A sneaky, devious, or just plain lucky chap who manages to be sneaky, devious, and lucky in an endearing way. Often used as a term of admiration.
"Hugh Hefner is the only man alive to have slept with Marilyn Monroe, Barbie Benton, Anna Nicole Smith, and Pamela Anderson - at the same time! The sly dog."
by Ashley Pomeroy April 11, 2007
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1. a person who can sneakily throw a log at a supervillain who is monologuing

2. a young boy who recently served horrible Thanksgiving food, and is holding hands with his aggressive critic
1. You sly dog! You got me monologuing! (while laughing) I can't believe it...

2. You're holding my hand, Chuck. You sly dog.
by NormalPerson556 December 5, 2018
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someone who is tricky and devious but ridicously handsome
Oh, NL, that sly dog.
by fantasticnat March 4, 2008
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a shifty-eyed individual would be best described as a "sly dog"
omfg George is such a fucking sly dog
by MoFo April 8, 2005
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Someone who goes out of their way to screw you over, often doing so in a generally gay/homosexual manner which induces anger.

-Defined elitely by DarkGrieverX
"Man what the FUCK? Peter the fag and the Sly One are so fucking gay, they slept together in the same bed and still don't admit they are homosexual, those SLY DOGS."
by Leo The ELITE April 7, 2005
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A person who is slick and makes hard things look easier than what they are. A sly dog is also someone who is good with sweet talking the opposite sex.
Tony is a sly dog. Did you see how he got Ashely's number then when and kissed Jada.
by Hustle young June 16, 2016
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A disgusting individual who steals the property (woman) of a man through conniving acts of flirtatious conversation and/or sexual relations. All women previously dated by a man are owned by him for a period of 3 months unless given express permission by the owner.

When representing a sly dog in picture form it is best to use the poodle.

Every school on the planet should have a SDRB (sly dog review board) that reviews cases of sly doggery to decide if it is a true example of sly doggery. Punishments include forced periods of abstinence, ball destruction, and death among other things.

When bringing evidence to the SDRB remember that picture evidence is, the best evidence.
Ben: "Did you see Alex sly dogging my girl? He practically groped her!'
Jack: "No, do you have evidence?"
Ben: "Here's a picture"
Jack: "GUILTY!"

George was getting along well until Ben sly dogged his girl. Now she doesn't even notice him.
by SDRB April 22, 2013
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