So I'm going to volunteer to Cruise for Dean during gay pride.  But I've been asked if I want to be a "street captain." Especially at night.

I have no idea what that is. Images of wearing an eye patch with a parrot screaming "Howard Dean! Howard Dean!" on my shoulder. And something will have to get pierced.

Will it help my chances with the blokes?

I've actually seen an increasing number of guys walking around the Castro with parrots on their shoulders. Piercings, no eye patch. No idea if they've trained them to scream "Howard Dean" yet.