1.) if you were out at a club and approached a chick, would you immediately tell her she was cute? I hope not. By approaching her she already knows that you have interest in her. You dont have to state it by giving her immediate compliments. Compliments are something that she should earn over time for doing things for YOU.
Instead you would just approach and engage in conversation and play it cool. When texting, fb messaging, etc., the initial message from you is the approach. That is why there is not a need for immediate compliments to covertly show her your intent. She already knows.
2.) I am not sure that I really "flirt" when I am messaging a new chick. As I said above, my intent is already shown by messaging her. I more or less play it cool with some quick messages about something I saw in her profile that I also like doing, a close mutual friend, etc. I dont try to be a "funny guy" or anything else. Its just chit chat. I play it cool. The guy selling new Bentleys doesnt have to be great car salesman or pushy. The damn thing will sell itself. All you have to do is engage the customer and nature will take its course. The same can be said when you start messaging a woman.
This is the important part- Just because I message a chick and we have a quick convo doesnt mean that I am going to ask her out. I am not selling myself to her I more so screening her to see if she is engaging in the conversation and deciding if I want to go out with her. Essentially if she doesnt seem excited to be messaging me I will let the convo die off and its up to her to pick it back up later. Make them invest. It cant be all you doing the initiating. She must show interest too.
You cant come across as an "alpha male". However, you can come across as a guy who doesnt act thirsty which covertly tells her "I approached you because I am attracted to you. But I have other options so I am going to see if we are semi compatible before I make a move to invest my important time in taking you out on a date".
3.) IF......IF....IF.....after some messaging back and forth I feel as if she offers more than surface attraction AND she is very much engaged and enthusiastic about messaging me (as in she asks questions, SHE gives compliments, etc) I will simply say "I have to run but I am going to such and such place this Thursday evening for drinks and darts (or whatever). Why dont you join and we can continue this conversation then".
Thats it. At that point she says "Sure sounds great. What time?".....or she says "I am busy then but when are you free this weekend?" and counter offers.
If she says "I have to check my schedule", "I will let you know", etc., I will simply PULL BACK the offer......."No problem. If you are that busy then lets not worry about it and maybe we will bump into each other later down the road and grab that drink then". Thats it. Leave it open ended and walk away.
Attractive women (Single or not) get tons of messages on FB, IG, etc. Almost ALL guys will chase. Not Glassguy. If I get to the point that I make an offer and she doesnt accept it, I will take it away without burning the bridge and walk. This will only increase her interest and attraction if in fact she is somewhat interested and attracted to me. If she is not, oh well. But she may see me as a guy with options and think "Maybe I should hang out with him. There must be something I am missed with this guy because he doesnt act like all of these other thirsty dudes" and she might hit me back up.
But either way, its ok. I take the shot to make the shot. But I am also selective of my shots.
Thats the way I do it. Is it the best way? Probably not for everyone, but it certainly works for me.