First time anal experience

SO👏🏼. My man wants to try anal, he’s not pressuring me but he just put it out there that he’s interested in it. I’m not opposed to trying it, but I am a bit nervous about the pain when first trying it, and the after math. Can anyone give me some advice on their experience with it, specifically the first time. Did it hurt like when you lost your virginity ? Cause personally that hurt a lot for me and if anal is going to be the same, I don’t wake to try it. Also what are some things that make it easier? Plugs, what lube etc. I want to do all my research before I tell him flat out no.