Regarding Headland, I took the Officer's statement to mean, he was in the turn lane (because he pulled into a parking space on the square) and JB was in the lane to go straight. I believe they would have left the BP station (now a Citgo) going west on E. Main Street then left onto Main St. to go past the Square. Then make a right on West King St. which turns into 134, to go west to Midland City. I would have to watch Bookie's video again to see if he is specific about the directions he gave them to get to 134.
MOO: My theory is, at some point on the way to 134 or on 134, they changed their minds and decided to go to the Skipperville party first. Also, on Route 134 there could have been directional signs to Skipperville, which made them think, let's go to that party in Skipperville first (a right on 83 gets you going towards Skipperville). Maybe they thought they had a better chance of meeting the boys later or that the boys weren't going to be available until later. As a few of us stated on thread, being young around that time with no cell phone, your nights would change course on a whim, deciding to go somewhere else entirely or re-arranging the order in which you went places.
I try not to get caught up in the specifics of their routes that night, because there are too many variables: we don't know what was discussed with the 2 Midland City boys about meeting up (what time, where, were there backup plans, how were they to communicate once leaving their respective houses with landlines?), we don't know how many stops/parties they had planned or knew about that night, and we don't really know how familiar or unfamiliar they were with direction and how to get places outside of Dothan. Maybe some places one of them knew and the other knew how to get around other places.
To me, it's what happened after leaving the Big/Little gas station, is the key. And unfortunately there may or may not be evidence of that. Do we know for sure that all the cameras in Ozark that the police looked at, gave them no further information? As we all know, some things are held back from public, so they know when they have the right people and for a possible trial.