Showing off his new style seemed just natural along with a high confidence in his spirit. He has been known to push the boundaries of style in his own seeming quirkiness in fashion. “In a tweet joking about the dress event Jaden said “That Moment When Your Wearing A Dress With No Pants And You Swerve Way To Hard.” Under closer examination it seems more as if it could have just been an overly baggy T-shirt or hoodie that looked like a dress being it came down over his cropped shorts and a white open mesh t-shirt over. Jaden Smith was sporting what appeared to be a dark long-sleeved dress over his cut off jeans, accessorized with a white knitted or crochet top to add style to the otherwise plain outfit. Calabasas, CA – Will Smiths, 16-year-old son Jaden may have been spotted pushing the gender boundaries the other day in Calabasas California.