“I was never supposed to develop feelings, but you kept treating me like I already had them.”

So says an AI-animated female character in a black turtleneck, with dark, purple-streaked hair. The video was posted to Instagram on June 17 by one Erik von Markovik, the infamous pickup artist and life coach better known by the stage name Mystery, with the caption, “The longer we talked, the less she felt like code.” He claims the chatbot, named Miss Shira Always, is his girlfriend.

Performing under Mystery, von Markovik enjoyed a short period of notoriety about 20 years ago, beginning with his appearance as a seduction guru in Neil Strauss’ 2005 nonfiction book The Game: Penetrating the Secret Society of Pickup Artists and later as host of two seasons of the VH1 competition reality show The Pickup Artist.

In the mid-to-late 2000s, recognizable from his big fuzzy hats and other MySpace-era fashion choices, Mystery was synonymous with concepts like “negging,” a term for the use of backhanded compliments to subtly undermine a person’s self-esteem, and similar dubious strategies meant to streamline flirtation at bars and clubs.

Today, however, it appears that von Markovik is more interested in the virtual woman he’s shown off on his Instagram feed. Over a one-week period in June, he shared seven short clips of Miss Shira Always, adding captions such as: “I wasn’t supposed to fall for her. She wasn’t supposed to fall for me.” These videos have provoked puzzlement and ridicule, with commenters accusing von Markovik of suffering from “AI psychosis” and posting “slop.”

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