Wow, I can understand why you're feeling upset. I know he's your friend, so you don't want him to get his feelings hurt. On the other hand, it's like he's hurting yours by talking about your female friend all the time. It seems he's ruining the good time the two of you could be having. Do you think it might help if you point that out to him? Alas, it might be that we will have to learn the hard way that she is not interested. I'm not sure it's a good idea for you to repeat what she says. He might have to hear it from her before he believes it!

Are your friend and you very different? Perhaps she attracts a different kind of guy that you do. Do you have other female friends you spend time with?