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Does youcover more than 1/2 the cost of his support? The reason I am asking is that in order to deduct medical expenses, the person that you pay them for must either be your dependent, or a person that would be your dependent expect that he/she makes more than the exemption amount ($3650--not counting SS disability payments). If your son does not live with you, in order for him to be a dependent you would need to pay more than 1/2 the cost of his support.