Running gag

Try blind folding him and you take control it may lesson the pressure on him to preform

I agree, the key is to reduce the pressure on him. What you can maybe do is to tell him 'No penetration tonight' and if it happens, it happens. You can also maybe try tantric sex techniques. Maybe try extensive foreplay on him as well, to take his mind off it. If he is great at doing foreplay, it means that he is extremely focused on you and your pleasure, hence the stress on his side. You need to tell him it is OK, he does not always have to be the perfect lover.
Alternatively, you can try erection pills..

He's probably afraid of the vagina dentata.

its a lot of pressure. dont be afraid to try different thibgs, and dont take it personally. this is not only a special and new experience for him but for both of you

Cock ring?

I actually like this idea. It might allow him to stay hard long enough to get out of his head and just enjoy the moment.

lol

gave this ydi, because after the 2nd time you should have found a real man.

what a horribly ignorant thing to say. You are as empathetic as wildfires.

You really should change your username to 'uninformed'. Do you know the tale of the rabbit and the tortoise having a race? Well, OP mentions that her boyfriend is already consummately skilled at foreplay. One day soon he will get over his anxiety and then he will be shagging rings around the likes of you.

Dear uniformed, please change your user name to Uninformed.

That's an amazing amount of pressure on him. Just remind him that "good" & "bad" don't exist in that moment. You will enjoy yourself no matter what, just knowing he has chosen to be so open with you makes him completely enjoyable😁

Anxiety disorder

You are doing something that is making him nervous.