Will I ever be able to handle anal?

I’ve been curious for quite some time now on anal sex/anal toys. There was only once in my life where anal didn’t hurt during sex and after that it’s almost like it’s impossible for literally anything to go up there. I am curious is the anal feeling during sex or toys different from a regular orgasm? The few times I’ve had a finger barely in and such didn’t feel like much pleasure but maybe it just takes time?

Im overall curious if I will ever be able to handle anal sex? Im so curious to see if it’s a different type of orgasms or if it’ll wild me up. How exactly do you take the time to practice to get better? When I say it hurts to put anything up there, it hurts, the whole just feels impossible to let anything in at all.