Boss Boston

Boss Boston character design illustration cartoon black and white cartoon daily mobster sketchbookjack bowler hat ivy league vest fat

Boss Boston

(In the style of Limerick)

Boss is a gruff old mule,

and hails from true old school.

He puts on his best,

and puts the test,

the power of his mobster rule.

Blackmail to a government snitch,

Boss demanded to be instantly rich.

Snitch took up his offers,

cleaned out the town coffers,

all with the flick of  a switch.

The city’s a mess, all in unrest,

the cops come to make an arrest.

But who’ll do the time,

for plotting the crime?

No one suspects the guy in the vest.

His daddy was smart, and once he was taught

follow two things and never get caught:

Have friends in high places,

and cover your bases,

then sail away in your yacht.

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“The Box” Burlington

cube box square head bowler hat daily mobster vest bow tie cartoon character design burlington illustration gangster

“The Box” Burlington

Burlington  is the owner of the restaurant on the corner.

No tricky business here, he bought it fair and square;

he was just thinking outside the box, icebox that is.

Everything outside the icebox is legal.

But for the owner of a restaurant, I must say

“Box” is a little rough around the edges.

I can’t say he’s very well rounded,

but don’t get me wrong, he ain’t no square.

Baby Face Morten gets the cubed steak and  The Mayor

loves the linguine squarciarella, the house specialty.

It’s cooking in the kitchen, like ninety degrees hot.

Just don’t get sent to the icebox.

Tommy “Buttface” Jones

tommy_buttface_jones_daily_mobster_illustration_character_fat_big_chin_little_hands_tie_gun_sketch_design

Tommy “Buttface” Jones

Some call it dashing, heroic you might say.

Others say it comical, crazy, absurd.

If you think it looks strange, see the x-ray!

The line between “defined” and “abnormal” is blurred.

As a child he was teased, bullied, he’d squirm.

Butthead, buttface, and butts were all heard.

Older brother, Theo, inventing the term!

And despite, his manner is calm and reserved.

But Tommy has a penchant for righting the abused.

An eye for an eye, revenge is transferred.

Some say it noble, and often excused.

Others say it evil, use of law is preferred.

The bully of bullies, a cause and effect,

his own form of justice, faithfully incurred.

A tortured child grows big, what did you expect?

Tommy, the “Buttface” is indeed, a rare bird.

See the making of this character at SketchbookJack

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