New relationship question.

We are both in our 40s. Been seeing each other exclusively for about 3 months now.

If / when / how do you have a conversation about expense sharing? We have gone out to eat many times, but she hasn't even offered to pay a single time.

We have both exchanged birthday gifts. We also cook for each other and bring wine when the other person cooks.

So it's primarily about pitching in when we eat out. She makes $200k+. I make more but also have kids.

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Old school right here. Nothing beats the traditional way of relationship. You guys should cook more at home to avoid unnecessary mind games. Dining out should be a periodic event and then, you should pay most times. The truth is that once she starts paying, the frequency of dining out will reduce and this is why initial impressions matter alot so that both parties will decide if they are compatible or not.

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Eww honestly! Saying this as a woman, how has this person not offered to pay? I would have the conversation soon, and also be prepared to move on quickly.

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You can feed a girl from Idaho and fill her tank for 80 bucks

I believe this is a bit controversial. I agree that the one who earns more should pay more than the other half. Or even to pay the bills more often than her partner. Although, as we live in a society where it is fairly claimed to treat men and women the same way as nobody is superior to the other, I feel that both people should take the initiative to pay and not being always one sided.

Be prepared to always pay, always. If she offers or wants to treat you great, but otherwise plan accordingly.

Who is inviting?

You can have the conversation; just be positive and nice and listen to her as well. Like, hey sweetie, we have been dating for a while, I have had fun treating you. Wonder if you had any long term thoughts on us splitting going out expenses, with our income gap, expenses, etc? She might have never thought about it. I don’t pay for the first few dates but I have dated guys where I split expenses like treat each other with turns (never moved in together so no other expenses). My ex boyfriend taught me to split on first date lol so I do that now; but he said it in the worst way possible, “my ex is such an independent woman she split bills. If you want to be better than her, you should too.” I still haven’t fully forgiven the ex.

That’s a tricky spot 3 months in feels like a reasonable time to start that convo. Have you hinted at it casually, or are you waiting for a more direct talk?

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