i think what would really help is a small table top grooming table...this would allow you two hands to groom (instead of having to use one hand to hold them still lol) ... i am really wanting to get one to groom my kids but just keep putting it off ... i have seen them for as little as $40
and yes, the more you get him used to grooming the easier it will be...my kids fought tooth and nail at first and now they just resign themselves to grooming...ooh and they also know they will get lots of treats!
do whatever it takes to get him to realize grooming is a good time or he will be rewarded when he is a good boy...treats work wonders