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PS.
Think of a good first date and try to avoid stereotypical and cliche things like drinks, restaurant or to the cinema. Think of fun things where you will socialize (unlike the cinema) like a themepark for the day if she likes rides or to a museum or art exhibit if she likes that sort of thing, Adjust your venue to fit the girl and not the girl to fit the venue.
Even if you aren't into art or anything and she is you can get her to teach you some art and just try to keep her laughing and have fun
Eh, the stereotypical dates are tried and true and they work. Don't hide your personality behind a fun activity, be fun because you are fun, not because you need a fun activity to make her have fun. The key to a good date is LOGISTICS. Maximize the odds you can escalate as opposed to having to end an awesome date early because of some dumb shit like planning a date before she has to go to dinner etc.
I concur.
If you have something tried and tested, why deviate? Moving during a date is very powerful if you're in a setting where escalating is hard. As a result I never like to stay for drinks for too long (never actually leaped across the table to insert tongue in girl). Pick a location that is close to other interesting things (good ice cream parlor, cocktail bar, restaurant, attractions (cities)). If you're real city dweller and you can get on top of a building, that's pretty neat as well (believe me, this stuff has a high success rate).
In terms of phrasing I like to be precise. In my case I usually make it a two-part proposal, so that she can't flake by saying "I can't do that day" (which puts you in the situation where, if you haven't built enough attraction yet, you will have to "chase" her by proposing more date/times). Personally I don't do date requests *on the spot*, unless we are texting very regularly (which is usually after a few dates). For example it's Saturday now and I want to set up a D1 next week. What I do a lot is indicate that I'm busy next week, and ask her how her week looks like (this is BEFORE we talk dates at all). After that I'd suggest one of her free dates and suggest "Cool, I could do Y as well. Let's go for X at Z a clock!"
That, without a question.
I said it before, and I'll say it again: rooftop VIP lounges with sofas are the player's natural enviroment. This kind of places are just so cool, and excelent for escalating. Try finding one of those that give a membership card to frequent clients. Some of this cards are just lame, like "you get a free beer after 10 purchases", but they do look cool and make you look like James Bond. Also, use the same place as frequently as possible, so the staff become familiar with you and treats you by your name. Also, sit at the same table as often as possible, become a "regular" in the place. If you do it well, when you enter the concierge will say:
"Welcome Mr. You. Will you be sitting at your usual table?"
Then you say "Good evening, *waiter's name*. Yes, I will" and hand him the golden membership card.
When I did that for the first time, I felt my life was complete

Also, this did a number on the girl I was with.
Other serious factor of coolness: valet parking
And don't forget about logistics. When I bought my house, I picked a surprisingly cheap foreclosured penthouse apartment at a private condo... at the soburbs, 4 miles away from the nearest decent bar, and 16 miles away from my regular places. That kinda puts a damper on things...