When you are fucking a girl doggy style right before you pull out and cum in her face, you stick your dick in her ass and then you cum inside her anal canal.
"Me" Dude I gave Sam an Anal Cream Pie Surprise last night, it was amazing!
"Friend" Dude that's gross!
when you un-expectedly jizz in a girls asshole, and then it leeks out.
or you whip it out of her ass real quick and unload a full clip in her face and give her a free facial that she was not prepared for
Jill: uhh!...the other day, dave gave me a cream piesurprise!
The act of not ejaculating for an amount of time necessary for the semen to become chunky (like oatmeal), and then engaging in anal or vaginal sex until ejaculation.