Slight occasional anal itching, as well as itching in penis head, slight burn when peeing especially when not as hydrated, has been like this for a couple of weeks, no major symptoms?

Yeast? STD??: The anal and penile symptoms probably are separate problems. Everyone has anal itching from time to time, but if quite irritated, it is possible you have yeast infections (thrush) at both locations. Slight burning with urination is normal with dehydration and concentrated urine. But if the symptoms continues, the safe thing is to get checked professionally, including STD evaluation if at risk.