When a man thrusts his penis between a woman's large, soft butt-cheeks, eventually ejaculating on he back. Similar to titty-fucking, but with the butt-cheeks. No penetration, just a jack off with the cheeks.
I got up behind her and totally pillow topped that bitch. I was pillow topping her again and again, then blew my wad right up her back.
by jediracer July 06, 2010
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A over-weight but attractive girl.
She was really cute when she was a freshman, and since she's put on a few extra pounds she's become a total pillow top.
by Cannon Ball August 26, 2008
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The effect that occurs when a woman wears a bra that's a cup or two too small for her thus forcing her boobs to pillow above the edge of the cup creating deeper cleavage than normal.

A more elegant term for quad-boob.
That gal's bra is slightly too small. It's pushing her boobs up and giving her pillow top cleavage.
by TongueTiedGuy November 17, 2012
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A lifestyle of ease and simplicity where one lives without worry or concern. In most cases this lifestyle was inhierted and undeserved.
That fool be livin that pillow top mattress life and he's never worked a damn day.
by Mr. Grindle October 26, 2018
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A set of abdominal muscles, well-developed but hidden by a layer of fat 3/8 to 1/2 inch thick, just enough to hide the six-pack. May progress into Dunlap Disease, depending on eating habits and level of physical activity of the owner.
Hey Joe, if you're gonna compete in that bodybuilding contest, ya gotta lose the pillow top six-pack!
by Socrates52 July 30, 2011
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Pillow top is a group of immature teenage boys who think they're cool and a transetter but in reality they really just don't know how to be a decent person and could care less about anyone about anyone. They're shady and shitty, and will more than likely cheat on you.
For guys*Wow, look at the pillow top boys.

for girls* she acts like a pillow top girl #cheaters #shady #unrealistic #irrelevant #laughable #joke
by Basket case January 28, 2017
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Guy 1: Man, she was so hot when she was a freshman, but I heard she put on some weight.

Guy 2: Yeah she did, but she's still a total pillow top. I'd definitely fuck her.
by Cannon ball September 26, 2008
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