An expression used to describe an event that made a large negative impact, with other smaller events often leading up to it.
When she told me I had to wear a woolly hat during sex, it really cut the grass and I told her to fuck off.

They put me on hold for 45 minutes only to tell me I had to contact a different department. That just cut the grass and I decided to change suppliers.
by Shmueliyahu October 14, 2010
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Preparing something so that it only has the finishing touches left. Derived from first planting seeds, watering the lawn and then, finally, cutting the grass.

When there is only 10% left of being complete, that part is the cutting of the grass.
1. I had gotten through nine out of ten questions on the test, I was ready to cut the grass.

2. So I took out the chords, fixed up my guitar, learnt the song, then I spent an hour cutting the grass to make it perfect!

3. She picked up milk and eggs at the store, I mixed the pancake batter, and then we both cut the grass.
by Holden C. May 29, 2006
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To take a shortcut, particularly by walking across an indefinite path.
We won't be late for Alpha Dog if we cut the grass!
by My Peacoat's Too Small January 22, 2007
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When someone attempts to pick up your woman.
"Am I cutting your grass here mate?
"Nah, all's good, we jus' friends."
by Diego September 16, 2003
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When your friend sleeps with your girlfriend, or when your friend successfully pulls the girl you were trying to pick up.
I went away for the weekend, and when I came back, I found out the bastard had cut my grass.
by littlevoice August 27, 2006
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To thin out the circle of people you associate yourself with and reveal the "snakes in the grass"
I've been cutting my grass recently since the money came to me
by sxttx August 3, 2015
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Getting/flirting with someone who your friend has already gotten with or 'shotgunned'.
Girl 1 admires boy 1
Girl 2 gets with boy 1 (cutting someones grass)

Girl 1 to girl 2: How dare you cut my grass!
by whatababeiam August 15, 2010
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