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
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
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.
2. You're holding my hand, Chuck. You sly dog.
by NormalPerson556 December 05, 2018
by fantasticnat March 04, 2008
a shifty-eyed individual would be best described as a "sly dog"
by MoFo April 08, 2005
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
-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 07, 2005
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.
by Hustle young June 16, 2016
The act of putting a hot dog (or bratwurst) into the freezer overnight, coating it in lube, and using it for anal masturbation.
Mom: Why did your brother put hot dogs on the grocery list, I thought he was vegetarian?
Sister: I think he is going to be doing a sly dog tonight.
Sister: I think he is going to be doing a sly dog tonight.
by 2gangster4u August 22, 2022