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@Elra I forgot to mention I can skid with one foot as you described. Left leg extended forward foot almost close to the ground, hips/pelvis against the handlebar and right leg pushing backward against the pedal. But once I put me leg over I can't find a position where I can push against the handlebars with my pelvis in the same way. Maybe the frame is too big for my size or something (I made the mistake of buying a 55 frame while I'm just 5'7, so top tube is 53.8 cm but I replaced the stem with a short one to make up for the oversized frame). I would blame my technique instead of the equipment though :)
To be clear the skid I am trying to do is the #1 (leg over same side as locked pedal leg) in the 3 skid sequence in the video link Jason Yim is performing. #2 is the one I don't dare attempting for now as it is hard to bail out, and #3 is seemingly impossible (both legs to the same side as the locked pedal).
Love this post.
I think the best way to learn is to sort of simulate the position but without the leg over the bars to start off with. If you try to lean as forward as you can into the bars with your leading leg sticking out straight (but don't worry about it going over the bar) and use your trailing leg to force the pedal still, you should be able to skid due to your weight being forward like @M_V says.
Once you get used to skidding one footed like that, then I'd worry about doing the leg over bit! That's how I was taught at least.
It sounds like you're struggling with the initial skid bit, which you should be able to do without the leg over before you proceed!