When i first started seeing my current girlfriend, i stayed over one night. we went out in the rain and got soaked. when we got in, i had to wear a pair of her pyjama shorts and a t-shirt.
Lets just say, ladies pyjama shorts are not designed for men.. [clears throat]
She found it very amusing
I wore tights once as part of a costume for a wedding (yep themed wedding). There is no space in them for your manhood. Someone afterwards told me that you could buy male tights which would solve the problem. I wish I had been told this beforehand.