I'm an idiot.

When will I stop getting myself in to stupid painful situations? I briefly dated a jockey that I found on plentyoffish months ago. It ended because he acted obsessed with me, and it started creeping me out, and it got bad enough that he didn't even want me to shut the bathroom door when I was using the potty cause he thougth I was checking my phone in there. Also, he makes maybe 20, 30 dollars a day training horses in the off season so he was always always broke. So guess who paid for everything because I was happy to have someone to do things with. He always alternated with showering me with praise and sweet talk between the constant criticism about how I did everything. It ended when he had a jealous rage and I didn't even do anything. He thought some guy was hitting on me. ( he was looking for the bathroom). Anyway, I stopped it immediately.
Heres the stupid part. I had such a horrible week last week, worse this week, and I was eating dinner alone, on the spur of the moment I called him and asked if he wanted to eat with me. SOooooo its been a long week, he wants to spend every second with me, and I of course lent him all the money I had because of his sob story about not being able to see his daughter this weekend. So now I'm broke and angry at myself. Now I have to break it all off again, because he leached onto me quick! stupid stupid stupid.  I think he just goes from race track to race track and gets women to take care of him. I've never been prepared for someone like that but I'm wising up! I was way to vulnerable with the nice words and company.
I am definately my worst enemy.