Pudding Pop 

The action of sneaking up behind someone while they are bending over and giving them a swift, forceful, hump.

"Oh man did you see him pudding pop the waitress?"

"Totally! She dropped all the dishes and then face planted on the table!"

Pudding Pop by joellis13 September 26, 2018

pudding-pop

(v.) to rape, or to drug someone's drink with the intention of raping them. The term is a reference to serial-rapist Bill Cosby, who was both a spokesman for Jello Pudding Pops and a serial rapist who drugged women and raped them.

Amy, don't drink that! I think that douchebag pudding-popped your drink!
Poor Tiffany doesn't date anymore; she's traumatized by a freshman-year date pudding-pop.

pudding-pop by UnfrozenCaveman November 22, 2014

Pudding Pop Brothers 

Two virgins who loose their anal virginity at the same time beside each other.

Husband 1: "My husband and I totally took these two boys anal virginities."
Husband 2: "They're now totally 'Pudding Pop Brothers'."

Pudding Pop Brothers by IndigoFox March 1, 2011

Canadian pudding pop 

The act of putting your thumb in someone else's ass. Upon removal you may be left with some pudding on your thumb. The flavor of pudding will vary depending on the recipient's recent diet.

Check out the turd cutter on that chick! I would love to give her the Canadian pudding pop. I hope she had fruit loops for breakfast, eh!

Canadian pudding pop by the bowler September 3, 2014

Maritime Pudding Pop 

Immediately after performing anal sex, the act of sticking the tip of the penis in the recipient's belly button.

My boyfriend and I tried anal for the first time last night and he ended up giving me a maritime pudding pop!

Maritime Pudding Pop by Bort Himself January 20, 2020

Alabama pudding pop 

The act of having anal sex and then getting a blow job immediately after.

My girlfriend wanted to try something new, so I gave her an Alabama pudding pop.

Alabama pudding pop by Firehawk21_2001 February 21, 2014

the pudding pop 

The act of engaging in a sexual relationship with a woman who has been drugged or is unconscious.

Bill Cosby gave her the pudding pop.

the pudding pop by DeDe Parker September 21, 2016