A female deliberately failing to tell a dude that she's on her period before he proceeds to go down on her.
"I was pissed off at him for that Strawberry Shortcake he gave me last week, so I gave him a Cherry Surprise."
by Rizzle213 December 28, 2006
while the male is positioning his penis between a womans heaving bosum and then he proceeds to ejaculate on the females face and then punches her in the nose and yells "surprise".
my bitch called the cops after i gave her a cherry suprise last night
by matt oyler November 14, 2003