Last updated on August 15th, 2023 at 11:02 pm
Knowing what to talk about when you’re on a date or texting a new potential partner, can be hard. Maybe you haven’t dated in a while, or maybe nerves have got the best of you and you’re stuck for words. Asking questions can be a great way to kickstart a conversation. Especially when you’re a single mum who doesn’t want to waste too much time on Mr. Wrong. That’s why we’ve compiled this list of 25 Questions for a Single Mum to ask a Guy She’s Dating or Texting.
As a parent who is looking to date seriously, you might be even more eager to ask a guy you’re dating or texting the right questions that will tell you what you need to know.
In our list, you’ll find questions that are intended to give you a good insight into his personality. They’re designed to dig out the stories from him that will lead your conversations onto topics that matter, and perhaps even reveal any red flags.
When you’re figuring out if you like someone, there’s a fine line between being inquisitive, and staging a full-on interrogation. So we’ve also thrown in a few casual questions too.
You’ll want to keep things flirty and fun! But you also want to get down to the real stuff and suss out this guys intentions, his personality and his feelings towards you.
So to take some of the stress out of composing the perfect text to your new love interest, here are 20 questions to ask a guy you’re speaking to right now…
- Do you know what your attachment style is?
- Where do you see yourself in 5 years?
- What’s your love language?
- What ended your last relationship?
- Dogs or cats?
- Would you rather find true love today or win the lottery next year?
- Do you come from a big family? Are you all close?
- What do you think is the biggest difference between men and women?
- What’s your ideal night in?
- How would your friends describe you?
- What’s your ideal night out?
- What’s your toxic trait? Everybody has at least one…
- Tell me an embarrassing story…
- What’s your biggest weakness in relationships?
- What’s the most trouble you’ve ever been in?
- Tell me about the best day of your life…
- Can you admit when you’ve made a mistake?
- Have you ever hit rock bottom?
- What do you like to do to de-stress?
- What’s your biggest strength in relationships?
- What picks you up when you’re down?
- What’s your favourite love song?
- Are you good with kids?
- Have you ever had your heart broken?
- Ever broken someone’s heart?
The questions that will reveal your level of compatibility are…
Do you know what your attachment style is?
What’s your love language?
Dogs or cats?
Tell me an embarrassing story…
What’s your ideal night out?
Tell me about the best day of your life…
What’s your favourite love song?
It’s essential to quickly figure out what you do and don’t have in common with him. Can you relate? Are you clicking? Is he ticking any boxes for you? If yes… it’s worth your time going further…
Here are the questions that are going to spell out his intentions for a potential relationship with you…
Where do you see yourself in 5 years?
Would you rather find true love today or win the lottery next year?
Do you come from a big family? Are you all close?
What’s your ideal night in?
What’s your biggest strength in relationships?
Are you good with kids?
Asking him questions about the future will tell you what he’s aiming for in his life right now. If his response is a lot of stuff that doesn’t sound like it could include you, then you know it might not be a match. Asking him about family will spark the right kinds of conversations about his connections with others and the kinds of relationships he already has in his life. From this, you can start to gauge what he wants and where you might fit in.
These are the questions to ask a guy that are going to potentially reveal red flags…
What ended your last relationship?
What’s your toxic trait? Everybody has at least one…
What’s your biggest weakness in relationships?
What’s the most trouble you’ve ever been in?
Can you admit when you’ve made a mistake?
Ever broken someone’s heart?
Their answers to these questions are going to be very revealing. It’s a red flag in itself if they try to dodge any of these questions, give over-simplified answers, or try to change the subject or flip it back to you. You will need to be prepared to give your answer back though if he gives you an honest response and asks you too!
And some questions that will tell you who he really is…
Have you ever hit rock bottom?
What do you like to do to de-stress?
What picks you up when you’re down?
Have you ever had your heart broken?
If you’re still talking by this point, it’s time to take it to a different level! These are a little bit deeper and will give you a starting glimpse into what kind of person he is under the surface. Things he may have been through and how he copes in tough moments say a lot about a person. Asking these questions and talking about subjects on a deeper level might even help to strengthen the connection that you two are forging together.
So there you have your 25 Questions for a Single Mum to Ask a Guy She’s Dating or Texting
We hope they’re useful to you! Remember, you can find tonnes more single parent dating advice on our blog page.
If you enjoyed this article you might also enjoy: What to Write in Your Single Mum Dating Bio
