Dating and I think he’s mocking me ..

[Fiddledeedeefiddle]

So I’m dating a guy but I think I’m missing some red flags. He seems to constantly be trying to wind me up about the fact he thinks I’m posh, have a good job and drive a nice car. I certainly don’t go on about my car it is what it is, similarly my job. I thought it was teasing and banter but it’s fairly constant and I’m wondering if it’s a red flag?

I thought it was teasing and banter but
I think you mean "and", not "but"?
He's annoying you with low-quality banter. Tell him it's annoying and see what his response is. If he does anything other than apologise sheepishly and stop doing it, he's not your type.

A smaller pool of dating prospects is no good reason for reducing your standards or lowering your boundaries.

Completely agree. If he's canny, all talking to him will achieve is that he masks the undermining more effectively. But that won't stop him being a negging nob with issues about successful women.

It'll get worse

I agree with those who said he's insecure. He's projecting his own inadequates about social status money etc onto you . Definitely not a good start and will only get worse. An insecure man is not great relationship material regardless of chemistry.

I think it's 2 things - firstly men often wind each other up. Lots of men seem to communicate through banter and some speak to women like this too. Could just be how he is. Secondly maybe he's feeling insecure that you have more money than him.

Give him the gift of the freedom to find someone he doesn't need to tear down in order to feel comfortable.

Think of all the amazing things you could and should be talking about at the dating stage. Discovering each other's likes and dislikes, sharing opinions, anecdotes, plans and goals. Instead, he spends time negging you for being a bit more upwardly socially mobile than him. Apart from anything else, that is seriously fucking dull!

I'd ignore it and energetically say something which would lead to a more interesting conversation. If he doesn't get the hint quickly, I'd dump.

I'd urge people who are saying 'speak with him about it, he's just insecure' to consider why you think you can fix someone like that? You should NEVER have to explain to someone why shitty behaviour is shitty. And you aren't a therapist. Someone who takes out their insecurities by negging others is not someone who should be dating.

Well said, @Pinkbonbon

When it comes to the point where you can only see the relationship moving forward if you give him classes in civilised behaviour, it means he's a loser and a waste of your time.

Thank you all for taking the time to reply - much appreciated and some real food for thought. Several responses have made me choke on my tea 😂

Lying awake at 4am worrying at it tells you everything you need to know - relationships should only wake you up at night for good reasons.