to have spent so much money
Tom deseó no haber gastado tanto dinero.
Tom wished he hadn't spent so much money.
No debí haber gastado tanto dinero.
I shouldn't have spent so much money.
No deberías haber gastado tanto dinero en eso.
You shouldn't have spent so much money on that.
No debiste haber gastado tanto dinero en tu pasatiempo.
You shouldn't have spent so much money on your hobby.
No debieron haber gastado tanto dinero en su pasatiempo.
They shouldn't have spent so much money on their hobby.