Yes he does

Jack feeling down and out says what the hell why not if it going to help what am i going to lose. The bartender smiles as he drinks the liquid which he drinks every last drop. He starts feeling odd like a wave of energy is flowing through his body every part is shifting and changing as it begins jack body slowly becomes more and more feminine as he starts losing muscles in some areas and their hips starts get more pear shape and their ass starts get get rounder and bigger while their legs get smooth and slimmer and more feminine he can't help to get a boner so he quickly runs to the bathroom before amys sees once inside the bathroom he pulls off his pants which bearly fits their new hips anymore.