I have not had him very long... just over 4 months. He has been where he is for several years. He runs from everyone.. the groom, stable hands, owner, me, previous owner, kiddos. I try to ride him 3 times a week (when we can catch him) He is 18 and has been ridden before. His previous owner didn't get to ride very much. She told me he has always been this way.. she used to have two horses and ever since the other one passed away, this has gotten worse.. (several years ago is when this happened). He is boarded. He is in a pasture probably somewhere around 8 acres with around 10 other horses during the day. At night he comes in.. (when he can be caught.) He is not my first horse.. I am pretty knowledgable (althought know I still have lots to learn) There is a round pen that isn't used very much just outside of the pasture.
The funny thing about the being fearful.. I don't think he is.. After really watching him, I almost think hes playing.. Kinda like a "chase".. if you turn your back to him... he tries to sneak up on you and "tag" you.. haha.. It really is a funny situation..it a conundrum, thats for sure! 
Thanks for helping!