I've always thought that the problem for this couple has been that Lindsey loves and mourns the loss of the girl Stevie once was. And Stevie loves and mourns the loss of the man Lindsey became.
The only time the girl and man really found each other, I believe, was during the Dance period. This was when Lindsey said he was once again seeing the girl he had loved and Stevie waxed lyrical about how soft Lindsey had become. She described him then as her first love, 'my love for all time.'
Their interaction and delight in finding each other again during this time was, I think, genuine and moving to see.
It didn't last because with the advent of Will and later the girls, Stevie could no longer be number one in Lindsey's life as she likes to be and this, I think, pi$$es her off no end.
And I believe, for the first time Lindsey genuinely moved on from Stevie to the point where she is now in his past and any regrets he still has are about the past.
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