It seems a long and complicated journey...
what I have managed to narrow down by using the analyser and trying on solid colour tee shirts is a set of colours to steer away from. For me that looks like: orange, yellow, cream and coral pink.
Your hair has more tones/variation in colour than mine, so in terms of the seasons that would place you somewhere between "true" and "soft" ?
When the analyser picks up the lighter tones in your hair I'm guessing it sums that up as = "less contrast", so your result moves toward soft summer.
Your skin tone appears on the cooler side to me, in both photos.
To my eye the greens and fuschia purple from the True summer palette suit you really well, as do the left hand side blues. The bolder colours on that wheel (thinking of purple) might overwhelm you, if they were the predominant part of your outfit. That's just my take