Ok, just found a setup that puts Cloud in the magic position to start the skip everytime. It's a realtime setup that's kinda easy to replicate if done right. It costed less than 10 seconds to put Cloud in the desired position. Here is the BK2 for it:
http://tasvideos.org/userfiles/info/48734541660843028
Step 1: Once you reach the screen where the skip will happen hold run + down + left till Cloud reaches the bottom.
Step 2: Walk to the right and center him with the gap between the two guards.
Step 3: Walk Down till Cloud Stops.
Step 4: Gentle tap up + left for Cloud to take 1 step, then gentle tap again in same direction for a second step. If you feel Cloud walked 2 steps in first tap then go for Step 5.
Step 5: Tap down without holding run for 1 step.
Step 6: Walk to the right till you see Cloud's tiny piece of boots coming out of the guards hitbox, then gentle tap to the right for 1 more step.
Step 7: Hold down + right + run and Cloud will sink to the position to start the skip.
Step 8: Hold left and gentle tap R1 for Cloud to move 1 step, then tap it for 1 more step. After the 2 taps hold down + right without pressing run till the bottom.
Step 9: Hold left and gentle tap R1 for Cloud to move 1 step, then tap it again, then tap a 3rd time. After the 3rd step hold run + down + right and Cloud will go through the guards.
Obs.: The starting point is the initial position from the character coming from the screen in the right.
