Star Wars at it's gayest historical point?...

R2-D2 and 3CP0

Anakin and Obi-Wan in the prequels and the SE.

Darth Vader and the Emperor in the prequels and the SE.

The Stars Wars Saga (NOT the OOT) seems to be Allegorical Tale of Coming to Terms with Homosexuality, but I do not care.

The G-canon Star Wars of today is more likely gay, but who cares.

The real question is which movies in Hollywood movies are not gay seeing most people who work in hollywood films are secretly gay.

Now, if you mean Star Wars at it's WORST historical point: then that is 1997 to today and more likely into the future.