Sort By:
Oct 27, 2014
Always wear boxers. Nothing so bad as sitting down while wearing briefs and feeling how you get squashed between your leg and the seam. Even worse is when you pull the trapped part from outside the briefs to the inside where it should reside simply by sitting down. I am pretty sure I am not the only one who has had this happen so I sympatize with the Dil-man.
May 19, 2014
Not a really bad one obviously, just uncomfortable.
Jul 9, 2010
How can you give yourself a wedgie by sitting down wrong?
Get the new Dilbert app!