Hey! I recently started dating someone, and it is both of our first relationships. We have only been dating for 5 months. We both go to the same college in NY, and we recently decided to make a 3-day road trip in Early September.
The financial discussions for our upcoming trip have been a bit awkward, and we sorta decided that I will be footing the bill for the hotel, while he would cover gas and food. I felt like this was a bit unfair, as the cost of the hotel is probably ~3x what gas/food would cost us. I had brought this up and I noticed it was a bit of a trigger for him, and it was clear he wasn't too keen on having the discussion. I don't think this comes from malice, but more so that money discussions are always awkward, and this is both of our first relationships.
I had offered to split it so that he pays a quarter of the hotel charge, and he sort of reluctantly said yes, but mentioned he doesn't have the money right now, so I didn't really push further.
Both of us have different perspectives on money - he is a lot more frivolous than me in spending, while I'm pretty frugal. Even though we're both in university, I have more disposable income than him (mostly because of my frugality).
I'm worried that I will resent him during and after the trip because of this, and I know I need to bring it up to him, but I don't know how I should approach it. I do really want to go on the trip, and I realize that I may be too "cheap" and should let things go. At the same time, I'm feeling more and more resentful whenever he mentions how he spent money buying (non-essential) new clothes or books. I've been bottling it up for a bit since he's going through a bit of a rough patch, but the date of the trip is approaching and I can't keep my mind off things.
To clarify, my questions are:
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How do I bring it up to him? I'm worried if it feels like too much like an ultimatum, we'd have to cancel the trip.
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Should I just "suck it up"? I know in relationships things aren't always equal. I would like to think if the roles were reversed he would do the same, but I'm not sure if he would.
I can not emphasize how much I like him. My post may have made this sound like a toxic relationship but it is anything but. It's just one small part of an otherwise amazing relationship.
Whose idea was the trip? If it was yours, he might have only agreed assuming you'd be paying more. If that was the case, asking him to take on more would understandably make him uncomfortable, and maybe you shouldn't.
On the other hand, if it was his idea, and he can't even meet you halfway, big red flag. Are you dating a man or a child?