I am having pain on my foot where my second toe on my right foot connects to my foot. Swollen also! I have been to the doc already should I go again?

Yes. In addition to dr. Schnur's comment, pain at that particular joint can also be associated with pre-dislocation syndrome, or damage to the joint from overload/overuse. Untreated this will lead to joint instabliity and dislocation. Another specific cause is an injury called avascular necrosis (freibergs infraction.) it is imporant to get a correct diagnosis and treatment to avoid future problems.
Yes. Swelling at that joint could be consistent with arthritis, infection, or be related to trauma. This does require additional medical attention.
Stress fracture. Get an x=ray to rule out a fracture.It could also be a capsulitis.