To render one's anus or vagina in a graphical state of distress, as a result of a particularly violent bowel movement or penetrative intercourse.
The description comes from the similar appearance to the ripped edges of a windsock (an item of metrological equipment used to establish wind speed/direction) as used at airports/flying schools, etc., which have become tattered as a result of excessive weather conditions.
"God, that curry last night was awesome - my arse puckered starrusty sheriff's badgechocolate tea towel holder this morning was like a tattered windsock"
"He was hung like a horse; my twat vadgegrowleryeti's welly looked like a tattered windsock afterwards"
When your ass has been railed so long, so deep and so hard, that your asshole that once was a mere tattered pink sleeve turns into a tattered pink sheet and your now prolapsed rectum just hangs out flapping in the breeze like a sheet hung out on a drying line.
He plummeted his man meatdeep in my turd cutter and pounded my lower intestine like a janitor plunging a clogged drain. It was a relentless rearrangement to my bowels like no other. While I expected his deep stroking would render me with a tattered pink sleeve, the finish was far more brutal. He unloaded his man curd and I quickly grabbed my hand mirror to admire his finish. To my dismay, there flapping in all its glory was my tattered pink sheet. He called me a whore and left me trying to push it back in.