Will eating in an iron pan increase your iron?

Over time. This has been described with cast iron cookware (small absorption) though it is not the best way to replace iron in anemic patients who need larger amounts in a controlled manner.
No. The iron released from a pan used properly in cooking will not enter the food. It is not a reliable source of iron as any that enters the food would be extremely tiny. Take iron pills or iron rich food if your iron is low.