Teabag pocketwatch 

When you teabag a person in the sun and hold your dick up like a sundial.

Hit this person with a teabag pocketwatch and it was 3:30 with a chance of sweaty eyelids

Teabag pocketwatch by Tampon snapback June 27, 2019

pocket-watch 

Nosing around in another person's financial none-of-your-damn business.

"... Why would you wanna pocket-watch me?" Marshawn Lynch asked.

Pocket-watch?

"Your eyes is on my pockets—you wanna know about my money situation," Lynch said.

pocket-watch by gfmack13 June 9, 2016

[Pocket Watch] 

To speculate about how much money someone has or earns

I swear he can’t be getting more than £200/£250 a gig? He earns more than you think! Why do you have to pocket watch?

[Pocket Watch] by GhostDS June 15, 2019

Pocket Watch Peep 

Big Baller$

Said youngin perfectly embodies the dictionary definition of a member of the organization and ultra- highclass pocket common referred to as the pocket watch peeps. For this child of principal, ethics, and morals is of the gentleman variety. The afformetioned boy also demonstrates sophistication, and is said to be as punctual as a pocketwatch.

Pocket Watch Peep by UpperclassElitest June 5, 2018

ghetto pocket watch 

a cell phone carried only for use of its clock after the cell phone company has cut its service.

my check to verizon bounced, so now i have a ghetto pocket watch

ghetto pocket watch by randombufalo July 26, 2009

21st century pocket watch 

A cell phone, especially one with no service, a low-end model, and/or one with a flip form factor.

Note, however, that this doesn't refer the pocket watches douchey steampunks wear to be cool.

Prima: Do you happen to know the hour, perchance?
Secunda: I will presently; allow me to consult my 21st century pocket watch.

21st century pocket watch by franq December 4, 2010

Kansas City Pocket Watch

A combination sex act/pickpocket move in which you get a mark drunk enough to fist your asshole without removing his/her jewelry. Then, using muscles that have taken years to train, you steal the mark's watch/bracelet/rings. As soon as you have the desired items stowed away, you create a distraction like squirting a little liquid shit on the mark's forearm. While they rush to the bathroom to clean up, you get dressed, say that you're not feeing well, apologize and leave.

You: So, did you and that girl hookup last night?
Friend: She pulled a Kansas City Pocket Watch on me, bro!
You: No way!
Friend: Man, that was a $3500 watch and I'll miss it, but bro, that pinky ring belonged to my grandfather!

Kansas City Pocket Watch by assbucket July 31, 2013