Re: It was a big old mess
He's referring to the song by Tone Loc, which in turn references a mythical drink with aphrodisiac effects. In the song, indescriminate use of the drink leads to hijinks which at one point involve a dog.
What I believe the poster above you was referring to in particular, is the verse that includes the line;
"But when she got undressed it was a big old mess; Sheena was a man."
It's not clear from the context whether Sheena was a transvestite or a pre-op transexual, but either way Mr Loc made his excuses and left. And I quote; "This is the 80s and I'm down wit da ladies!"
He later goes on to explain that the episode taught him a valuable lesson about not dosing his dates with what amounts to a sophisticated date-rape drug, while nevertheless remaining a blissfully unreconstructed 1980s stereotype.
I hope this helps.