A condom packaging and method of donning a condom are disclosed. The condom packaging has a top layer and a bottom layer, which are attached along two opposing sides. The opposing sides of the condom packaging may be squeezed to cause the packaging material and the condom to take a cylindrical shape to aid in donning the condom. In the method of donning a condom, a condom enclosed in a condom package is provided. The condom package has a packaging material surrounding the condom and is substantially flat with a top layer, a bottom layer, and two opposed sides. The opposed sides of the packaging material can be squeezed to cause the packaging material and the condom to take a cylindrical shape. The condom can then be donned and the condom package may be removed.