Corrected entry: Evan lives his childhood and has several blackouts in which events happen that he does not remember. We later find out that as an adult he goes back in time with the use of his journals and live out said blackouts. Ignoring the problem with his hand scars, he goes back and relives each blackout, except for one. When Kayleigh's father makes Kayleigh and Evan presumptively have sex with each other (thereby scarring Kayleigh in the first timeline), we never see Evan actually go back in time and sleep with her (for good reason). He goes back to that blackout, but he never has sex with her. So how did that happen? Did he live that blackout as a child? He never did that for the others; it was the older Evan acting during those times. Perhaps he accidentally went back while sleeping, thought it was a dream, and had sex with her. And they just gloss over it.
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Correction: He does go back. But it is shown prior to anything occurs. He tells Kaleigh's father he is being watched. We can assume at this point he stops whatever he was going to do.
MasterOfAll