Filling the Cherry
When a girl who is a virgin has sex for the first time with a guy. A piece of skin inside of her vagina is moved once the guy has "put it in". Making her bleed. When your cherry is popped you only bleed the first time. If the man is a virgin as well, this piece of skin is replaced by the foreskin of the man. In this rare occurrence it is possible to pop a girls cherry a second time.
When a virgin man and woman climax at the same time, it is possible for the man to start 'filling the cherry' if the cherry has just popped.
Chocolate Filled Cherry
An action following anal sex where the male removes his penis from the his partner's anus, and inserts his penis into his/her mouth. Following this action, the male promptly punches his partner in the mouth, causing his/her blood to cover the fecal matter in her mouth.
I gave that girl the chocolate filled cherry!