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1.
When you tickle one's butthole with a winking motion of your eyelash, while giving them a reach-around.'

ALSO

A bar inside the Elder Scrolls V: Skyrim game.
That skanky bitch just gave me the winking skeever last night, but the joke is on her cause now she has pink eye.

That whore took such a close look at my balloon knot, she damn near gave me a winking skeever.

{Skyrim} My character went into The Winking Skeever, paid a septim, and recieved the winking skeever and now has learned a new shout!
by YourWorstEnema March 15, 2012