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  • Feeling hopeless

    My bf and I have been together (with some breakups lasting from a few weeks to a few months) over the last 6 years. We are both in our 60's. Most of the reasons for the breakups were due to his finances - he has made mistakes in the past and while I can be with someone who has little in terms of money, I cannot be with anyone, even a person I really love, and end up taking care of them financially. I am comfortable (but not wealthy enough to support 2 people through retirement) and have worked hard and saved most of my life. I also have 2 children in their 20's that aren't fully settled and need my help from time to time since I am widowed.

    I find that every now and then when I get anxious about his money issues, I start to go online and look for other men. He, of course, has no idea so I know what I'm doing is wrong and I feel guilty (as I should).

    He assures me that my concerns are or will be addressed and sometimes they are. However, in the last round he assured me he completely changed financially because of my help and while I know he is paying his bills, I also know he can do so because he is using money that he inherited (which he is draining to pay his bills and there isn't that much left). Did he really change from not paying his cards when he couldn't afford it then?

    He works and collects social security so there is more than enough money to pay his regular bills and have some money left over for entertainment and the like. I often have been paying for his meals and other things so that he doesn't have to use his funds on me and it is somewhat equal. He has been saving a small amount each month in a money market, as I suggested, but that doesn't amount to much more than $200/month.

    My other non-negotiable is that he preserve what's left in the inherited funds in case he needs it. I asked recently about the money left over and he said, he started "moving the money" over to his own account (since it was left in trust due to his debt history) and I assumed that meant he would add those funds to the money market account, not just spend it. He has also maintained his long term care insurance.

    I feel that there is no way to move the relationship forward unless I am comfortable with this issue since he wants to live with me very soon (and I would too under "normal" circumstances). On the other hand, each time we break up, I miss him terribly and so does he.

    What do I do?

  • #2
    If you aren't comfortable with his level of finance, then you might want to end the relationship and date other people. Trying to remain in the relationship when you know you might end up paying his bills, might be something you will regret in the future.

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    • #3

      I'll advice you don't leave him but support him to be a better person. Moreover, he's willing to change and become a better person for you, hence he started saving money in the money market. Since, he's making effort to improve his life, support and encourage him to grow his finance.

      Leaving him to date another man, doesn't mean you'll be with the perfect man. So, stick with him to make him the perfect man you want.

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