To see a tailor in your dream represents your abilities and creativity. The dream may also be a pun on the need to "tailor" your actions or behavior in order to fit in.

To dream of a tailor, denotes that worries will arise on account of some journey to be made. To have a misunderstanding with one, shows that you will be disappointed in the outcome of some scheme. For one to take your measure, denotes that you will have quarrels and disagreements.