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1.
Meaningless parlor game created in Victorian 1890's England in which the objective is to shoot "winks" into a cup. Commonly used today to disparagingly call something trivial and unimportant.
Guy1: Hey man I'm off to play a game of pickup volleyball at the park, want to come?
Guy2: Nah I'm off to play some tackle football, but you can call me when you're done playing tiddlywinks.

"I made 7 grand on the Google IPO, but that's tiddlywinks compared to what the Sergey Brin made."
av JamesMMMM 11 september 2008
 
2.
A hand gesture involving mostly the index, middle and ring fingers moving up and down rapidly.

It is similar to a type of handshake.

The idea of "toesies" was brought about by tiddlywinks as well, but that gesture refers to the toes.
Ryan: Tiddlywinks!!! *makes gestures*
Jeremiah: Tiddlies! *makes gestures back*
Dani: Wow...really? Come on, guys. Grow up.
av JollyJ 9 februari 2011
 
3.
Typically derogatory within a certain culture, subject, or "Matter at hand". When labeling someone as Tiddlywinks, you are primarily mentioning the aspects of their idiotic breadth of being an absolutely pussy .
Jimmy - "So what the hell is Frank doing over there? I don't know what the hell is going on.. "

Thomas - "Got absolutely no idea Jimmy, he's off in fuckin' Tiddlywink land or something, he's a fucking retard Jimmy.."

Frank - "Hey guys! Hahaha, I was playing GTAV the other day, and I put a bunch of C4's on some cop cars, hehee and they went BOOOOMM"

Whilst Frank is saying that, he's actually drooling from his mouth, making himself look like a retard and that he's off in Tiddlywinks land....

Jimmy - "I'd certainly say that the narrator fucking nailed it !"

Frank - " Yeah!"

Thomas - " Wtf.. ? "
av ResEve00 22 november 2013
 
4.
1. Exceptionally small and/or unattractive breast.
2. Breast with nipples that are the size of a dime or smaller.
When a girl yells at a guy about starring at her breast, inorder to down play her breast respond with "Girl ain't nobody looking at your little tiddlywinks."
av Ernest Jundis 18 augusti 2011
 
5.
A person of Chinese Origin. UK rhyming slang. Not a hugely offensive racist term, but can be seen as discriminate with none the less.
Chinese -> Chink -> Tiddlywink.
"look at all the damn tiddlywinks with their camera's"
av sammy_c 29 augusti 2007
 
6.
The definitions are as follows:

1. A game involving small plastic coins, where you use pressure to make them fly across the room - like pogs.

2. Pubes.

"You should see her tiddlywinks, they're joke!"
av Julio Von Janitor 11 september 2008
 
7.
A contraction or series of contractions of the anus caused by external stimulation, usually by a digit.
Bob gave Joe a tiddlywink when Joe fondled Bob's man hole.
av Peter Lin 14 augusti 2006