1. A baked good consisting mostly of a flaky crust and a sweet, cherry-flavored filling. Sometimes, a whipped topping will be added, but this is not always the case.
2. A virgin's vagina.
2. So, I was fucking the shit outta this bitch right, and she starts screaming all loud and shit. She was all acting like it hurt. And I was like, "Shiiiit." I mean, I knew that pussy was tight, but I didn't think it was no cherry pie.
Matt:"After I got her a couple of wine coolers we headed to her place and there's nothing better at the end of night then some cherry pie."
Cherry pie can also be abbreviated to cherry, which in turn can be used to describe a girl, or group of girls.
(Popularised by the British Channel 4 TV show Fresh Meat
Kingsley: Yep me and Josie got it on.
JP: Lucky you, she's some nice cherry
Sugar, nah-nah-nah sugar plum, sweet as they come
Give me nah-nah-nah give me some cherry, cherry pie.
I'm going to my girlfriend's house to eat some Cherry Pie!
Little Jack Horner sat in the corner eating his girlfriend Mary's cherry pie.