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Henry Winkler

The brown eye of a transsexual taking a wink at you because his junk is on the other side. She looks like a she but she may be a Henry.
eyyy its cool you're a tranny - Henry or Henrietta - wink wink Henry Winkler...In the upside down that might not frown--I've seen stranger things.
Henry Winkler by calcactus October 18, 2018
This is a reference - used by mothers- to refer to the common periwinkle (a type of shellfish, resembling a small snail, and commonly found on shores in the northern hemisphere) and how much the contents of the shell resemble a little boys penis.
Kevin, don’t forget to give your winkle a good shake after you’ve had a wee-wee!’
Winkle by Colonel Barnaby January 18, 2023

Ripping a van winkle 

To intend to take a short nap, but end up sleeping for a much longer period. Refers to the story of Rip Van Winkle who fell asleep for a hundred years.
I meant to take a quick nap before my next class but I ended up ripping a van winkle and missing my midterm.

Winklejane 

The act of using one's eyelashes to perform butterfly kisses on a vagina.
Yo, baby girl. Trust me. You won't be disappointed. I've been known to Winklejane a boo all damn night.
Winklejane by Massive Sigh July 25, 2011

winkle picker 

Apparently an old phrase used to describe shoes with very narrow toe at end.
I was wearing my new winkle pickers.
winkle picker by Rob1976 July 28, 2008

Willy Winkle 

N. Another name to describe the male reproductive organ that will not cause upset laughter.
"I want your willy winkle in my bagingo."
Willy Winkle by ThatPinkSock January 16, 2009