When a wild Jessie has a small smudge on her face because she was cleaning her yard and accidentally wiped the back of her had on her forehead and the dirt from her labour stuck
When a woman is on her hands and knees, with one guy getting her from behind and 2 guys slapping her in the face with their penis. The guys rotate until she's got all 3 guy's cum on her face.
Me and 2 of my buds gave my wife a Dirty Jessie at the Moscow party last week. Her face was covered!
A dirty Jessie happens when you trip on acid and fall in love with a shoe box, so every time you pop your back after your trip you have the temptation to fuck a shoe box named Nick.