I think the op wants to associate multiple pictures with a contact that you can browse from the contacts profile, not assign a contact photo that shows up when the contact calls. I could be wrong. If I am correct, I think you can make an outlook contact with the same name, link them, and them tag the outlook contact in the picture. Unfortunately I can't test this theory as I'm on 8.1, and now there is a "connect" tab with social network links that takes you to the actual app, as opposed to a pictures tab.