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A Microsoft Paint Realtionship is a comic pane originating from 4chan’s /b/ that is created using Microsoft’s Paint™.
The topic of the comic / pane are users on /b/ or forum users who humor each other by portraying themselves as repulsive, undesirable teenagers who meet a climax in a relationship situation.
Generally used in discussion boards & forums.
Basic Example of What Captioning May Appear As
/b/ User: Hey, I’m a desolate average teenager who enjoys sexual acquisitions.
Teenage Girl: Uh, you’re ugly.
A simple failure trying to achieve a girlfriend limned on MS Paint.