The act of a female performing deep fellatio on a male while wearing heavy mascara and/or eyeliner. The depth of the act may initiate the gag reflex causing her eyes to water, resulting in her mascara to run down each cheek; thus, resembling a sad clown when she looks up at you.
When a ladie is giving you "head", before you get off, tell her you have crabs and when she backs her head up and widens her eyes, you blow your load in her eye so she looks like those pictures of sad clowns
John: Dude you should have been at the party last night
When you are ready to cum after a blowjob, come into each eye of your lover, making him or her tear up and have cum dribble down their eyes. Then punch them in the nose, making a red bloody nose, resembling a sad clown.
I busted Betty cheating on me, So before I dumped her bitch ass, I made her a sad clown.