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sharpening the pencil 

the act of when while a girl and a guy are having sex the guy lays down and holds his dick straight as she spins as she goes up and down.
Yo dude me and that girl were sharpening the pencil last night.
sharpening the pencil by big mike5334 September 26, 2010

Sharpening the pencil 

when a girl with braces sucks a guys dick and it cuts his skinso his penis starts bleeding.
Wow. i heard that beety was sharpening the pencil.

Sharpening the Pencil 

When a guy inserts his penis into a girls tight pussy and fucks her until they both cum, making the guys penis sharp like a pencil. AKA- Sharpening his pencil.
Guy 1- hey how was your girl last night?
Guy 2- great! i was Sharpening The Pencil, if you know what i mean!
Guy 1- ah you're so lucky!

Sharpen the Pencil 

Adjective. masterbaition that is lame or not a pleasurable experience
Sharpen the Pencil by Turtlepie November 29, 2016