I have foot pain on the lateral side of my foot around the fourth and fifth metatarsals when i'm pushing off. walking barefoot or on flip flops relieves it while wearing sneakers aggravates it. could it be some kind of neuroma or stress fracture?

Yes: It could be either that you describe. You should have it examined and probably have an x-ray taken to rule out fracture.

Possibility: Lateral forefoot pain often is caused by "overload" which can produce stress reactions, stress fractures, joint irritation and nerve irritation.

Possibly: Neuromas, stress fracture, and capsuliitis are the more common complaints in that area of the foot. A podiatrist would easily be able to determine which of these or another condition you had. It is possible that you have less pain unsupported because that is the position your foot has collaped into and the better supported position is uncomfortable because of the injury. Foot pain is not normal.

Could be: Most likely capsulitis due to hypermobility, get an x-ray to rule out a stress fracture.Neuroma not usual in this area.