I'm out of pocket money.

我零用钱花完了。

Make sure you are not out of pocket for your expenses.

你要确保别把日常开销的钱都花没了。

That one mistake left him thousands of pounds out of pocket.

那一次失误让他损失了数千英镑。

Do the heirs have to pay this out of pocket?

那么继承人需要自己掏腰包支付吗？

Better yet, a lot of customers pay out of pocket.

更有利的是许多客户都是自掏腰包支付费用。