First of all, if you're reading this... Hope it's somewhat helpful if you need the help..? X'D
NOTE: Bravery is rewarded in kind with this sort of thing. If she's surrounded, push forward and introduce yourself to all the girls, but focus on one. Maybe ask to go for a separate walk away from her friends by inviting her. Keep it simple, if you ask me. X'D
Let's get started.
We will first look at the best ways for guys to flirt more successfully with girls and make them feel good about it (which seems to be the main topic of discussion here).
Firstly, be honest about who you are. Straight up. Do not paint yourself as some high-flyer; if you're scared of the dark, say so. Trust me, girls love it when you're honest with them, even about some of the bad things. Avoid the worst stuff. X'D
Gain knowledge of their likes and dislikes by simply asking outright "Do you like [insert topic here]?" or "What do you like?".
This can come before or after you've spoken a little about yourself. If you find mutual ground, brilliant, because then you can focus on that. If you find something you really hate, don't rag on them too much for it, but tell them you don't really like it (I play CoD, but my girlfriend abhors it with a passion; yet she used to play WoW, and I hate that with a burning passion myself. XD).
Make sure you memorise all her likes and dislikes, because chances are if things go well you'll be able to talk to her again and you can start on said common topics if any, or even on one you don't like.
With your compliments, try not to try too hard. Try to avoid "sexy" or "hot" and replace with "enchanting" or "incredible" or other words like that. Those other two words are no-no's simply because they make you seem like you're only really interested in their body, and frankly you shouldn't be.
If they try to dismiss your compliment, apologize for 'stating the obvious'.
Also, try not to focus on their physical traits after talking to them a while.
Remember to be friendly rather than overly flirty; can be seen as desperation.
Hmm. I think that'd do from me regarding how to talk to women in a romantic encounter. I take all this from experience with my own current girlfriend. X"D So it probably won't work for every situation, but I feel it should generally be the case.
P.S. As mentioned, may not work in all cases. The guide is strictly my opinion, and not taken for true instructions.
------------------------------------------------------------------------------------
Guide to "The Date"
Overall rules.
Physical contact: Minimal for the most part unless you're otherwise certain it's permitted. Holding hands, etc.
Certainly don't be overboard with it.
Outside complications:
If other people are talking to you or your date, and they ask (they almost always do) what you and your date are up to, just say you're on a date, and then try to escape. It's supposed to be between you and your date, not so much others if it can be helped.
Manners:
A must, for the most part. Guys, do try to be chivalrous despite that it's dying. Girls, try to be appreciative if he tries. That said, if you are dealing with either one of them being a Tsundere (believe me, they exist), don't worry so much about the appreciation part. X'D
The goal:
Discovery, generation of inside jokes, and of course unwinding and getting to know each other more and grow more fond of each other.
If this isn't happening, don't take your dates into public but recluse to your home. You'd be surprised how much the environment around affects a date.
With compliments, see the "guide" above. X'D
Try to dress smart casual, regarding both male and female. A fun mini-date is taking you both out to buy smart casual clothes before the date anyway, even if it's a few days or so. Or, go out with family/friends and surprise your date later with a good looking outfit. Your pick. X"D
Hmm.
can't really think of anything else.
Remember not to belittle, but feel free to compete at games and gamble against each other, especially with cheesy "punishments" like holding hands or something.
That is all, I think.
-Color
P.S. Again, purely opinion. May be wrong or no, since I don't actively go out of my way to test this stuff XD