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There are other possible causes of these symptoms besides a Morton Neuroma, although a Morton Neuroma certainly is fairly common. Other possible diagnoses include various inflammatory disorders, a tendon sheath ganglion, a stress fracture, or a foreign body reaction. If there is any uncertainty of the diagnosis, then an MRI can help to clarify the diagnosis.
If the current interventions are not helpful, then it would be reasonable to see a Physical Therapist for more aggressive physical modalities. Oral anti-inflammatory medicines and steroid injections have also been used. if footwear modification and physical therapy have not been effective. Stubborn cases may also require surgery.
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The progression of symptoms is quite variable, so cannot be predicted for any individual. It is true that one of the common patterns is for the initial symptoms to be numbness and then later develop pain, but the time frame cannot be predicted. In addition, while the interventions that have been done has not been effective at easing the numbness, it may be sufficient to keep it from getting worse, so it may never progress to having pain.
Yes, this can happen with a Morton's neuroma, although it can happenwith the other conditions noted above as well.