Why do I talk to uninteresting/creepy guys that are talking to me?

Just read this on a blog about rape culture:

Women who are taught that refusing to flirt back results in an immediately hostile environment will continue to unwillingly and unhappily flirt with somebody who is invading their space and giving them creep alerts. (source)

And though I try to be good about recognizing stupid things I have been socialized to do and not doing them just because it's more convenient in the moment, I do this all. the. fucking. time.

Okay, well, at least a lot. I can think of a few examples off the top of my head.

Most recently: So I have a new guy's number in my phone. His name is Matthew. He is a grown man. Thankfully, he's pretend-to-be-classy-enough to have given me his number instead of asking for mine, so our interactions will not continue, but let me explain how I came to have Matthew's number.

It was a little before midnight last Monday night. I was standing on the platform at Trenton Transit Station, waiting for my train to take me to Princeton Junction, on my long trip back to campus from my interview in DC. There was a tall pretty cute guy standing to my left, and he caught my eye and I smiled a small smile at him. (This habit of smiling at strangers is something I picked up from my years of working in customer service, and I'm conflicted about whether it's a habit I need to try to break.) I sat down on the train and he sat one row behind me, to my left. As he's sitting, he asks me if this is the local train, and I know it's starting. But then he gets a phone call! He picks up and it's muthafucka this, nigga that, and I have decided that I have no interest in talking to this man. But then he tells whomever he's talking to that his phone is dying and he needs that last bit of juice to last him to NY, so he'll call him back later. Damn. I was almost free from talking to this man. We sit in silence for a minute or so, and then he starts again. I must commend him for his opening line: "Why you got all that hair tied up like that?" (We naturals are known for pride in our hair, I suppose.) I explained that I was coming home from an interview, and he asked me about the position and whether I wanted to move to DC and why and why not Philly or NY? He explained that he splits his time between Philly and NYC, has apartments in both places (the rent for the Manhattan apartment, which is only a few blocks from Penn Station, is $2k a month), and he owns a recording studio and sells cars. He didn't go to college, but his sister went to UPenn. He thought there were 5 Ivies (Cornell, Brown, and Dartmouth weren't on his list. Go figure.) He was talking about how great it is to be able to call himself a success without being in the drug game, and how much satisfaction that gives him, that he makes money cleanly and legally, and I respected that. He was kind of re-vamping my opinion of him until he mentioned that he has a son and he's really cute too. Yes, sir, it's great that you have a kid and evidently like/take care of him, but you are a grown-ass man who runs businesses and has a child and why are you interested in a 21-year-old college student? My answers had gone from being succinct and designed to express non-interest to semi-conversational, but at this point I was just like, wait, why am I talking to his man? Okay, he said I was pretty and he complimented me on my smile and my grey nails and the way I said "they match my suit...which is also grey." So what? (Side note: he also busted right out with "What are you mixed with?" And then seemed dubious of my "nothing recently..." This bothers me on multiple levels and will probably get its own post, so I'm going to move on.) We got to Hamilton and he asked when my stop was and I said next, and he said something that expressed dissatisfaction at this. Later he said, "So how are we gonna do this? You gonna take my number or what?" (Sir, you are not entitled to me. There is no guarantee that we're going to do anything.) I paused and may have "Hmmm"ed, which threw him off guard; he said, "What, you considering it or something?" "Am I not allowed to consider it?" "Well you, like, actually stopped and thought about it. You had me a little worried." I took his number, knowing I would never call it. 

Why did I do this? I have done this before! As long as the guy wasn't rude or legit calling me out on the street like this is an appropriate means of communication, I will generally entertain their advances, regardless of my own disinterest. I suppose I've always just interpreted it as, hey, I'm a nice person, and he doesn't seem to be an asshole, so I'll let him spit game as long as it doesn't seem like it's going to definitively lead anywhere I don't want it to go. Or as you know, I should work on my communication skills, or on talking to "regular" people (yes I know this term is all kinds of problematic; I just don't know a better way to phrase what I mean. Please volunteer one if you have one.) I don't give such guys my number when they ask--"I just don't give it out. It's just a rule I have."--and I won't volunteer to take theirs. But what's making me feel obligated to talk to them? Why do I feel the need to justify why I won't invite these men into my life by giving them my number? Operating under the rule that any men who do not seem like total and complete disrespectful creeps are allowed to occupy my time is...basically wrong on every level. When a guy calls out to me on the street, I will either ignore or flat out reject him (click here and here for interesting stories from my summer in New Brunswick), but on a train I feel like I'd be being rude by not allowing conversation to happen. But this is RIDICULOUS and I need to stop, like, immediately.