Is he the jerk for asking them to stop paying for dinner?
Oct 16, 2026 · 22 min · 19 segments
It is making him uncomfortable the more they pay. Is he the jerk if he asks them to stop paying?
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Oct 16, 2026 · 22 min · 19 segments
It is making him uncomfortable the more they pay. Is he the jerk if he asks them to stop paying?
Today, somebody is upset.
He's getting upset because people keep paying for him, and their generosity is making him feel uncomfortable.
I know.
We all want people to pay for us, but hear him out.
If you
don't let somebody sugar, baby, you boy,
what's wrong with next, jerk? Yes.
Bye.
No, jokes, jokes, jokes.
Hear him out.
Okay.
Curtis wrote in.
I guess he's not afraid to say it with his chest unless he changed his name.
He said, Heard.
Heard.
Everyone knows that, though, because we're family.
So whenever we go out, they insist on paying for us.
It's incredibly generous and I appreciate it, but it's gotten to the point where it actually makes me less likely to suggest getting together for dinner because I know they're immediately going to grab the check.
Mm-hmm.
So last weekend, I tried to pay for my own family, and my brother basically laughed at me and told me to put my card away.
I don't need to prove anything, and I'm certainly not going to pretend that having someone else pick up a $100 dinner bill isn't helpful, but sometimes I'd like to take my family out and actually be the person taking them out.
I don't want to make some big announcement that everyone needs to stop paying for us, because that'd be weird, and I'd be lying if I said I never want them to pay for us again.
Right.
Am I the jerk if I tell my family to stop paying all the time because it makes me uncomfortable? I do not want to sound ungrateful.
Curtis.
Today, somebody is upset.
He's getting upset because people keep paying for him, and their generosity is making him feel uncomfortable.
I know.
We all want people to pay for us, but hear him out.
If you
don't let somebody sugar, baby, you boy,
what's wrong with next, jerk? Yes.
Bye.
No, jokes, jokes, jokes.
Hear him out.
Okay.
Curtis wrote in.
I guess he's not afraid to say it with his chest unless he changed his name.
He said, Heard.
Heard.
Everyone knows that, though, because we're family.
So whenever we go out, they insist on paying for us.
It's incredibly generous and I appreciate it, but it's gotten to the point where it actually makes me less likely to suggest getting together for dinner because I know they're immediately going to grab the check.
Mm-hmm.
So last weekend, I tried to pay for my own family, and my brother basically laughed at me and told me to put my card away.
I don't need to prove anything, and I'm certainly not going to pretend that having someone else pick up a $100 dinner bill isn't helpful, but sometimes I'd like to take my family out and actually be the person taking them out.
I don't want to make some big announcement that everyone needs to stop paying for us, because that'd be weird, and I'd be lying if I said I never want them to pay for us again.
Right.
Am I the jerk if I tell my family to stop paying all the time because it makes me uncomfortable? I do not want to sound ungrateful.
Curtis.
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