I am interested to see what is the most difficult thing about dating for each member.

me personally:
-I really hate it that unlike many other fields where you eventually figure something out after doing/trying it a number of times, in dating with each girl you more or less start from scratch again. also what might have worked for one girl will not work for another
because of this every time things don't work out with a girl, I become really uncertain and confused. I don't know what is right what is wrong. I wonder if I had been doing something wrong all along or had the wrong idea. I don't know what is/was within my control and what I should accept as out of my control.

all this basically make me think that dating has a whole lot to do with luck.

For me, obtaining a date is the hardest part. I have failed so far. If I actually managed to get one, I think I could do alright although in the end the woman always decides whether you're relationship material or not. Getting 0 dates is worse than 100 dates and one or two successes in my humble opinion. If I succeeded just once, I wouldn't be alone anymore.

The most difficult thing for me about dating is starting a first date.
The 2nd most difficult thing for me about dating is starting a second date (because she won't keep the first one or she dropped me quick).
The 3rd most difficult thing for me about dating is starting a third date (for similiar reason(s) above)).
I think the pattern manifests itself. Sorry if this doesn't sound interesting; it's just my life.

I'm gonna have to say obtaining any. Completely failed so far. In other words. I've never been on a date..

I really hate reacting to a situation I had not considered. I think through about 100000 possibilities and try to account for every variable but murphy's law never fails. When something unexpected happens that I'm forced to react quickly too, I either take the easiest way out; or hesitate trying to think through all possible scenarios and determine the most likely one, which means the moment passes me by. I'm a bit like hindsight man. When such a moment arises I make a snap decision that I haven't really thought about. Then I continue to think about it for days and in retrospect determine many more options that would have been a much better reaction. Which leads to

Whereas in the rare moments in life when everything goes according to plan I feel and behave like a boss.
It's not something just in dating though. When a wrench gets thrown in my plans, I get upset and lose motivation. It's just that reacting to unforeseen events accounts for about 90% of the dating experience.

Getting one in the first place, let alone anything else happening beyond that.

Never been on a date.
...

you guys have at least attempted and gotten phone numbers right? I mean I did that even in my worst conditions when I was really hesitant/scared of approaching girls, I mean It gets boring if you never try. even if the feelings attached to approach anxiety and rejection are undesirable and hurtful at least it is more exciting than never giving it a go.

I would even go so far as to say that some of my rejections have given me a surreal experience that was pretty interesting while at the same time kinda scary
not really related but this song(just listen to the song and it's tone the not the video) sorta has that surreal feeling I get in such situations
http://vimeo.com/groups/videoart/videos/12226394

What to do on the second date. First dates can be a lot of fun. My problem is that I am not a "fun" person (on any level) and bore people rather quickly.

this is also my worry, since I am not into some mainstream stuff most people are into I feel I can quickly bore people If I don't watch myself.

Knowing how and where to start, that's definitely the hardest part for me.

I've never even tried to get a date, simply because I have literally no idea what to ask, how to ask it, what to aim for, etc. - I'm just painfully clueless about the whole thing.

I'm a particularly neurotic autist. Normal social interaction is already hard and stressful enough for me as it is. DSR is everything bad & hard about regular social behaviour tuned up to eleven, along with a whole bunch of all-new problems thrown in for shits and giggles.

Oh sure, I could - with enough time and effort - learn to overcome these problems. But even with the most optimistic expectations, I still run into the problem that I'm a staggering distance behind normal people in the whole DSR aspect. It's like everyone else is in the third or fourth year and is taking advanced courses, while I'm still stuck preparing for the entrance exams & being clueless about exactly what I'm supposed to learn.

I'm stuck at the elementary stages. And even there, it'll be a cold day in hell when I finally figure it out.

NO!

1) no.

2) to illustrate my problems with social interaction et al: it took me literally about a year of therapy before I could make regular phonecalls (as in; stuff like a call to the doctor's office in order to make an appointment) without consistently being blocked by sheer anxiety.

Even if I got a phone number off of a girl, do you really think that I'd be able to go all the way and give that girl a call?

For me, the hardest part of dating is keeping a girl interested (although, getting a date in the first place is no picnic either...).

Here's the pattern: They show up to the date, fatter and less attractive than what their pictures displayed, I give them a chance anyway, we get along and build rapport, then... THEY NEVER CALL ME BACK.

Damn flaky harlots.

no to what exactly? my point about surrealism or the music video?