The instance when your dick is trying to enter a busted up vagina and the flabby labia fold in on the vaginal entrance so your dick can't get in but is just hanging out wearing a "sad hat" of floppy pussy folds.
Last night I was hanging with that ho Jessica and when we tried to have sex, I couldn't get my dick in her pussy cuz those nasty meat curtains just folded up on my dick like a sad hat.
by Taintamount December 2, 2016
Get the Sad Hatmug. When there something that’s depressing or sad and you don’t know what to say or the situation is complex.
by Sadshit March 17, 2020
Get the sad shitmug. by Mich Hawaii May 10, 2006
Get the Sad Daymug. by BlueStripes March 15, 2019
Get the Sad Daymug. When you masturbate to some shitty porn so when you ejaculate your cum leaks out, instead of shooting out, as if your penis is crying at how bad your taste is.
I watched some pretty bad porn today and had a sad cum, man I wish it would shoot out like it used to.
by Spaz69 October 22, 2014
Get the Sad Cummug. A brother to Strong Bad and Strong Mad, and a character who goes along with the famous Homestar Runner. Has elephant feet, a spheric body, and is gray. Also has very good penmanship.
by Veronica January 5, 2005
Get the Strong Sadmug. by yeezywhat'sgood June 6, 2017
Get the sad foodmug.