Well, anytime I date somebody I'm close to, it never works out. I've lost a lot of friendships because of it.
So now, I want the next girl I date to be somebody who I can just walk up to on the street and say hi. As a matter of fact, I met a girl in the mall not a month ago, and we dated 3 times. It was working out great! Unfortunately, we had to separate due to me living so far away.
That said though, it honestly depends on the girl. I've been asked out by several girls from school, none of which I was even the least bit interested in. So, they all got a "no" from me. However, in the case of Taylor (the girl I met at the mall), I instantly felt a connection with her, which is why I said "yes".
There is a huge difference between dating and being in a relationship, and a lot of people don't seem to understand that. I could go out with one of my female friends for a night, just for fun; does not by any means make her my girlfriend. Same is the case with Taylor. Although we dated 3 times, I never once felt inclined to call her my "girlfriend" because I didn't know her well enough, nor were we 100% sure that it would work out. That kind of thing does in fact take time.
In this day and age, a lot of teens will go on one date, and then say they are "in a relationship" just because they dated once. They're the type of people that believe in sex on the first date. I am not one of those people (I used to be, but that's a story for another time...). I believe that you need to go out with somebody several times, and be damn sure that you are completely compatible before "making love". When you're an adult, it's different; but I think teens need to wait until they are absolutely ready. Even then...
I personally have never called somebody "my girlfriend". Like I said before, I've dated several girls, but none of them ever got to that point. True love is something that builds over time, kind of like friendship. It doesn't come the moment somebody asks you out, which a lot of people seem to be unaware of these days.
So, to answer your question, dating can come easy to me. It completely depends on the person, though. Some person can get an instant yes from me, but others will either have to wait or get a solid no.