When you actively thrust your penis into your partner's head while receiving a blowjob. If you go too deep, it can trigger a gag reflex.
"She went down on me last night, but I got a little too excited while head-fucking her and she gagged."
by shadya_pervytra April 18, 2015
1. To over-think to the point of confusion
2. To have thoughts of random things circle in your head
3. to have someone have sex with your face, and or eye sockets
"Ive been thinking about this whole thing to much and im just head fucking myself."

Or "Some guy head fucked me last night and I have sore eyes".
by Jameslikesbex September 2, 2006
when something fucks with your head. Your head is probably fucked if you're looking this up.
by paulTheMajestic March 6, 2013
The feeling you get when an idea or concept is beyond your understanding. Also used to describe the idea or concept that causes head-fucking.
"You know that painting by Dali with the elephant with the giraffe legs? That gives me a serious head fuck, man."
by Mr Ben February 10, 2005
A concept that you can't get your head around so you just sit there and do the verbal & mental equivalent of "?".
by w00t April 2, 2004
Someone you fancy (or use to) who knows you do, and just strings you along and fucks with your head or texts you when your happy

Aka harry henderson
Mate that harrykid always texts me when I’m happy what a head fuck
by Hhhhhdawgy January 29, 2018
a grotesque act of reminiscing one's earliest day by burying the whole head into a woman's womb, through the vagina.
i wonder if head fucking is possible.
by misterO July 30, 2003