[vanishingpointe]

Just like it sounds, I'm looking for songs about down and dirty bastards, losers, and ne'er-do-wells for my street campaign of loveable losers.

I've already got a small start:
Cage the Elephant-Ain't No Rest for the Wicked
Stealer's Wheel-Stuck in the Middle
ACDC-Dirty Deeds Done Dirt Cheap

[emsquared]

These are probably more fitting for a noir atmosphere, not sure if that's what you're going for but... they're all very good songs to boot.

Bruce Springsteen - State Trooper
https://www.youtube.com/watch?v=nU5MyNuBdhg

the Slickers - Johnny Too Bad
https://www.youtube.com/watch?v=lRm7j2UL3YY

Neko Case - Deep Red Bells
https://www.youtube.com/watch?v=ScT9eo5cljk

Probably just about any song from the Nick Cave and the Bad Seeds album "Murder Ballads" (and many other NCatBS, or Grinderman songs), but especially...
... Stagger Lee
https://www.youtube.com/watch?v=lneSAju-Xtc

Bob Dylan - Isis
vimeo.com/61341838

David Bowie - Running Gun Blues
https://www.youtube.com/watch?v=9_HvShbBEfE
OR Man Who Sold the World (not explicitly about a ne'er do well, but you get that vibe)
https://www.youtube.com/watch?v=HSH--SJKVQQ

Modest Mouse - Cowboy Dan
https://www.youtube.com/watch?v=RPI1xj3y7vw

Again, this isn't explicity about a bad guy, more the victims, still very good atmosphere.
Decemberists - Odalisque
https://www.youtube.com/watch?v=cdxA8WtB5XA

At the Drive-In - Invalid Litter Dept., similar to Odalisque, more about the victims, very atmospheric
https://www.youtube.com/watch?v=8wR1MVdDmUA

Velvet Underground - I'm Waiting For the Man
https://www.youtube.com/watch?v=5onJK2xJ52o

Echo & the Bunnymen - Killing Moon, yet again, not explicitly about a bad guy but gives the vibe
https://www.youtube.com/watch?v=LWz0JC7afNQ

Magnolia Electric Co. - Werewolves of London (Warren Zevon cover)
https://www.youtube.com/watch?v=jzh1xMY087c

Tori Amos - Me and A Gun, heavy heavy song
https://www.youtube.com/watch?v=8xjlWFjX1Yw

Pretty much all of these are for a Halloween play list I made once...

[Lusis]

Johnny Cash - A Boy Named Sue

[ZeConster]

The Heavy - Short Change Hero; an catchy melancholic song about the world you're in
https://www.youtube.com/watch?v=P1QUZzeZoPQ

Bob Dylan - Masters of War; bit of a theme song for the anti-corp runners
https://www.youtube.com/watch?feature=player_detailpage&v=Mvr72uTd7kc#t=60

Danzig - Mother
https://www.youtube.com/watch?v=vgSn0SbQJQI

Electric Six - Naked Pictures; your rich Johnson's theme song
https://www.youtube.com/watch?v=uCHFheoYyow

Kane - Rattlesnake Smile
https://www.youtube.com/watch?v=kycmnR7SD_o

Bon Jovi - Wanted Dead or Alive
https://www.youtube.com/watch?v=SRvCvsRp5ho

Band of Skulls - Patterns; for the serial killers among you
https://www.youtube.com/watch?v=4QnjsHEvaaI

Creature Feature - A Gorey Demise
https://www.youtube.com/watch?v=ROyQjQ6iR1I

Dope - Die Motherf**ker Die; something for your heavy weapons guy
https://www.youtube.com/watch?v=qiMaOmDtaYI

The Offspring - You're Gonna Go Far, Kid; with a thousand lies and a good disguise, hit 'em right between the eyes
https://www.youtube.com/watch?v=XjW4_OlhKfo

Toto - She Knows the Devil
https://www.youtube.com/watch?v=4o5nBm2-zYs

Placebo - Infra-Red
https://www.youtube.com/watch?v=eg3PusV3DTc

[Lusis]

INXS - Devil Inside

[TeOdio]

Just about half of the Warren Zevon catalogue...

[PiXeL01]

Beastie boys - sabotage.

[Patrick Goodman]

Warren Zevon -- Yeah, whoever said about half his catalog had it about right. I'm particularly fond of "Mr. Bad Example" and "Lawyers, Guns, and Money" for this category.

David Bowie -- "Dead Man Walking"

There's more, but I'm sure not having much luck thinking on this particularly narrow theme at the moment.

[grid_hopper]

Eminem. I don't listen to that type of hip-hop myself, but pick one to your liking....

[Carpool]

Genesis - "Just a Job to do"

[Patrick Goodman]

Another Warren Zevon song, surprised I missed it earlier: "Excitable Boy."

More as they occur to me.

[Patrick Goodman]

Tony Carey, "A Fine, Fine Day"
Aerosmith, "Janie's Got a Gun"

[celondon]

Oingo Boingo's "Only a Lad" -- http://www.youtube.com/watch?v=lvLxnOx0tzw

[Carpool]

For when you're rigger is a total pyscho  https://www.youtube.com/watch?v=nU1VfYYKMDk

[TeOdio]

Another Warren Zevon song, surprised I missed it earlier: "Excitable Boy."

More as they occur to me.

I had a buddy recreate Roland the Headless Thompson Gunner as a Spirit of Man hitman for the mob. Priceless. Love Warren Zevon.