cherry-popper

(transitive, slang) To take the virginity of (someone).

(slang) the loss of a girl or woman's virginity.

Crude but widely understood slang for losing one's virginity, historically applied to girls and women but now used more broadly for anyone's sexual debut. Beyond the literal sense, 'cherry-popping' has expanded metaphorically to mean any first-time experience that breaks a significant personal barrier — a first skydive, first tattoo, first visit to a city. The extended figurative use is generally playful and not considered especially offensive in casual conversation.

(slang, vulgar, uncommon) One who stimulates someone's genitals using their fingers.

(archaic, slang) A man who amorously pursues women; a womanizer.