Stripper clips and clip guides is in how you use em.
They work best using a hard surface to ram the cartridges into a magazine with the clip as close to the edge of whatever your using close as possible.
Pushing with a finger or thumb in the center of the top cartridge is going to jam em up every time.
Showed my wife how to use one properly and she was thrilled with how easy the issue clips and guides work
"Gun control: The theory that a woman found dead in an alley, raped and strangled with her panty hose, is somehow morally superior to a woman explaining to police how her attacker got that fatal bullet wound." — L. Neil Smith