If there's a gutter comment that can be made about the men's or women's underwear, I'm making them to trusted coworkers. I'll make the milder ones to guests that can clearly appreciate it.
On the PG side of things, if there's a group of people having fun about potentially trying on something (like a guy putting on a dress) I'll join in. Cracking jokes with guests does make the day faster and more enjoyable.