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Its always been my absolute goal to be a runner but I sadly am not. I keep trying...maybe one day.
Have you ever heard of the Couch to 5K program? It's a program designed to get you running a 5K in 9 weeks of training. You do 3 workouts a week, gradually adding time & distance to them. Basically you start out with small intervals of walking and jogging (i.e. 60 seconds of walking, 90 minutes of jogging) and build up until you are ready to jog 5k straight through. There are also some really cool podcasts available that have audio cues for when to switch between walking and jogging.
Once I get myself back into a routine of exercising and lose some initial weight to get strain off joints and such, I will be starting this program. It may be a good start for you if you really want to get into running!
Also, have you ever thought of doing step aerobics? I've heard that can be really good for toning up hips & thighs.
Good luck with everything! It sounds like you're already on a pretty impressive track with the Pilates, walking, and 1200 cal/day diet. With that program alone I'm sure you'll start seeing some results.
Have a great Friday!