...How Low Will You Go?

A few weeks ago, I was at a crosswalk as some friends and I were heading home after a long night when a man came up and asked my name. He was relentless...which is flattering, yes....but a little creepy. He seemed nice enough, and after exchanging a few words he asked if he could call me. Needing to get home, I reluctantly agreed.

Fast forward to three weeks later when, after ignoring his phone calls and texts, I receive an exasperated "So...do you like it when boys contact you, when in fact you're completely set on never responding? I'm curious." ...to which I felt like a terrible person for ignoring this poor man and responded (Bad Idea #1?). The rest of the conversation played out approximately like this:

Me: I know. I'm really sorry. It's not that i'm set on never responding...and I'm not a mean person, really...I just don't know what to say, exactly.
Him: How many guys are you currently seeing?
M: Zero...my God, that's not even it. You really do have me all wrong!
H: Well, you're misunderstanding M. See, when I met you you didn't seem like a girl who doesn't know how to communicate.
M: It's true. I'm a terrible communicator these days. Too many balls in the air, you know?
H: Why are you giving me a hard time? Do you work?
M: Mmmm...I'm at job #4 now, actually...And I'm carrying 23 college units.
H: Do you want to make some extra money?

...And so it began.
He called me later that night (picking up = Bad Idea #2?) and his job pitch, before he even knew what I was majoring in, involved him telling me what he did (he holds two very high-paying and moderately high-powered positions) and that he needed an assistant. You know, to "go to events, take notes...maybe be my date. Run errands..."

He then proceeds to explain that he'd pay be $50 an hour.
...and that he couldn't see why he wouldn't throw in a $1000/week shopping bonus.

The conversation got slightly creepier thereafter...but the question remains:
I'm to the point where I can barely buy groceries...and $2000/week would be INCREDIBLE...but am I "ESCORT" material?! That's what it sounds like to me. Is this even legal? Oh, the ethical ramifications!

The saga continues when I go out with this character tomorrow night. (Bad Idea #3?)
I'll fill you in then.

LC