i think its obvious when two persons enjoy a conversation, there is always topics to discuss, what i dont like is when you try to make conversation with someone and he/she replied only your question and not making any effort to make the conversation interesting :)

Most of the time I think if one person is enjoying it, so is the other. There are exceptions, of course, but this has been my experience.

Yes. It's such an awkard situation. That has happened to me. People who are very talkative but they just say uninteresting things and think that I am enjoying the conversation and I feel like forced to hold the conversation and smile. That does not happen to me with people I just met and due to the fact that I am kind to them they think I want to make friends with the..

Hello Haru.

I think it is safe to say that when two people have a long conversation both do enjoy it.  It is often easy to spot if they do not, and the conversation will not last long if that happens anyway.  Note that I am referring to a conversation, meaning that both people speak and it is not a monologue. Monologues can be enjoyable (one person talks and the other mostly listens) but it can be harder to determine if both people are interested.  It is possible, but I think you need to be familiar with the person.

I think that in a conversation where you feel like you can't give your opinion gets boring.

I consider myself a good listener too, but the conversations that I enjoy the most are those in which the other person, is not only interested talking, but they also want to know what I have to say.