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chalking it 

At the start of intercourse you rub the tip of your penis on the women's vagina. Also spitting on it or licking fingers and rubbing on the tip to add moisture.
I was chalking it about to nail her and she stopped me and asked what her name was.
chalking it by big bend November 16, 2011

chalking the pool stick 

A (male) gay sexual term meaning to place an erect penis around a partner's anus and getting a dab of fecal matter on the tip then knocking one testicle with the fecal dabbed penis into the other testicle as one would with a chalked pool stick in a game of billiards.
Marty: Hey Steve, did you have a good game of billiards last night?

Steve: Yeah, I really had fun chalking the pool stick and knocking Richard's balls around.

Marty: That's what I call a good game of slop!

Chalking the Poolstick 

When one individual is having sexual intercourse with another individual who is under the height of 5'.

And that the individual lifts the short individual onto the erect penis. It is called, chalking the pool-stick.
I was fucking this short girl last night, you could say I was chalking the poolstick.

Chalking up 

To dip the end of your penis in a bag of cocaine
Chalking up, the only way I let the misses do coke
Chalking up by Tom foolery October 20, 2014

Chalking the Nose Cue 

The act of being so into a 69, your nose enters her rectum, causing a brown rub on your nose tip...
"Dude, Christine had me so into 69ing with her last night, I didn't realize how much I got into her; I chalked my nose cue..."
"Mark, that is REALLY Chalking the Nose Cue}, it's still there! WASH YOUR FACE!!!"
Chalking the Nose Cue by DirtyMark27 December 11, 2017

Chalking Around 

The act of putting or drawing chalk in places.
“Kayla” is chalking around right now using all the colors.
Chalking Around by Pokémon91 September 11, 2023