Start by creating a circular shape using elliptical shape tool.
Press Ctrl+T. Right click the layer and select warp. Adjust nodes to get the shape as shown.
Enable add to shape area form the top bar.
Create a ellipse for the nose and create a circle for the ear using elliptical shape tool.
Double click the layer to open layer style window. Apply layer style with the settings shown.
Create a circle using elliptical shape tool.
From layer menu select layer style>>create layers. Select and merge both the layers. Remove the upper area using eraser tool.
Create a rectangle using rectangular shape tool. Press Ctrl+T. Right click the layer and select warp. Adjust nodes to get the shape of the cap as shown.
Create flap of the cap using pen tool.
Create a couple of circles using elliptical shape tool. Apply the stroke layer style as before.
Create lips of the man using pen tool.
Create a rounded rectangle using rounded rectangle shape tool.
Press Ctrl+T. Right click the layer and select warp. Adjust nodes to get the shape as shown.
Enable add to shape area form the top bar. Create two rectangles for the legs using rectangular shape tool.
Apply the stroke layer style as before.
Create rest of the body part using pen tool.
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. Duplicate the layer and place it for the other side.
Duplicate, scale down and change color to a darker one for both the rectangles.
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.
Duplicate the layer and place it for the other side.
Create a rectangle for the bottom fold of the trousers using rectangular shape tool. Press Ctrl+T. Right click the layer and select warp. Select arc from the preset warp shapes at the top bar.
Create a rounded rectangle for the arm using rounded rectangle shape tool. Move this layer below all the layer in layer order in layer palette.
Duplicate the layer and place as shown.
Create a shoe for the man using pen tool.
Duplicate the layer. Press Ctrl+T. Right click the layer and select flip horizontal.
Create moustache of the man using pen tool and place above the lips.
Create a few hair strands using pen tool. Add a few lines to create details in the uniform using brush tool.
Apply a nice gradient to the background.













More Photoshop: