Weird form of communication : games, games

Hi everybody. I really need your advice.
You may wonder why I post this here, but I think the friend I am dealing with has some kind of a personnality disorder, since it is impossible to communicate normally with him. He has been signaling at the very same time rejection and attraction (for 8 months).
So it is far more than just a relationship problem. I think the best example I can give is the "girlfriend" issue because it is impossible to figure out whether the message means what it means, means something else and what and why.
This form of communication is beyond me!! Can anybody help ? How can I communicate normally with somebody who is afraid to do so ? I should say terrified.

I give you the short version :
Guy is hitting on me. Seems the shy sort. I see pictures of his daughter in his office. Next time (slow guy) he says he has shared custody (instead of saying he is divorced). When I suggest to have a drink he seems thrilled, but changes his mind the next week and says that he has a girlfriend. Oops? Nobody present reacts in any way. I believe it and say bye bye.
4 weeks later, I meet him again, he says he is single and that he has nobody to take care of his daughter the next day. He says he wants to stay single, that he has been been single for 6 years. He just went on vacation... with his daughter. Ok??? After that he is still hitting on me but always avoiding a drink, a restaurant etc.. MMMh weird. But he tells he what he is doing, where he is going in his free time (exact locations, days etc...). A bit suicidal if he has a girlfriend I think, but hey.
I try the direct approach : what do you want ? Result : Panic!!!
Since he believes I am having an affair with his best friend, I explain that I am not interested in men with girlfriends. He takes the hint, and says : "Really ? I have a girlfriend !" Okkk
Where is this conversation going?? After that I just try to avoid him, but he keeps coming back, still giving me his detailed schedule. He even told me he likes women to make the first step (yea, right : to push them away).
Again I put a lot of distance between us. Now after I had an argument with his best friend, he almost jumped on me and.....nothing happened. I tried to squeeze some info out of his secretary (not a good idea. She hates me) who said that he had a girlfriend. When I said I was surprised nobody ever mentions her, that he doesn't go on vacation with her, that he doesn't even have a picture of her in his office, she says : she just takes what he gives her. She has no choice. Weird if it is true. He is otherwise a caring person.
I decided to talk to him. I said that he should take care of his girlfriend instead of talking to me. He thought I was making a joke (!). Why does he sabotage any normal conversation ?
He said he was all alone that evening but maybe he should see his girlfriend ??? What that a hint or something ? Am I supposed to get it ?
He then gave me again his exact schedule of the WE. I had the feeling he was trying to make me jealous.
1) I have never seen him with another girl.
2) Nobody mentions her in a normal conversation
3) He mentions her when it's convenient (like to put me at a distance)

On the other hand :

1) Even though she hates me, why would the secretary lie ?
2) Maybe she is just a gap filler when he is really bored ? (but he seemed really bored last summer)

This is crazy. During his lunch break he takes care of his father, most of the time of his daughter, and then the buddies.
I am at my wit's ends. I can't get a reliable source of information ! It drives me crazy and I don't know if it is worth insisting with this guy or not. He has great qualities but a girlfriend would be a no, no. What should I do ? What course of action ? It is so hard to have a real conversation with him. He is dreading them like a naughty child a punishment. Help !!

I think you need to let this one go.
He's going to make you crazy.

Yes he is making me crazy. Never met anyone like that ! Does anybody know someone like that ???? Behaves like the normal guy with his dad, his daughter and his buddies and like a psycho with me. I need to understand. Is it a toxic combination ? Is he sick ? Am I ? Are we both ?

It sounds to me like he thinks you like him and want more from him then what he wants to share with you. So, he acts squirrelly. Trying not to hurt your feelings but at the same time trying to keep a comfortable boundary.
????
Just an impression I got.

I thought that as well. Maybe that's it. If it wasn't for that look in his eyes and that tone in his voice. I wish I knew.

ugh.....

next!!

Yop. He had his chance.

So im new to this and i dont know if you have solved the problem or not but i will tell you this im in the same sort of situation and been in it for almost a year and it has drove me insane and if you have got away please tell me how cause im still in it and when ever im almost over it he comes back