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Date asking strange questions

311 replies

JMaggs93 · 21/08/2025 15:22

Wanted other's perspectives on this as I've been out of the dating game for a while and have been taken aback by questions this man has been asking me on dates.

I'm 32 and he is 27. We met online and spoke for a while, then decided to meet up. Our first couple of dates were lovely and he seemed really nice and genuine. On our third date we went to watch a film where the leading lady was going on a date herself, a single parent etc, much like myself.

I was driving so on the way to drop him home afterwards we were chatting in the car, and he suddenly asked me if karate (I've been doing this for a few years and love it) is something I'd ever think about giving up in future. I told him of course not, why would I? He then said maybe I'd have to if I wanted anymore children etc which honestly right now I don't want for personal reasons. I found this an odd thing to say but let it go.
We were talking about the movie and the female character who was getting back into dating. He then asked me if I ever wondered what he saw in me on the dating app we met on. More specifically, did I ever wonder what he saw in me and 'all my baggage'? Obviously he meant my kids and my bad experiences with relationships which I'd told him about briefly whilst we were first chatting.

I immediately caught the ick. I was so shocked I didn't really give an answer but it's made me think that he believes I should count myself lucky that a younger man chose me despite my 'baggage'. For context, this man has a child of his own and a bad co parenting relationship with his ex, so really if he thinks what I have is baggage then surely he has the same?

I guess what I'm asking is, am I being unreasonable for feeling really put off and belittled? Like I'm not quite good enough but he picked me anyway? I did like him a lot but after this I feel really weird about him. He's been messaging me as normal and wants another date but I've been giving him short answers and avoiding for the most part. I feel really deflated after plucking up the courage to get back out there.

OP posts:
Jello64 · 22/08/2025 18:08

Release release. Def sounds weird.

Crazyworldmum · 22/08/2025 18:05

Ick !!!!
when I started dating my current husband I was off course worried I had 2 children already and early on I think he realised this was making me pull away of moving on .
It took me a while to trust him but I still remeber him telling me , he didn’t care at all I had children , I could have 5 kids and he would still stay with me because he loved me .
We got married this year and he had been nothing but a great stepdads and dad .
I wouldn’t even contemplate another date with anyone that called my kids luggage

Wooky073 · 22/08/2025 18:03

Returnofjude · 21/08/2025 15:28

What I can’t believe is what you feel the need to even ask Op?

Your standards must be in the gutter to be questioning this

Bit harsh - OP has just lost confidence after being out of the dating game for a while and is looking for reassurance. Being a single parent reassurance is welcome when in new territory

TheFella · 22/08/2025 18:02

Sorry, but even as a bloke, this sounds all wrong. The bottom line is, if YOU feel uncomfortable, then it's not right. End now.

newdad1973 · 22/08/2025 18:01

If he's asking what you would give up to be with him by the third date, imagine what he would be asking you to give up if you were in a serious relationship with him. Maybe ask him what he would be prepared to give up if he wanted more children?

ForNoisyCat · 22/08/2025 17:59

SummerHouse · 21/08/2025 15:34

Him: "did you wonder what I saw in you with all your baggage"
Your response: "no, I am fabulous. I am only wondering what I saw in you with all your weird and loaded questions"

Perfect response:). Imagine what he’d be like in a few months time- dread to think! Op: trust your instincts that are telling you you’ve hit the wall with him. He sounds like he loves himself and thinks he’s a god

Twinklewrinkle · 22/08/2025 17:58

I’d delay your response but when you do, say sorry I’ve yet to get back to you, I’ve been busy with my baggage anyway chat later I’m off to karate and I don’t have time for you.

Audiprettier · 22/08/2025 17:55

Returnofjude · 21/08/2025 15:28

What I can’t believe is what you feel the need to even ask Op?

Your standards must be in the gutter to be questioning this

How rude!

Louise122 · 22/08/2025 17:53

Block him!

when I was internet dating a random guy messaged me out of the blue saying you’re attractive but I don’t single women because the kids always come first lol! The fact he took time out of his day to even message that was unreal. He was also about 60 stone with a porno tash 🤢

CATomas · 22/08/2025 17:50

Get away. Total ICK.

DeedsNotDiddums · 22/08/2025 17:48

What a creep! Probably an idiot and a creep.
Essentially he was sussing out whether you would like to give up everything else in your life and be barefoot in the kitchen.
I think he was actually trying to understand if he could control you. I think you should run very far away!!!

beAsensible1 · 22/08/2025 11:58

Funny that men with kids don’t consider themselves to be the ones with baggage. Only women….

beAsensible1 · 22/08/2025 11:55

As an aside don’t talk about all your bad exes and past relationships so early on. It’s a bit much and like catnip to weirdos.

him suggesting having kids with you on date THREE is insane.

get away from this clunker

MzHz · 22/08/2025 11:48

Don’t you DARE let this utter waste of skin make you feel even slightly crap about yourself

HE is showing you who he is. Someone who will tear your soul to pieces. I bet the reason he has such an appalling relationship with his ex, because he’s abused and denigrated her for years.

just ghost the MF. Drop him like the sack of shit he is.

