JadeFire, this is a great question.
The most important thing you can do is WANT it. Psychologically, if you're positive about it you'll find it so much easier physically.
The two other things you need to think about: lubrication and relaxation.
No matter how much lubrication you use, use more! Too much is nearly enough!

And be relaxed. Like I said, you need to want it, and be positive about it.

Make sure he takes it really slowly, and make sure he listens to you. Therefore, be sure to tell him how it feels. The very first penetration is the most important, he has to take it millimeter by millimeter until his head 'pop's through.

Some practice beforehand would be a good idea too, with dildos and pluggs, ideally different sizes too.

So whatever you do, don't rush it. If it hurts, stop, slow down and/or use more lubricant.

Hope this helps, good luck!!

CasperTG

__________________
You know, Blackadder, for me socks are like sex. Tons of it about and I never seem to get any.

My Photos:
https://imgur.com/a/80hiRdm