first date conversation ideas

First Date Conversation: Our Top Tips

First dates are, all at once, everything brilliant and terrifying about dating. They’re a heady rush of emotions, blending nerves and excitement into one truly unforgettable experience.

Those nerves come primarily from the fact that first dates are all about conversation and, for many of us, that’s something that strikes fear into our hearts. Oh, we’re great when we’re with people we know but with people that we’re meeting with for the first time? Well, that’s a completely different kettle of fish.

First date conversations are scary whether you’re an over-50 dater or in your teens, but there is hope because with just a few of our top tips you can engage in relaxed, effortless conversation which shows you in your best light.

So, join us as we share some of those tips, won’t you?

Talk on the Phone First

If you’re both comfortable with it, we recommend speaking over the phone before you meet in person. It’s the logical next step after chatting online and can help but both of you at ease before you meet in person.

Ask Open-Ended Questions

Bad questions lead to bad answers 99% of the time, so it’s important to know what a good question looks like.

Questions like “How are you?” and “How was your day?” are polite enough, but they lead to answers like “Good, thank you!” and “I’m alright, how are you?”. Put simply, they offer very little scope for extended conversations.

So, rather than those closed-end questions, switch to more open-ended questions like “What’s the funniest thing that happened to you today?” or “Did you always want to be in your current profession?”. They offer a launchpad for more fluid, natural conversation and can reveal far more than you might expect.

Keep it Light-hearted

Everyone loves somebody who can make them laugh, and on a first date, there’s nothing more important than a joke or two to puncture the nerves and let everyone relax just a little.

Now, we’re not saying that you need to memorise a joke book, but remembering to keep things light-hearted and to avoid heavy, uncomfortable topics – no matter how important to you they are – is a great idea on a first date. You’ll find things move much more comfortably that way.

Listen More Than You Speak

No matter whether we’re 20, 30, 40 or over-50 daters, we all need reminding of the one simple rule to being a good date – listening.

Nerves often get the better of us and we find ourselves running our mouths off about this subject and that, without ever really giving our opposite number a chance to shine.

Good date etiquette is about being a good listener. Hear what your date is saying and ask them good, meaningful questions about what they’re saying. Giving them a chance to go into detail about themselves, their life or their hobbies helps a person showcase their very best side and makes them feel special.


The first step though? Getting that first date. At Maturity Dating, our service is exclusively for over-50 daters in the UK. So, why wait? Find beautiful, like-minded singles near you today!

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