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Am I making a big mistake staying with broke boyfriend at our older ages?

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I'm (60/f) and scared I'll make a wrong decision. Seeing someone (65/m) for almost 5 years. We both love each other. But the relationship has been somewhat tumultuous because primarily of poor financial judgment by him. He has no savings and lost job 5 months ago but he did just inherit some money but will need to use some of it to pay off credit card debt and if unemployment runs out he hasn't yet found a job. At 65 finding a job is difficult. He lost his business and assets after he and his brother committed check kiting. On the other hand I am a careful person with money earn a good living and have a comfortable nest egg (including some money my late husband left me). But I have a son with autism who needs my help on occasion and daughter who isn't employed yet. During one of the times I broke up with bf I met a nice guy who is financially stable and good family person but lives a distance from me (75 miles). I can't move because I need to work for another 5 years or so. Old bf talked me into waiting for him to find job and then wants to marry me with prenup of course. But he doesn't want anyone to know we are back together until he got a job because we've broken up several times before (by me). I'm so torn. I do enjoy the new guy and know he is a stable and good person but I do still have feelings for the old bf and know he loves me deeply. Do I continue to wait for old bf or just cut my losses and move on? It won't be easy to get over ny old bf and I hope I don't regret it. Help please!

Am I making a big mistake staying with broke boyfriend at our older ages?

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Focus on TRUTH and what REALLY matters to you... I think that you are getting lost in fear... confusion. When a question crosses your mind, write it down and then answer it, collect your thoughts in lists and look at the big picture. What will it take for you to feel FREE? Without regret. It breaks my heart to think that you have broken this guys heart so many times...I think that you should decide how you feel and then shower HIM with love and kindness...starting your marriage off in wonder because LIFE IS BUT A DREAM....row row row your boat. YOU have the answer...you just have to see it in front of you so that you can feel secure and no longer live in doubt.

Am I making a big mistake staying with broke boyfriend at our older ages?

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Oh love! Turn on your high heel and RUN away from this guy. Something in your gut is telling you danger looms ahead- listen to your intuition. Don't feel you have to choose between A or B. Just know that A is trouble brewing. I am close to your age and circumstances. No way would I spend 5 minutes with a guy how you have described him. He's waiting for his 'Sugar Mama' and he's got his eye on you. Guys his age and on the skids are all over the place. Think about your future! Turn away from this guy!!

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