Are you the one holding your smaller toys, or do you let him hold them? If it's you, then you should bring him into the toy play to get used to someone else stimulating you there.
Definitely get a toy that's closer to his size. In fact, if there's a big size difference get a couple to step up. Go nice and slow with plenty of foreplay, and only move up when you're confident you're ready.
Third, pay attention to position. If a position is comfortable with toys it's more likely to be comfortable with a penis, if it's not comfortable with either try something else.
So me and my husband started some anal sex lately but it still hurts when he is in me but not my smaller toys any suggestions that may help? We already use lube
u guys just have to take your time and work with some toys of different sizes. jumping right to his cock can hurt and put u off of the whole thing. i would suggest never using any sort of numbing cream or spray, painn is your bodys way of letting u know u r not ready yet. remember there is no such thing as too much lube with anal and to take your time and be patient. it will come in time and when u r ready it will be much more pleasurable.