Can two individuals with type A + blood ever produce an offspring with type O - blood?

Yes. A and B alleles are codominant, meaning they present at the same time. The O allele is recessive to both A and B. If someone's genotype is AB, they can only have AB blood. Someone with A type blood could have the genotype AO and have A type blood since A is dominant. If they both carry the recessive O allele, they have a 25% chance of having a child with O type blood.

Yes

Explanation:

The blood type of the perents dose not matter.

I don't think