> How about pinkfestchicago.com?
Yes, if some sugar-mommy can conjure up the $$$$$ for it, yes, it's possible.
The .com TLD is most definitely the highest on the pecking order. That's the good news.
It's also quite a bit longer than the "naked" pinkfest. Some will say that brevity trumps TLD, some will say it does not, and "it depends" is also a thought here. (Reading the gazillion of "domain name best practices" pages out there will be left as an exercise for the studii.)
> I assume we can have more than one and redirect.
It can be a redirect, or it can be a simple alias, which is easier to set up on the server.
One thing for any potential sugar-mommies to think of is that a domain name is the gift that keeps on giving, as in to the domain registrar! Once a domain is live and points to a viewable page, people are gonna bookmark it and other sites will (hopefully) link to it. Should that domain expire (as in nonpayment) the site attached to it goes dark and all bookmarks and links to it break, which is most definitely a Very Bad Thing (tm).
I also grabbed pinkfest.net and a couple of others for reserve for the minimum term. I'm thinking of such cases as rating services and firewall administrators who might downgrade or block .lgbt domains. I'm not going to deploy them, however, until I'm sure we want to use them and keep them, for the reason cited above.