The moment went down when he was posing with her for pictures at the amfAR 21st Cinema Against AIDS Gala. During snaps, he inched his hand toward her breast. Smooth.
As if that isn't creepy enough, Heidi is actually two years OLDER than Bieber's mom. We know Heidi's fun and silly at times, but we think he went a little too far with this one. Dream on, Justin.
Don't worry, Heidi didn't catch Bieber fever that night. She was reportedly seen all over her new 27-year-old boyfriend Vito Schnabel.
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Gallery | Justin Bieber's Famous BFFs