UCLA ... he asked where to go OUT. I'm assuming bar hopping was kind of the plan.
The Castro is quintessential San Francisco ... not only as an icon as the world's best known gay neighborhood, but also for it's history as a beacon for LGBT activism. I advise against Badlands. It's kinda played out. Trigger is pretty good, and I dig the Lookout, for locale if nothing else. Cafe is going to be fun because they've recently remodeled and there's a party called "Boy Bar" on Friday, so it'll be packed.
All of those bars are right off of Castro on Market Street.
I've never stayed at a hotel in SF, so ... I can't help on that front.
For things to do, just get out and start walking. Fisherman's Wharf, Ghirardelli Square, Coit Tower, all the stores in the Financial District, Golden Gate Park (which has the Japanese Tea Gardens and the De Young Museum). Really, there's a shitload to do, so ... condensing it into one day is going to be impossible. Rather, decide what kind of things you want to see and go from there.
Good luck, have fun, and play safe!