Losing when "calling"?

I think I've found where I'm leaking alot of money. But once again I don't know how to fix it lol.

I guess a good example of a situation like this would be:

I have a 50bb stack of 25$ fish has say 18$

Against fishy player typical like 40/15 takes weird lines(cause thats what they do), check calls everything or donk bets out on alot of flops. Lets say he open limps on MP.

I Isolate on the button with say A9o everyone else folds.

Pots like 5$
Flop comes 1096 with a Flush draw ( i hold non of the suits.)

Villain donk bets. like half pot. 2$

Now, my standard line here is to bump it up to about 6$. He's range is alot of trash, weaker 9's flush draws, overcards and PP's/ any 10. I beat a ton of that range and he can/will call with worse more than with better. Atleast I think.

So, I bump it up to 6$ and he calls.

Pot: 11$ Effective stacks are around 10-12$ left.

Turn: 3 non flush card.

Villain donks again for like 3$.

Hero is clueless. Villain can be doing this with a Ton of b.s and I feel I'm ahead. But, villain is short and his stack size is like 8 left in a 15$ pot.

What do I do? I feel when I shove I'm overplaying my hand, and I keep seeing TP or better. I'm not comfortable with the range above now because.... I just don't know to be honest. Villain can have overpairs like JJ+ (most likely would have raised) he can have sets, Top pairs, 2 pairs and they all beat me. However I also feel villain can be doing this with all of his overcards trying to see a cheap river, same with his draws and lower pairs.

Given the range above, whats the right move here?

Sometimes I call, and on any river villain shoves and I feel obligated to call. I feel like I'm burning money when I turn passive in spots like these.

Another example would be against a reg.

Say 100bb deep (or even deeper)

Against a 24/19 style tagish reg who 3bets alot and is seemingly aggressive.

I raise on CO with AQo.
Villain calls on the Button everyone folds.

Flop is KQ8r

I bet, he calls

Turn is a 6 and now puts a flush draw out there.

Do i bet? I understand it depends on the player, but what if i have a read on them that he likes to float alot.

Sometimes I feel obligated to check/call to allow him to bluff at me. But, what do I do on the river and he shows aggression, and I have no reads on his river play?

In this situation, for practically any river card I don't know whats the right move. Even if an A hits. If i river 2 pair and I bet and he raises Im like WTF. Or even say i check call turn and check river (blank) to him and he leads for 2/3rds pot. I'm stuck, and melting the nickels instead of shipping them.

Just another one of those posts where I feel shitty about my game, you know standard.

Oh btw, the only regular I thought was better than me at my 50nl short tables, I owned today. LOL he's not as good as I thought.

Totals since last post:

Hands:6819
Profit: 71.56 (below EV by alot again) meh fuck it.

Tournaments:14
(played some SAT's to the 1/4 million to buy in, and to the 11$ 75k garunatee)

Profit: -28.01