

  5. Prepare Questions: Know What You'd like to Learn about Your Date

    One way to make sure that your first date goes smoothly is to prepare questions in advance. This will help you steer the conversation and get to know your date better.

    Some good questions to ask include:

    • What do you like to do for fun?

    • What are some of your hobbies?

    • What kind of work do you do?

    • What type of music do you like?

    • What are some of your favorite movies?

  6. Be a Good Listener

    An important part of any relationship - whether it's a friendship or something more - is being a good listener. When you're on a date, make an effort to really listen to what your date is saying. This will not only show that you're interested in them as a person, but it will also help you get to know them better.

    Make sure to ask follow-up questions and share your own thoughts and experiences as well. The best conversations are ones where both people are actively engaged.

  7. End the Date on a Positive Note

    Ending the date on a positive note is a good way to ensure that your date had a good time - and that they'll be open to going on another date with you.

    One way to do this is to say something like, "I had a great time tonight. I'm looking forward to doing this again soon." Another option is to simply thank your date for their time and express that you had a good time. This shows that you're considerate and appreciate their company. 

  8. Keep It Casual

    When you're getting back into dating, it's important to keep things casual. You don't have to rush into anything serious. Instead, focus on enjoying your time with your date and getting to know them better. Once you become more comfortable with each other, you can start to think about taking things to the next level.

    However, that doesn't mean that you should be too casual. While it's important to keep things light and fun, you also don't want to come across as disinterested or unenthused. Be sure to show your date that you're interested in them and that you're enjoying your time together.

  9. Know Your Priorities and Deal Breakers

    One of the most important things to do when getting back into dating is to know your priorities and deal-breakers. What are you looking for in a relationship? What are your must-haves? What are your deal breakers?

    Answering these questions before you start dating will help you save a lot of time and heartache. There's no point in pursuing something with someone if you know that it's not what you're looking for.

  10. Be Confident

    One of the best ways to attract someone is to be confident. When you're meeting new people, it can be easy to doubt yourself - but try to keep that feeling in check. Remember that everyone feels a little nervous when dating, so there's nothing to be ashamed of.

    The best way to show confidence is to be yourself. Don't try to be someone you're not - relax and let your true personality shine through.

  11. Be There On Time and Dress Appropriately

    A significant thing you can do to make a good first impression is to be on time and dress appropriately. This shows that you not only respect your date but also that you are taking the date seriously. It's important to remember that first impressions are everything, so make sure you put your best foot forward from the very beginning!

  12. Choose a Place That You Are Comfortable

    Another tip for seniors getting back into dating is to choose a place you are comfortable with. This can be anywhere from a casual coffee shop to a more formal restaurant. The key is to pick somewhere you feel relaxed and comfortable so you can really get to know your date.

  13. Stay Open-Minded

    It's also important to stay open-minded when you are getting back into dating. This means you should be willing to try new things and meet new people. You never know who you might meet or what kinds of experiences you might have, so it's always good to keep an open mind.

Dating can be fun and exciting at any age – so don't let your age hold you back! By following these tips, you can ease yourself back into the dating world gradually and at your own pace. And who knows – your first in-person date might just lead to something wonderful!

Looking to get back out there? Check out these great dating websites for older adults!

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