How can i make anal sex more pleasurable and less painful for my boyfriend

recently, I tried my dildo on my boyfriend while giving him head!! im into that, and I thought he really liked it.. he came pretty quickly...?

but when I suggested it again the night before last, he said it was pretty sore last time, and declined the...

offer...

I used a lot of lube, a lot, in attempt to have no pain for him.. but that didnt work out as well as I wanted clearly...

I really want him to love this as much as I do.. I'd love to get to strap on stage lol =D

so please help if you have any advice!!!

You could let him give you anal so then you understand his point of view and he understands yours. That way he could enjoy it more but if it really is painful then you would enjoy it less.
If you really love him just try to understand him and if he loves you then he will have anal once in a while because he loves you.
I know that kind of hurts because you want both of you to be happy during it,
but at least there is love there and you both want to be together as intimate as this
Ask him too maybe from his first-hand experience he could tell you what to do.

oh um,I have had anal with him many times I know how it is at first... but you can get into it... I have!!

hmmm, thats an idea, ask him lol!! you know what I shall!! thanks!!

oh, and yes, we have been together 3 years, theres a lot of love, I just want to spice things up a bit!!