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1. headfuck
Someone you fancy (or love), who knows you do, and just strings you along and fucks with your head.
Toadie mate, be careful, that girl is a headfuck
2. Headfuck
A difficult or awkward situation with no obvious correct course of action, literally something which fucks with you head.
"I slept with my girlfriend's identical twin sister without realizing and don't know whether to tell her or not, it's a complete headfuck"
3. headfuck
A headfuck is a person who spends all hours toying with peoples minds.

This is usually done in practical joke form.
Shit, the police are the door. Oh no, it's just Leon being a headfuck.
by Younghenry May 3, 2005 add a video
4. headfuck
when somebody's confused, confuckinfuzzled and is tryin their hardest to think, like when u get a stupid equation that makes no sense in 4th grade at school, the sort that mashes yer brain up so.. its a headfuck
a: " my mum, sed that her mum, didnt like his mum, coz her mum,told mr beaken that his, mum didnt like my mum, coz i told mr beaken that i liked greenhippo's so he told mrs beaken who's her mum....."
b: " wow headfuck!!!slow down blondie, say again"
5. headfuck
v: When one sticks their head inside a woman's vagina (similar to fistfuck, only with one's head)
"That Liza has such a huge pussy that I could probably headfuck that bitch."
6. Headfuck
The feeling of the world swimming before you, usually after consuming large amounts of alcohol.
Dude, I have such a headfuck from last night!
7. Headfuck
V. When a male sits on the females shoulders and thrusts the erect penis very hard against the back of the females head and also when the male slides the erect penis all over the top of the girls head.
"He sat on her shoulders, and got to Headfuck her with his erect penis against the back of her head very hard and fast till he came all over the top of her head."
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