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Originally Posted by hlynnt  I just don't feel like I'm his equal, or even close. I've dated men who have more money than I do and it was never a problem. |
Be aware this is only going to get worse if you move in together or get married. Will he pick a big fancy apartment (in his budget) and then expect you to pay half? Will he always keep separate checking accounts, even once you're committing to a long-term relationship?
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It made them happy to buy me dinner or whatever. So I didn't feel so bad. He isn't like that. He wants us to go dutch everywhere and I just can't keep up with him. I just went back to school so now I'm making even less than my old 50k a year.
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There is a difficult judgment call to make, and I really don't know what to say based on this information.
I agree that he shouldn't be a free meal ticket. But at the same time it's not good to have a guy who won't go back and forth about who pays or who flaunts his wealth to the point you feel insecure. You'd need to feel him out and decide if he's unfairly cheap or just expecting you to earn your own way?
Are the restaurants affordable or does he take you to places costing over $100 for the two of you? Is he making it hard for you to keep up?
Does he put his other signs of wealth in front of you, such as insisting the two of you always ride in his (more expensive) car?
The bottom line is that if being with him is making you feel uncomfortable, it doesn't matter if he earns $300,000 or works part-time at McDonalds for $3,000/yr .... he's not the right person for you. Only you can decide if he's the right man for you.