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Wingman is a role that a person may take when a friend needs support with approaching potential partners. A wingman is someone who is on the "inside" and is used to help someone with intimate relationships. In general, a woman's wingman will help her avoid attention from undesirable prospective partners, whereas a man's wingman will help him attract desirable ones.
The 'pre-wing' refers to the talking up of one friend to another in order to build an attractive persona before any direct interactions. The pre-wing is then usually followed by the wingman role.
It comes from fighter jet pilots, each of whom is paired with a "wingman."