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Dick-hole Pickle Jerk 

The act of two guys having sex, and the position they're in is that the top one is fucking the bottom, while the top jerks them off. Unlike similar situations, where the bottom does some of the work to make them cum...the top does all the work in order to make both of them cum.

A typical practice of this is when the top not only continously jerks off the bottom, but cum deep in their ass as much as possible. Usually trying to sync up both for peak pleasure.
1: Hey honey, how do you wanna fuck tonight?
2: How about we do a dick-hole pickle jerk?
1: That sounds so hot...so who's the bottom?
2: You already know the answer...( ͡° ͜ʖ ͡°)

pick a hole 

v. To choose between one of a multitude of options. Often used as an imperative, with the addendum "and fuck it."
Tom--"We have three urgent deadlines on Friday and I'm not sure which project to attack first."

Becki--"We are running out of time--pick a hole and fuck it."
pick a hole by focusness June 23, 2008
Where men pierce their penis to allow them to pee and ejaculate.
Hey man I gotta go to the bathroom so I can do my pick hole.
Pick Hole by Blowfisch March 26, 2021

Pickle in the Stink hole 

What you yell out the window at females while driving to or from a
College football game. This helps judge her interest in anal sex.
Hey babe you want a pickle in the stink hole?

She is walking funny. I bet She had a pickle in the stink hole!