When using the tap and hold event to bring up an element's custom context menu, the Voiceover focus cannot be programmatically set to the desired element when the menu opens. It always ends up somewhere near the "back" button (at least when you swipe from current position to the right that is where you end up). When opening the same menu using a double click event (same focus management script) the focus goes where it is supposed to. http://a11yideas.com/testcode/touch_gestuer_html_css.html (text on page has further notes on the problem(.
<rdar://problem/28214730>