My boyfriend and I just broke up and next month we were planning to go on vacation together. He says I should pay him the cost of the non-refundable airfare because I chose the destination. Is that reasonable?

An unexpected break up catches everyone off guard and we are typically not at our best in these moments. Not everyone is flexible and adaptable (which is why these skills are so coveted in the workforce!). So sorting out what's actually fair in this scenario is likely to take more time than it should.