I don't see anything wrong with asking him what he wants and how he feels. If you two are working out of debt together, hopefully you have a pretty strong relationship.First you need to make it absolutely clear to yourself, and then make it absolutely clear to him that you have no issue with paying 50%, or even more if finances warranted, but some guys, as long as interest and finances allow, may feel that they'd rather pay for most or all of a gift like that.So I don't see anything wrong with bringing it up, something along the lines of the fact that you have no issue and were indeed planning to pay down the debt 50-50, and you wanted to know if he had an issue with that, so he hopefully feels to pressure. Anyway, now I'm getting into relationship advice, which is not what you came here for. Finances can be tricky, but I don't think open and honest communication about something that effects you both is the wrong path.
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