Anal help

Girls (or guys) help! I need some tips & pointers on anal. My fiancé & I have tried time & time again, but always have to stop short because it hurts so bad. We’ve used LOTS of lube, different positions, condom/no condom, basically all the tricks; still I can’t get passed that initial pain. Help! I think anal is the hottest thing, I’m committed to getting myself to the point where we can do it no problem, just need some advice. Thank you❤️