[spanky (aka Lola)]

Never. Not a crossdresser. And I can't imagine it being comfortable as they don't have space for male equipment.

What nonsense! Of course they have room for male equipment--they freakin stretch after all. Sheesh! When will this old myth finally die?

For most styles and brands, very true. I have purchased a few boy shorts in which they boys slip out (or go over the net, so to speak).

For me, the discovery of the comfort of thongs was a revelation. They are my everyday summer wear. It is best if the pocket is stretchy, unless you want a tuck-assist. Like iaboy, I believe mine are shrinking a little, although sometimes one gets a little uncomfortable tucked. Keeping them tucked when I am physically active is not easy, but for some perverse reason (imagine that!) I like to tuck them at times.