Obviously everyone is definitely different when it comes to squirting. I have seen some women that squirt right out of the gate and others that may squirt after a couple of other orgasms (oral/vaginal) first. The same technique that makes one woman squirt is not universal. I have run into women that simply don't and never have squirted.
While it is extra fun for me if/when a woman does squirt, since more often that not this is happening with fingers, it's definitely more about whether the woman I'm playing with is enjoying things in general. The technique I use (if you can call it that) is not something I'd do unless the woman was obviously enjoying it and the squirting is just a bonus if it happens.
I have been lucky enough to have women tell me I made them squirt for the first time ever. That said, ironically it was a SM friend of ours that made the Mrs really squirt the first time ever. In the case of the Mrs, the SM that did it had an up-turned cock that hit her g-spot just right. I was able to duplicate it using fingers, but I otherwise cannot just change my anatomy and sometimes that's what it comes down to.