Hi there ventrolloquist, how you doing? Thank you for sharing your problems.
Now, this is really complicated to analyse because there are a lot of information missing.
So, I will try to make a default reading, very poor on my side, but lemme try it.
What do I have to say first:
stop overbluffing your flush draws!
I see that almost 99% of the cash players love to re-raise/check-raise/3-bet their flush draws specially if they are nutted (with kings or aces). No matter if they are in position or out of position...
What happens when we raise a 100% of our flush-draws? We start to be exploited to death:
A) In the flop: many villains would never fold to a check-raise flop when it comes two cards of the same color. The reason is obvious, flops like this will have a lot of bluffs.
So, I know that villain knows that, so I will not try to bluff it very often with my flush draws. (meta-game)
B) What do I represent/balance when I raise a flush draw? I am representing a Top Pair that got scared of the board, two pair and sets. When we check-raise with a flush draw and we miss the turn are we going to continue representing our Top Pairs, Two Pairs and Sets, or are we going to slow down and check or bet less than the flop? What was your overall plan?
Once you decided to bluff your draw you gotta have a plan for turns when you miss.
Once you decided to bluff your draw you gotta expect situations where Villain is going to 4-bet you or jam and you need to know if you are willing to get in.
Once you decided to bluff your draw you gotta have a plan for the times you hit your flush nuts in the turn. Because you were representing Top pair+Two pair+sets, when it comes a flush and you fire again, what's that suppose to mean?
C) Do not raise your draws out of position! It doesn't matter that this player limped, what matters in fact is that you have no position over this player. Position is king man, specially for bluffing. Out of position we gotta have another plan. Consider that you are probably facing a recreational, which means, a player who isn't thinking at all!
When we are facing average regulars:
Average Regulars know everything you know. They are in the leveling war as much as you are. So, when it comes a draw in the board and you check-raise most of regulars will pick up your bluffs. Some will call to bluff you in turns where your flush doesn't complete and others will try to 4-bet flop or jam flop to put you in a very delicate spot.
You gotta ask yourself how would you play with your entire range in a situation like this: If we had top pair would we be check-raising? If we had two pair would we be check-raising? If we had sets would we be check-raising? Again, and when the flush completes in the turn/river, I would try to represent my initial value range or I will try to represent the nuts?
Against unknown players in fast fold tables:
The recipe is plain and simple: do not try to bluff players that you have no safe information. The only information you had is that the player limped and called. This is not a secure information for investing money in the long run.
A guy who limps has a great tendency of being a recreational, but this is not a excuse for us to try to burn chips versus this player. Because we already know that RECREATIONAL players DON'T FOLD (very often).
How can we try to bluff a guy who never folds? When you check-raise a fish and this fish has a Jx, or a Kx, it will call, jam, 4-bet because this guy is barely thinking about ranges: the fish looks into his hole cards, deduces his absolute equity and goes for the stacks!
A decent average regular playing cash games will have a 4-bet range flop like this from 5% of times to 10% of times at max. There aren't too many bluffs in check-raising/4-bet flop at the micros.
I would never check-raise my nut flush-draw like this in the flop versus a recreational. I would call and evaluate my equity in the turn again. If I were in position, maybe I would check-raise, maybe I would call; We don't need to balance anything versus recreational players, we can make a ton of exploitative calls and folds, without any concern.
Our only concern is when we are playing against an average regular. Besides, almost everything we do is correct, except of course, trying to bluff Level 1 players out of the pot.
Regards;
Carlos 'Aballinamion' Barbosa