Answered by Sayyidi Habib Umar bin Hafiz (may Allah protect him and benefit us by him).
Is it considered bad etiquette to consult more than one shaykh on the same matter and then to follow that which one feels most comfortable with?
Firstly, if it is an issue of suluk (spiritual wayfaring) you must only consult one shaykh. You may not consult another shaykh on the issue and you certainly may not make your own judgement.