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Uploaded: April 19, 2009
Artist: Dawn
Difficulty: Intermediate  Intermediate Skill Level
Steps: 7
Updated: April 30, 2010
P.O.V: Front
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Now that I have submitted some cool tattoo drawings, let's move onto something that I think everyone would like to learn how to draw. Now for those of you out there that are allowed to watch movies that contain mob families, and stories about wiseguys, I have a special treat for you. This next tutorial is going to be on "how to draw gangster", step by step. The reason why I have included three titles to call this character is because that is what they are called. There is a popular game that you can play on MySpace called "Mobsters". I have a mob family and I have so much fun playing that game. Movies like “The Godfather” is about a main mob boss and his family. Mobsters are labeled as being a crowd or family that you don't want to mess with. They contain made men, hit men, lots and lots of guns, connections with authority, and much more. Mobsters are depicted as being Italians which is basically stereotyping Italian people. Now if you like movies like “Goodfellas”, then you would call these men “wiseguys” or “gangsters”. Wiseguys and gangsters are men that work for a mob boss like “Paulie” in the movie. They are not always pure Italian, they have Irish blood or another other nationality that is mixed with the Italian race. All in all the definition for mobster, gangster, or wiseguy all means the same. They are all criminals who are members of a crime organization no matter if your Italian, Irish, black, white or orange. If you are a part of a gang that is organized with crime you can basically label yourself a gangster, mobster, or wiseguy. This tutorial will show you "how to draw gangsters", easily, step by step. I drew him out to look like a stereotypical depiction of how we view these men to look. I also included a Tommy gun too. So you will also learn how to draw a Tommy gun as well, from the side view of course. I shall return, knock yourself out with this lesson. You can color in his suit black, gray, white, or brown. It all depends on what you like. See ya!

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how to draw a mobster, gangster, wiseguy

How to Draw Gangster

how to draw a mobster, gangster, wiseguy step 1

STEP 1.

Start this step by drawing out the mannequin like frame for your mobster or gangsta that you will be learning how to draw. Start with a circle for the head and then add the facial guidelines. Next draw out the lines for the shoulders, torso, arms, legs, feet and tommy gun.
 
how to draw a mobster, gangster, wiseguy step 2

STEP 2.

In this second step you will start sketching out the hat that this wiseguy is wearing. Make sure you follow the steps lining the way you see it here. Next draw out the shape of his face and then move to the next step.
 
how to draw a mobster, gangster, wiseguy step 3

STEP 3.

Now, you have reached the third step already and what you will do now is first draw out the band around the middle of his hat and then start sketching out his facial features like his eyes, eyebrows, nose, and mouth. You will also sketch out the side of his face including an ear. Add the lining shape for the cigar he has in his mouth. You will then draw out the lining shape for his upright collar of his trench coat and then draw out his tie.
 
how to draw a mobster, gangster, wiseguy step 4

STEP 4.

Now you can start sketching out his arms and shoulders. Now because he is wearing a jacket, you have to sketch out the creases, folds and wrinkles to make the trench coat look loose and heavy. His right hand is going to be in his pocket and his left hand is hold the tommy gun in a slanted upright position. Draw out the left arm and hand as well as the barrel for the tommy gun. Start sketching in the pleats to his dress pants near the waist as well.
 
how to draw a mobster, gangster, wiseguy step 5

STEP 5.

What you want to do first is start drawing out the tommy gun as you see it done for you here. Start at the tip of the barrel and then work your way done to the cylinder shaped magazine. Draw out the hand that is holding the gun and then finish sketching out his right arm and pants pocket. Draw the length of the trench coat and then move to the next step.
 
how to draw a mobster, gangster, wiseguy step 6

STEP 6.

This is your last drawing step and all you have to do is sketch out the remainder of his baggy pants and his shoes. After that is done start erasing all the guidelines ans shapes that you drew in step one to prepare your drawing for color.
 
how to draw a mobster, gangster, wiseguy step 7

STEP 7.

Your drawing should come out looking like the one you see before you here. All you have to do is pick some colors to decorate your tough looking character. I have had a lot of fun showing you all how to draw a mobster, gangster, wiseguy step by step.