How exactly do you prepare for anal????

So this guy and I have been going at it, good friends and we just do stuff with each other when the mood is right. ANYWAY, i'm on my period but he still wanted to do something and suggested anal. Now im perfectly fine with it because my sex drive is high as ever while im on my period, the only problems i have are:

1.) What if he gets "shit dick" when pulling out

2.) How the fuck do i clean my anus

Hellllpppppppp meeee