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a pillsbury homeboy is a heavy set gangster
damn look at that big ass gangster dude hes gotta weigh at least 350 he must be a pillsbury homeboy
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noun; A car which is used to drop off victims at a hospital or police station. The vehicle usually drives into the ambulance bay, or to the front of the hospital, where the patient is pushed out, and the 'homeboy ambulance' leaves quickly, without making any contact with hospital staff. Most patients dropped off by these 'homeboy ambulances' are gang members or hookers. Usually seen in urban areas and county hospitals.
"We have a 17 year old gunshot victim, just rolled in on a homeboy ambulance"
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To sleep with a woman once or several times, but never get serious with her, basically doing what a man whore does.
"dude, i so wanna pull a homeboy on that chick!"
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One of many ways guys greet each other, begins with a handshake forced into a quick body slam/hug
Them boys be doin' homeboy hugs between classes.
A particular bum, hobo, vagrant, transient, or beggar who you've befriended or regularly donate to in your hometown.
That dude holding the "down on my luk..." sign outside the co-op is my hobo homeboy. I'm always happy to give him some change.
Stealing that TV landed Dewayne straight in the Homeboy Hotel.
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A gifted, highly psychic private detective who needs very little to know what's going on, what's gonna happen or what already happened, it usually plays out exactly how he thought it would and he doesn't even have to be there to witness it. He likes to experiment on his homie, Watson's dog, Gladstone for science, drink embalming fluid and other exotic beverages and got the hots for some professional femme fatale thief.
Sherlock Homeboy