Money Moral Dilemma: Should I ask my girlfriend to repay me or let it go?
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It's very clear that you need to talk this through and come to a resolution, (hopefully one in which she pays you back!!). I would dig deeper to understand her reaction better. Good luck!
You made the choice to pay for those things and you aren’t entitled to get it back, so there’s no “she owes me” (unless of course it was explicitly agreed she would pay you back, then it’s more than a money issue: she doesn’t respect you).
I was in a similar relationship where I consciously paid for things, including things that was agreed to be paid back, it never was. The same energy and generosity was never reciprocated. If this sounds like your relationship you will only end up further disappointed and you’ll be happier in the long run if you end it.
Be well.
£2,000 is a lot but if you started using this app, she could pay you back slowly by getting the groceries or whathaveyou.
If not living together then you need to have a serious think on where want the relationship to go and how the finances affect that. From experience small 'loans' not repaid can mount to large sums, as you have found. Maybe your girlfriend believes that you paying when she asks for 'help with her contribution' - i.e. asking for a loan means because the pair of you are in a relationship she doesn't have to repay the loan.
The limited information you have given us doesn't really give enough detail to supply a sensible answer.
Is she so badly paid that she can't contribute fully? Is she very free with her money? Does she have lots of debts? All of those questions you need answers to; sit her down and ask her outright.
All I can say is I once went out with a girl for about 6 months who never made a contribution to our joint expenses, her excuse initially was that she was freelance and not earning very much. The closing straw was she dropped her open handbag and I helped her pick up the contents including a pay advice that showed just how much she was earning - more than me; she was very much a believer that the man paid for everything.
So either way I think you have to say enough is enough; living together, then set up a household account to which both contribute; not living together, time to go your separate ways, sorry.
Words, words, they're all we have to go by!.
(Pity they are mangled by this autocorrect!)