Originally Posted by SeanyJ
I called and he flipped over JQ for the straight, I guess a bigger re-raise on the flop could have gotten him off his draw, oh well lesson learned.
It's not that a bigger raise would have gotten him off his draw, it's that a bigger raise would have charged him sufficiently for the opportunity to draw out on you.
If you raise to $14 on the flop and he calls (which he will) 5 times out of 6 he will miss his draw. Now he will have put in $16 in the pot (1/3 of his stack) and may feel obligated to put the rest in on the turn as a 5:1 dog
On the other hand, if he makes his draw on the turn and stacks you, he will have spent $12.5 (he already put in $1.5) for the chance to get the $25 already in the pot + the $34 he has left or $59. So he is getting 4.5:1 implied odds
as a 5:1 dog and is making a mistake by calling. Your profit comes from that mistake.
The bottom line is that you WANT him to call a big raise on the flop (and you WANT your opponents to chase draws generally) because most of the time they will miss, which over the long run will more than compensate for the times they hit, as long as you bet size properly.