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Winking Jona 

Winking Jona is a perverted boy who just has to wink to get all the pussies and asses he wants. He also enters your soul when he winks at you and destroys your innocent virgin life. Be aware!
Girl 1: Tonight I met a Winking Jona!He winked at me constantly!
Girl 2: OMG! Did you guys have anal sex afterwards? That's what a Winking Jona does to you!
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Winking Owl

Also known as just “the Owl,” a brand of cheap ass wine that is sold at Aldi stores in states where it is legal to do so. Can be found at under four bucks a bottle, and at up to 13.5% alcohol. Produced in California, likely by illegal Mexican workers.

Best bought in quantities of three bottles or more at a time due to the variety of flavors. The types that don’t taste completely awful are the Chardonnay, the Cabernet, and the Shiraz.

One of the worst tasting wines out there, but it comes in real bottles, is classier than Four Loko, and one bottle will get you shitfaced enough for the night!
At the house party, the broke law student drank Winking Owl straight from the bottle because Vladdy and Four Loko are so undergrad.
Winking Owl by ChainArmor712 November 4, 2019

winking pirate 

A nickname for the BMW S1000RR motorcycle, so named because of it's asymmetrical (and incredibly ugly) headlight assembly. It also bears a distinct resemblance to the other form of winking pirate.
"Get a load of that BMW, it looks like a winking pirate!"

"Yeah, I've seen more attractive festering arseholes"
winking pirate by Beemerfan May 15, 2010

Winking Wookie 

1. A native to Kashyyyk in the act of opening and closing his/her eye deliberately.

2. A term used to describe the horrifying image of being brown-eyed by someone with an exceptionally hairy backside. Technically only a "winking wookie" when the perpertrator tightens and releases their sphincter in the process of the act.
Jesse: Hey guys, have you seen my winking wookie?
Daniel: No, what's a winking wookie?
Jesse: Oh, I'm terribly sorry, I haven't introduced you.
Bends over and reveals
Winking Wookie by Solzorz May 20, 2008

Winking at the Cobra

A daring act of defiance in the face of certain great bodily harm or death.
Logan jumped into the black water of the amazon tributary, eager for a break from the oppressive heat. His friends desperately tried to stop him, knowing that Pirai, Anaconda, and Cayman lurk below the murky surface.

"What's Logan Doing?!?!" exclaimed his friend Annie.

"Oh Logan? He is winking at the Cobra again. What a douchebag" retorted his older brother, Greg

Winking in the dark

When you're desperate for a poo, but there aren't any lavatories available/nearby.
Margaret: "What's that smell?"

Geoffrey: "Sorry love, I'm winking in the dark after last night's Madras"

winking whitehead 

When the person you are talking to has an enormous puss-filled whithead on his or her face that they unnoticeably have not popped yet and you get so distracted by it, that you aren't even paying attention to the person talking to you.
I can never talk to her because i get distracted by her winking whitehead.
winking whitehead by moochy May 5, 2009