Day 2 Snap Decisions

It's no secret that I'm not much of a gamer (we're talking seduction/pick-up in this one btw) outside of the cold approach arena. I've focused most of my efforts learning pick-up in the last 18 months on the initial interaction; approaching, attracting, connecting, etc, but my follow up has been very thin on the ground. The reasons for this are numerous, firstly, I don't have very much interest in having an actual girlfriend, I used to believe I couldn't pull random girls, and now that I can it's all I've really wanted to do, I get a rush from it, a serious emotional kick. But at the same time I want to live that playboy lifestyle, and that can't be done if you are starting from scratch every time you go out, a true playboy has girls around him all the time, or at least they want to be around him all the time and are fighting for his attention. If I'm not following up and leaving them all by the whey side, I'm missing some serious tricks.
So what can be done to rectify this? Well, as it happens I have a few girls that I'm in contact with at the minute so am trying different things out, but unlike the cold approaching scenario, I don't have anywhere near the amount of information at my fingertips, nor much of a road map to follow. What I've found to be the best method so far is just to waffle in SMS text, private messages or chat with the intent of finding some way to slip in a day 2 suggestion, but this has it's share of problems too. It's very similar to the way I used to run my cold approach game before I had a structure to work with, it's reactive and relies on creativity in the moment and being thrown the bones to gnaw on. An example happened earlier today, I was chatting on facebook with this chick who has shown a crazy amount of interest, and I knew I was going to try to set up a day 2, but no blatantly good suggestions came out, and it resulted in the day 2 being 'go for a drink'. I hate 'go for a drink', might as well 'go to the movies' or 'have dinner with me', it's so boring and cliche. I like the idea of casually inviting girls along to something you are already doing, but at present my social life doesn't have many such events; I'm either out sarging, out with a set I have previously gamed and using them as pivots (or attempting to sarge one of them still, technically a Day 2 I suppose), or with people who I don't want to mix new (lady) friends with.
I think something I should probably do is take stock of the options available to me from now on, so at least I'm packing some ammo when I go into battle, rather than scavenging the battle field when I get there.
I'm guessing, like cold approaching, it's something that will become much clearer with time and work, but still, if anyone out there has some good pointers they would be more than welcome.