Dear Prudence,
Our father retired after working 50 years, so my three siblings and I decided to take him and his wife to a very expensive restaurant to celebrate. I told my siblings that I would be covering what our dad and his wife got, but they needed to figure out their own budgets. While I make a good living, it isn’t enough to cover the entire party. My brother chooses this event to introduce us to “Stan,” his new boyfriend. It started off uncomfortable since Stan was at least 25 years younger than my brother.
Stan proceeded to order extremely expensive cocktail after extremely expensive cocktail and badger to “try” the whiskey flight that our father got. Our sister tried to speak quietly to our brother about what was going on, but he ignored us. At the end of the night, Stan had ended up running a bill that was three times what I spend on myself and our parents. My brother’s credit cards were all declined and rather than spoil the celebration, I put it on mine. After that, I texted my brother that he was a goddam disappointment for inflicting this gold digger on us and not being able to put his money where his mouth was—he needed to pay me back. My brother went on a tear trying to paint me as homophobic. I told him to stop acting like a brat. If he had brought a woman that was nearly his daughters’ ages and ran up a huge bill that he couldn’t pay, I would use the same language.
The thing is, ever since he came out of the closet and got divorced, he has been acting like a teenager on spring break. It has to stop. Or at least stop inflicting it on us. He is already estranged from his daughters. My brother cursed me and refuses to pay. My other siblings are this close to saying they don’t want him around anymore. We have tries to be supportive in the past, but this takes the cake. This was supposed to be a joyous celebration. I can’t get over how my brother tried to ruin it. What else is there to do? I don’t care whether my brother likes men or women, but his selfishness is hurting everyone.
—Party Pooper