To go down on a chick only to discover she has just had her period all over your mouth.

End effect looks as though you've just eaten a bowl of spaghetti sauce.
Damn girl watch out with that thing, you're giving me the dolmio grin.
by SiniStar! February 9, 2005
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A Chelsea Grin (also known as a Chelsea Smile or a Glasgow Grin) is an act popular among British gangs which involves making a cut from the side of someones mouth all the way up to their ear. Due to the cut, it appears as if the victim is smiling. Thought to have originated from Glaswegian criminals but became popular among British football hooligan firms, in particular the Chelsea Headhunters.
Dennis: Let's give this cunt a Chelsea Grin!

Darren: Yeah alright, we can use the knife my mother got me for my birthday.

Cunt: Please, no, not the Chelsea Grin, anything but the notorious Chelsea Grin!
by badboyCHANCE October 30, 2012
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A smile so big and beautiful and wonderful that it makes everyone else happy
She has a big doofus grin
by Billy2156 June 12, 2020
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The smile given by a person who seldom smiles or laughs and has no sense of humour.
Hey did you see angry Greg pop out a yorkshire grin?
Yeh thats a rare sight!
by Im in your head boi March 7, 2018
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The facial expression of satisfaction and relief displayed when you dig up in your old booty hole and scratch that wicked itch.
We knew Don was diggin’ his hemorrhoids cause his arm was round his back and he had that pickin’ grin.
by Eaton Holgoode February 5, 2018
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an overly large, or irritatingly smug smile, showing an excessive pride in oneself or one's achievements
her husband was wearing a shitty grin, thinking he had won
by DTinLA April 20, 2011
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Hiigaferb: "Listening to sonnet of the wretched, by chelsea grin, makes me cum blood."
bob "EW SAMEE AJWEANWUAREBEC"
by poopscoop12 November 12, 2010
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