I’m in school in the UK and my wonderful boyfriend is in school in Michigan. I’m coming to stay with him for a couple weeks over New Year’s (one week in the middle, when he’s in classes, I’ll go to see my parents in NC), but there’s a problem: he wants to go to NYC for NYE where all his friends from undergrad will be and he wants me to pay for our flights and he’ll pay me back for both when he gets money he’s owed in January. I worry that if I pay for the tickets now, it will put me in a very tight money situation for the next few weeks until he pays me, and who knows if he’ll even be able to pay me promptly?! I get very nervous with money and budgeting, and he is very lax about “I owe you” and I worry it may be months or more before I’m paid back. I know when our relationship gets more serious we will have to talk about finances and how we handle money together, but this is hitting me in the face, and I feel unprepared. We were planning to go to Chicago for New Year’s — just the two of us — which would be a lot cheaper than going to NYC ($450 cheaper!), but he’d be upset about not being with his friends. At the end of the day, I’m sure I’ll be just really happy to be with him wherever we are, as I haven’t seen him in three months, but here I am fretting about money and I can’t help myself. What do you think I should do? — Pay it Forward?
Zergnet: Simply Irresistible