Returnofjude · 22/08/2025 11:45

MrsJeanLuc · 22/08/2025 11:37

Probably not, but I wouldn't call him a walking bell-end. 😁

Not to his face
but no doubt sitting in the car as you drove him home and he was spouting this to you, you may well have thought it…

MrsJeanLuc · 22/08/2025 11:37

Returnofjude · 22/08/2025 09:44

So you would give him the benefit of the doubt @MrsJeanLuc

Probably not, but I wouldn't call him a walking bell-end. 😁

freerangethighs · 22/08/2025 11:35

He could have meant that you might have to give up karate for a short period late in pregnancy/immediately after, or with a difficult pregnancy - still a weird thing to ask on a first date. But it sounds more like he thinks doing karate now could have a negative cumulative health effect that would lower the odds of getting pregnant or introduce health risks, which is on the crank end of the spectrum but in any case not his business at this stage.

The "what do I see in you" question is "negging" - and even if it's somehow not intentional, it's really rude and the first date is much too early to be rude. But the only real answer to "why do you think I picked you?" is "because you thought we might be compatible". Which, apparently, you aren't. Toss this one back, perhaps with a sigh of relief that he said the quiet part out loud so soon that you didn't waste much time on him!

Returnofjude · 22/08/2025 09:44

MrsJeanLuc · 22/08/2025 08:10

No shades of grey in your world then 🤣🤣🤣

So you would give him the benefit of the doubt @MrsJeanLuc

autienotnaughty · 22/08/2025 09:28

If only you had played it back to him regarding his baggage.
definitely drop him op

CruCru · 22/08/2025 09:25

MounjaroMounjaro · 21/08/2025 15:34

Ugh, he's horrible! What a twat thinking your child is baggage, particularly when he has one himself.

One thing, though, is that I think it's a mistake to talk to someone new about bad relationships. It can imply you don't have boundaries. I'd hate his eyes to light up at that thought.

Yes, I was going to say this. It’s safer to keep it light and say something like “it just didn’t work out”.

TabbyCatInAPoolofSunshine · 22/08/2025 09:20

jolies1 · 21/08/2025 16:23

Best advice I was given when OLD - you don’t owe anyone anything. If you don’t like them for any reason you don’t need to continue seeing them. Obviously don’t be a dick and politely turn them down / make an excuse but if you have to question if you should keep seeing them, the answer is no. Enjoy it for what it is - an opportunity to meet lots of new people & hopefully one day someone really great.

Yes - I've never done OLD because I am old 😝 but back in my dating days when everything was "in person" and there were no smart phones let alone dating apps this applied just as much; until you have joint commitments (whether children, a home, pets or whatever) you don't need a reason not to see the person any more, you just need to be polite about how you end things. Any feeling that the person is not someone who values you and you are right to end it.

You should have reasons to bother to see the person again - you don't need reasons not to.

Being single is the default and is a good way to be, with all that freedom to make your own decisions and do things your way - you can and should walk away from a relationship or date you have doubts about and whoch doesn't on balance make your life and the way you feel better rather than worse than being single.

Alltheyellowbirds · 22/08/2025 09:14

dontcryformeargentina · 22/08/2025 05:51

He was negging you to undermine your confidence. I also sense cocklodger vibes.

Absolutely negging. Trying to knock your confidence so you feel grateful he’s with you. Get out now, he will continue you make you feel shit about yourself.

Alltheyellowbirds · 22/08/2025 09:11

Agapornis · 22/08/2025 09:08

Clearly he knows very little about karate if he thinks you can't be pregnant and do karate.

I briefly dated someone who didn't like me doing judo because I'd get bruises. I dumped him. I'd NEVER date someone who wants me to give up my martial art or sport.

It doesn’t sound like he just meant during pregnancy either, more like she could never do it again after she had children. I read it that he expects mothers to stay in the kitchen and not have hobbies or a life outside the home. Ugh.

Agapornis · 22/08/2025 09:08

Clearly he knows very little about karate if he thinks you can't be pregnant and do karate.

I briefly dated someone who didn't like me doing judo because I'd get bruises. I dumped him. I'd NEVER date someone who wants me to give up my martial art or sport.

NormasArse · 22/08/2025 08:33

noidea69 · 21/08/2025 15:31

I'd have karate chopped him.

😁