From mag size indicated, ya must have a PM9. Yea, mine pretty stiff, but no blood yet. They should get a little easier as more broken in. FWIW, I find it often helps to stabilize the base by putting on bench or next to belly for those last couple ...
Or ya may just have to break down and get some kind of loading tool ... I can't remember just now, but next time at range office, I'll try to get ya the mgr. of a little widget that slips on weak hand thumb and helps to take pressure off while slipping in with strong hand ... They come 3 to a package - for different thumb sizes.