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1.
When a girl pushes her boobs together and a guy sticks his penis between and jacks off.
I gave Lauren a pearl necklace last night when I cleavage fucked her!
by Justine Smith September 26, 2004
 
2.
v. When the male sticks his penis directly into a girls "cleavage" aiming the head of his penis at the crack inbetween the girls nipples and fucks her tits.
"Dude!?, I Cleavagefucked my girlfriend hardcore last night down deep inbetween her cleavage while she was wearing her bra and very low cut tanktop and had a massive cumshot that ended up all over the top of her tits and both her bra and tanktop."
by Cleavage_Fucker October 22, 2009