Definitions by TRD1437

Cherry Squeeze-it 

When a male anally penetrates a woman so aggressively that the skin around the anus breaks and bleeds, covering the mans penis in blood. When ready to ejaculate, the man removes his blood-covered member and ejaculates onto the womans face and breasts.

Her ass was so tight, I couldn't help but give her a cherry squeeze-it.

Cherry Squeeze-it by TRD1437 October 21, 2010