Jon & Hailey Plus Kate's Money 10/9/2009 2:12 AM PT Jon Gosselin spent some of his hard-earned money to buy his girlfriend Hailey Glassman some drinks at an Irish pub in NYC the other night. No word if 'Entertainment Something' picked up a round too. More Jon & Kate Jon & Kate's New Court Date'Entertainment Something' & Jon/Kate Caper Share on Facebook Share on X Hailey Glassman Jon Gosselin Jon & Kate Hook Ups Paparazzi Photo