I always like to point out the obvious stuff that was not mentioned above. What bullets were you reloading with and did you check Cartridge Over All Length ? I've made that simple mistake a few times myself.
Well, with that in mind the bullet end or the pointy part goes in the chamber first.Even someone like myself, who takes his time, does his research, reads the manuals and double checks EVERYTHING, still makes mistakes! I'm just a hunter and part-time shooting enthusiast, it's always better to look for advice in matters such as this.
I new a guy who loaded some pistol bullets backwards and and shot paper targets with them. Wondering what ever happened to him...Well, with that in mind the bullet end or the pointy part goes in the chamber first.