Bf wants to do anal...

Soo me and my bf been talking and he wants to do anal but it’s gonna be his first time doing it and well I told him plz be easy because I did anal before and I ended up in the hospital 😂 because my ex was being stupid well he was like I’m gonna get some lube and etc... I haven’t had anal sex for 9 months 😂😂 last was with my ex and he didn’t know what he was doing I’ve done anal with me first bf. Multiple times before we did vagina sex... well anyways what do I tell him to do... before just putting his dick in because he’s fucking thick... and I’m gonna be crying soo... doesnt he need to like finger me and shit😂😂 and if he does, it’s gonna be awkward because most people say ur fingers and dick gonna smell like shit... how do I get rid of the otter than before doing it😂😂 again this is basically my 2nd time my # 2 guy didn’t really count so he’s gonna be my actually number 2