Green’s Dictionary of Slang

1. an effeminate male homosexual.

1953		C. Brossard Bold Saboteurs (1971) 147: He was described to me [...] as an ‘old Annie’ who was good for a couple of bucks if you wanted to put out.
1965		L. Bruce How to Talk Dirty 34: Passing a complete stranger and shrilling, ‘Get you, Annie!’.

2. (S.Afr. gay) the anus.

1994		Gevisser & Cameron Defiant Desire 221: Annie, anus [Simes:DLSS].
2003		K. Cage Gayle.

3. see Annie Oakley n. (1)

4. see Miss Ann under Miss n.