Those pics remind me of my RB cat Kissa. She would run up the tree, except wouldn't know how to turn around. So she would climb back down backwards and usually get some tree branches up her butt!
I would usually have to climb half way up the tree to rescue her!
I have to add the disclaimer here that Oreo is my husband's cat - he's about 7 years old and has been indoor/outdoor all his life, though my husband has agreed to start keeping him inside at night. Even that is a struggle sometimes - the cat really loves his yard! The first picture was actually taken when he came down for the Whisker Lickin's!
Aww, I love your cat! I had a cat that looked just like him. His name was Checkers (because of the checkered pattern on his face.) Brings brack fond memories. I'm a sucker for black and white kitties though