I am scared of anal sex

>>8618320
I would suggest buying dildos first and using them for a while so you get used to it.
Once you use dildos for a while you'll get used to knowing when your ass isn't clean or ready for sex, plus you can get used to using douches and whatnot.

I used dildos for the majority of my life and when I first had anal sex everything went just fine.

Just make sure he understands that you need to guide him through it the first time. Assumably, he's never done it before, now if this is the case he needs to understand not to unintentionally hurt you. You need to go slow, and work yourself up to it. Some people like the poster above suggest dildos, and if that works for you then I would definitely reccomend that. Me however, I could not enjoy that sensation. The way it worked for me is that I had to have to guy cock tease me to work me up for it mentally and have me loosen up. So basically find what works and make sure he understands that he has to work with you.

>>8618320
I don't bottom, but here's a couple of tips for the top:
1. Use a gloved hand for prep, just in case the bottom isn't clean and doesn't know it. I'm knew to topping, and for me the idea of hitting a turd would just kill everything.
Then after the bottoms been loosened up, just take off the glove and get on the condom. And if you met a turd, ask the bottom to clean himself and go from there.
2. One method of loosening the hole is to enter one, then ask for the bottom to squeeze on that hard until the muscle gets worn out. Then two fingers, and if he's as big as you say, three. It works pretty well, especially if you're still learning to relax.

And instead of a dildo, try a plug. You CAN train with a dildo, but a plug has that steady increase in size that will help you go from small to big.

Two things: lube and patience
Lube isnt obligatory but it make a lot way easier.
At first it probably hurt as hell (and bleed a bit), so dont force your self, stop and try the next.
And when its in just relax.

>>8619066
For a beginner I'd say it's obligatory. It can be fun though. Flavored lubes can make bjs a lot more tasty. Like liking a lollipop.
There are all sorts of different kinds, but you should choose one that's water based or silicon based. Oil based gets too thick and sticky, I can hardly even jack off with it. You shouldn't try to taste stuff that isn't flavored, it just tastes nasty.

>>8618320

OP have you considered making him go through the same routines as you so he understands what it's like? Me might even like it, but if not then he will at least know you can't rush some things