I often cover the hotel and food for some of my girlfriends with lesser means. We share a room. I get a bed and friend gets a bed. I have never done this with another mom and kids because it would be too many people in one room. |
This. I wouldn’t invite them anywhere or to do anything that could potentially make them uncomfortable- it’s called manners. |
For the new friend, eating out at a diner seems not doable. We saw a discount movie together once and it got uncomfortable when I bought my child popcorn and a drink. Mom is always willing to go for a walk or go to the playground. She declines if it includes lunch or any kind of admission fee. Or she leaves early. I don’t want to make it awkward or weird. Last summer, I took her to the beach and gave her one of the bedrooms. She insisted she buy us lunch. The bill was over $200 and I could tell she was uncomfortable with the bill. I should have just picked up the bill but she made a big deal on how she wanted to buy us lunch. |
This is really bad advice. OP , you said you were poor so empathy for their circumstances should be easy for you. Having good manners dictates that you act in a predictable way where everyone knows the rules and is comfortable. You don’t have to “walk on eggshells” to be considerate or kind - you literally just have to be empathetic. |
Be clear upfront about your intentions, offer to host at your home or your country club (where it’s often impossible for guests to pay!), or just take the kids as someone suggested. Traveling, especially with kids, is expensive and there are logistical considerations (pet sitting may need to be schedules, it may be a busy time at work and a parent may want to catch up on stuff, etc). You sound like a thoughtful friend. |
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OP, you have to just respect this friend’s preferences. She does not want to do expensive things or things that cost money even if you pay for her. She is signaling this very clearly. So respect that the same way you would if she turned you down every time you suggested going for a run or something. You would not come on here asking us how to make her go for a run with you, would you?
Paying for people is not inherently a nice thing. You don’t get to decide she should feel differently and be grateful for your generosity. If you don’t want to do free things this friendship may not work out and that’s ok (though not what I would choose!) |
I think the best thing is relative. What about when people don’t want to host in their homes? It can be a lot of work to host in house. There are people that want to get out and be entertained and served and go back to a clean house, what is wrong with that? Their kid(s) may want to do an external activity? I am telling you OP, there are all kinds of people in this world, find the ones that are compatible. You are likely to get burned being a people pleaser. When you meet people who are unwilling to meet you in the middle and compromise, it has to be their way or the highway, that is the only signal you need, move on. |