Apparently you guys don't play with the same calling stations that I do. To me, telling him to make bigger CB's is just telling him to lose more money.

The pot in the first hand was $37 and villian called him down with 66. Is $2 more on the flop and $4 or $5 on the turn going to make villian fold?

Wait until you hit a flop. Make the same bets, let him call you down and lose. Some calling stations simply won't be bluffed until you win one from them.