I could understand it if this film had been made in 1975, or 1985, or even 1995. To think someone would actually make this in 2005 is not to be believed.
It is the story of a 29-year-old gay unemployed actor looking for love and meaning in his life. James, the actor character, can only be described as a shlub so lacking in any positive attributes that we not only have no empathy for him, we start to wish he would just shut the F up.
This movie consists primary of James whining about his life. Whining and whining and whining. He has a fag hag who's nearly as shrill as he is, and the cause she's involved in was so poorly described as to be unintelligible to me. His best friend is the stereotype of a stereotype. There is nothing in the relationship between the best friends that reveals any reason for them liking each other.
The dialog is meant to be witty, clearly, but nothing struck me even remotely funny, or even original for that matter.
I can usually find something to admire in a gay-themed movie. But I can't think of a single thing I liked about this movie. It has absolutely NO redeeming qualities.
Unless you are a gay filmmaker who needs to see what NOT to do, 29th and Gay is a complete and utter waste of time.