1. (adj.) An esp. stupid person who may or may not be your boss. Often associated with managers and stupid bosses, the phrase was coined in the daily comic strip "Dilbert" by Scott Adams, in which Dilbert's boss (Pointy-Haired Boss happened to be his name) had a pointy, devil-horn-like haircut and was especially stupid and over-promoted.
1. Our new mission statement is "We envision to authoritatively foster quality intellectual capital while maintaining the highest standards." Whoever made that up must have been pointy-haired.
by dvdwinter9 January 5, 2007
To twist the fabric of a shirt directly over a persons nipple without actually twisting their nipple.
Grasp the fabric located superior to a persons nipple and with a pulling motion twist the fabric causing the fabric to point outward. Thus, a Pointy Stewart has been created.
by Moustacheplaque January 11, 2012
When a guy has a dick under 3 inches. It typically ends at a point and is so sharp it can stab you. be careful on your journey into adulthood by looking out for them!
by UrB4n_L3G3ND January 8, 2020
by PartyDown904 December 28, 2016
Pointy teeth point towards the promiscuity of a woman, often in combination with tattoo's.
Women with pointy teeth are more lusty, and drowning in sexual desires.
Women with pointy teeth are more lusty, and drowning in sexual desires.
by MvChicken August 25, 2023
1. When one flexes their tongue into a "point" at the tip and then proceeds to go ham directly on the clit while giving oral. This seems to be inspired by shitty porn and not only doesn't feel good, it's an abomination and needs to be stopped.
2. One of the worst ways to eat pussy.
2. One of the worst ways to eat pussy.
by Jam Sandwitcher November 29, 2017
When you're sitting on the toilet and you feel the pain of a shit moving through your bowels in preparation of evacuation from your arsehole. When it hits, your hole feels like it's ripping in two and you're shitting an isosceles triangle.
by Gypsy Goddess October 29, 2015