A unique term of endearment usually used to describe someone who commits actions with malicious intent, which are designed to elicit both sympathy and attention.
These actions are often too stupid or creepy to be credible, but a true doucheglider might be recognized as exceptionally stupid and/or creepy.
The term originated as the result of a contest to adequately describe the actions of one man who faked his own death to emotionally harm his ex-girlfriend, whom he had broken up with over a year and a half prior, but had been faking the relationship's continuation for his family's benefit.
His reported death was substantiated by members of his own family, as the result of him attempting to fly a home-made hang-glider off the roof of the Naval Barracks at Goose Creek in South Carolina.
I can't believe what a doucheglider that Philip is!