My good friend, age 67, lost his wife about 6 years ago. He misses her a lot. Last year, he began dating? I guess a woman he had met. OK so far. They dated for several months until she asked him to buy her gifts, like her previous boyfriends had done. ???? Yeah, anyway, that led to a breakup...he was in the relationship for well, a relationship, she apparently, for money. (He's not rich but pretty well off). So, they avoided each other for about 4 months. At New Years, I asked him to spend it with us so he wouldn't be alone and he said he was back dating Miss X. She had contacted him a month before and said she was sorry, etc. and wanted to get together again. So, they're dating again...until, about a month later, maybe two, when they broke up again. Same reason, she asked him to buy her a car (new car, BMW no less). He refused and said he never wanted to hear from her again, again. Until two weeks ago. They are now dating again. I have said, in quite forceful terms, that he needs to dump her, forever. I reminded him of something our pastor said to the youth, that is, you marry who you date, so if you're not seeing someone as a potential life partner, stop dating them. He insists that they are just 'friends' and that he sees no future and just enjoys her companionship. He is a Christian, although he came to Christ later in life so I wouldn't call him 'mature' but further along than a new believer. He attends church regularly also. She apparently does as well although I confess, I have never met her. We have a Bible study together but she never comes because it conflicts with some long standing family events. I recognize that people can change. I've told my friend that I think he's making a mistake, that she's in it for his money. A couple of his other friends and his only child have said the same. And he saws that he knows, he understands but that he enjoys her companionship. I told him it's like going to a prostitute only without the sex. She gets money, he gets companionship. I'm really afraid they are going to marry, even though he says no, and honestly, I'm more afraid that he'll ask me to be best man. How could I do that when I feel it's a mistake. Every time we talk, I say, well, it's your money and your life. I think he's very lonely and desperate. But I can't do anything about that. I've helped him find a church, get involved with a ministry, meet people but, you know, like so many things, eventually the decision is his. So, to the question....anything else I can do? I do pray about her, today, I was thinking, well, Rahab was a prostitute or innkeeper, and she can to faith and is in David's lineage so people change. Paul, certainly, others. Still, though, to me, two strikes so quickly. Sounds to me like her true nature is coming out. So, what do you think? Am I out of line here? Should I just be nice to her when we eventually meet? Trust is easy to lose, hard to recover. Advice? Thoughts? Thanks in advance.