i'm guessing, with your 27rd or 33rd mags fully loaded, the spring pressure on the first few rounds is causing them to launch out of the mags at a flatter trajectory, they then don't make it into the Aero factory feed cone. sometimes it's due to the shape of the mag follower. probably got a lot of copper witness marks just under the feed cone on the barrel face from the bullet impact. after the first 5-6 rds, it seems like your mag spring pressure isn't as great, and the bolt and mag feed lips, mag follower are able to launch them at a better angle to get them into the feed cone. After all, your barrel feed cone isn't anywhere close to what a Glock barrel feed ramp looks like.
if these are new mags, after the mag springs are broken in, i'm guessing this problem will disappear.
Aero gets their barrels from Ballistic Advantage. I had a 9mm BA barrel, sent it to Rudy for his magic. no feeding problems. I've sent five 9mm barrels to him for his feed cone enhancement so that I can avoid this headache. The last few, I sent them to Rudy before installing them, just to save me the trouble of having to disassemble the upper to send the barrel out.
if your feed cone looks like a primitive 45-degree chamfer, it's a prime candidate for Rudy's fix.
as always, YMMV.