Could I still be arrested for dating her?

From the description that you provided, it sounds as though what is occurring would be legal. Keep in mind that there are more possible charges...

Should the trial judge in a bench trial where i represented myself also be the sentencing judge.

Usually it would be the same judge. You are seeing at least in part why people shouldn't represent themselves. Your attorney would know how to...

Did the officer have probable cause to pull me over?

Yes, officers are allowed to run the plates of vehicles that they encounter. You were suspended and got caught. You may have other defenses...

Did the officer have enough evidence to pull me over and cite me?

Yes, officers are allowed to run the plates of vehicles that they encounter. You were suspended and got caught. You may have other defenses...

Should the trial judge in a bench trial where i represented myself also be the sentencing judge.

Usually it would be the same judge. You are seeing at least in part why people shouldn't represent themselves. Your attorney would know how to...

Is there a limit to "stacking charges" if it's a drug case?

There could be any number of reasons for them to wait. It certainly makes it more difficult to claim that it was a mistake or a one time thing.

A conflict of interest can be grounds for a mistrial or a good appeal issue. Whether there was a conflict in your case would need more...

How difficult is it to get a turn on red light ticket dismissed?

Infractions are typically not won or lost based on whether you committed the infraction, they are usually won or lost based on so-called...

Can I go to the police and file a theft report?

I agree with the other answer if the mother does not return the tablets. She can certainly decide that the tablets are not appropriate for her...

Is this illegal in any way? Will we get in trouble?

This was illegal in many ways. I'm not going to retype everything that was in the other answer, but I will add that the situation created a risk...