Popping a cherry is a common phrase used to describe a female (in most cases) losing her virginity. Closely related to how the hymen rips, or tears, or breaks during first sexual contact.
"Poppin' a cherry" or "cherry-popping" is the slang term for a male deflowering a female with an intact hymen, i.e. a virgin. The small amount of blood that typically results when the hymen is...