I am multihomed to three ISPs and can only CIDRize to two of them but to the third I need to still announce specific nets. What damage will this do to my AS?
No damage can be done if the non-CIDR peer does not further announce your specifics to the global Internet. If your non-CIDR ISP does announce your specifics to the global Internet those specifics will have preference over the less specifics and therefore all traffic to you will get routed through the non-CIDR ISP.