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Drawing a sailor in a boat

Start by creating a rectangle vertically using rectangular shape tool.

Press Ctrl+T. Right click the layer and select warp. Adjust nodes to get the shape as shown.
Double click the layer to open layer style window. Apply layer style with the settings shown.

Duplicate the layer. Rotate and scale. Place as shown in the image below.
Create a rectangle using rectangular shape tool.
Press Ctrl+T. Right click the layer and select warp. Adjust nodes to get the shape as shown.

Create another rectangle using rectangular shape tool.
Press Ctrl+T. Right click the layer and select warp. Adjust nodes to get the shape as shown.
Place it as shown in the image below.
Duplicate the layer, adjust the shape and fill with different color.
Create another shape using pen tool and fill with boat color.
Create a rectangle using rectangular shape tool. Press Ctrl+T. Right click the layer and select distort. Adjust nodes to get the shape as shown. Place it as shown.
Create some more rectangles and fill with lighter color to add depth and highlights to the boat. Distort the rectangles, rotate, scale and place a shown.

 

Create a circle using elliptical shape tool.
Press Ctrl+T. Right click the layer and select warp. Adjust nodes to get the shape as shown.
Create a bandana over sailor's head using pen tool.
Create a couple of circles for the ears using elliptical shape tool.
Create eyes of the sailor using elliptical shape tool.
Create lips of the sailor using brush tool.
Draw shirt of the sailor using pen tool.
Create arms using pen tool.
Create a gradient as shown.
Apply gradient to the background.
Select and merge all the sailor and boat layers. Duplicate the layer. Press Ctrl+T. Right click the layer and select warp. Adjust nodes and fill with a dark color to create a perspective shadow of the ship.

 


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