Search Results: rejecting a best friend

So my best friend is dating a girl and he pay for her to have a free apartment. He have his own home. They do not stay together. They go out with each other and they get along just fine. I just feel they like they will brake up. if he stop giving her the apartment. She need a apartment so she can have a place to stay. He want to date her cause he have no one else that wants to date him at the moment. He is a but shy and dose not go out a lot and girls keep ghosting and rejecting him.

He seem to care about her not at first but now he dose. She seem to care about him sometime. I can not tell if it is true or not. I think it is. He seem to think he is use her and it wrong. But who is using who here? Is this a bad relationship? There seem to be distrust between them. If he stop she get mad and be out on the street. But she said she have other guys that will get her an free apartment. He would not do it but she go out with him cause her dose. Do you think they will brake up? what is best for both of them. ? Like if he could get a girl to go out with him and she could get her own apartment. I think that be best for both of them. But I not sure that she can. cause she said she just have to go out with another guy that will get her and free apartment. I know my best friend dose not want her to have to do thing or just go out with people to have a place to live. he dose not want her just be with him for the apartment

what should I do or say to him about what to do? I don't know what to do? It seem like he distrust her and she distrust him more each day and one of the going brake it off.

I remember being attracted to a co-worker who was single, not dating, and I knew she was interested in dating. We were fairly good friends due to havng worked together for 3-4 years and we had many common interests.

I asked her for a date and I heard a classic line that guys hear from women: "But I wouldn't want to take a chance on ruining our friendship." I thought that it was a bull shit excuse and she just didn't have the guts to say she wasn't interested, not physically attracted, or whatever. Why would that be a REAL reason not to date? Most people say that they want to be best friends with their romantic partner, so starting out with friendship means you are halfway there already!

Have you ever asked a friend for a date? Been rejected? Started dating? How did it work out?