*UPDATE*
Okay, this was an interesting thread so I thought I would post an update.
I did end up seeing the woman again very briefly after I started this thread (as in for a few days). We immediately were in bed together again (of course), but I knew in my gut it was not a good idea. After a few days, she requested the money through text... and I merely said that I was uncomfortable with the idea of simply giving her $2000. She went ballistic!
I received no less than 20 angry texts in quick succession that accused me of being cheap and stingy for not giving her the money, that I am basically a shitty person with too much baggage who will never find anyone, have a nice life you stingy piece of shit, etc. Venomous, hurtful stuff. I was so stunned that I didn't have time to collect my thoughts and respond before I received more angry, nasty texts. I blocked her number, haven't talked to her since. Everyone in my life (friends and family, you guys) all told me to get rid of her and stay the fuck away, and I still felt like I was the bad guy for not giving her the money because I had it. I know, you all think I'm stupid and crazy, this is what my friends/family said.
What's crazy is how I felt like a chump after this ordeal, even though I did what I believe (and everyone has told me) was the best long term choice. Women have a way of emotionally manipulating you, and the white knight/beta cuck in me wanted to swoop in and save her from the consequences of her bad choices. I appreciate the replies in this thread, I should really print them out and read them on a daily basis.