Ping diddleshot day is on the April 15th. On this day, everyone inside the Pinewood builders discord servers, including the division have to ping diddleshot atleast once in every channel.
"Dude! Today is Ping diddleshot day! Lets go ping diddleshot!"
Someone who thinks they can dance and or constantly does the same dance or a variation of the same dance and also has more than once had drunk hook ups with someone they would not were they soberwhich they may or may not remember, possibly resulting in a child. This person may also have a resounding reputation as a creeper when in fact it is not actually true, they just come off that way.
To twiddle your diddle stick means to masturbate, but your penis is very thin, and almost like a stick, but you don't have any lubrication, so you have to smack it back and forth with one hand, as if you're twiddling it.
Person 1: I'm going to twiddle my diddle stick tonight!!