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Nipple Confidence is a slangterm used to describe women who derive self-esteem from the physical appearance of their nipples. Like Big Dick Energy, the phrase has been used to describe how one carries oneself.
On January 18th, 2004, the pilot episode for the Showtime television series The L Word premiered. During the episode, several characters describe woman who does not wear a bra, exposing their nipples as having "Nipple Confidence" (transcript below).
Dana: I don't get it. I mean, what does Shane have that I don't have?
Tina: It has to do with her attitude.
Dana: I've got attitude!
Marina: It's because she's so withholding.
Tina: No. It's because she's so confident.
Dana: No, it's because she's so STUPID and stupid people are too dumb to be insecure.
Alice: [firmly] Dana. She's your friend.
Tina: It's confidence okay? I'm telling you… it's because of her nipples.
Dana: What do you mean it's because of her nipples?
Tina: She has the best nipples in town and she knows it.
Alice: Oh my God. You're so right. She has nipple confidence!
Tina: Yeah, they're small and they're perfectly formed.
Alice: I wonder if I could sell a story on L.A's best nipples.
On November 15th, 2010, Urban Dictionary  user Ni99lelover defined the phrase (shown below, left) as "Higher self-esteem resulting from full, round nipples that point straight ahead."
The following year, on October 2nd, 2011, YouTuber Wbminusthefrog posted a video entitled "Nipple confidence. Its a Must when getting your nips pierced." The post (shown below, right) received more than 3,400 views in seven years.
 Intomore – Before There Was Big Dick Energy, There Was Nipple Confidence
 IMDb – The L Word
 Urban Dictionary – Urban Dictionary: Nipple Confidence
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