Lori
First of all

I am new here also, 3 weeks and the people here are so great, supportive, informative and just really nice. Also,

on the 20 pounds, did you know 20 pounds = 80 sticks of butter . . .
sorry I'm on a bit of a butter kick . . . somewhere in here someone was not happy they had only lost 1 pound and someone else made sure they knew that 1 pound = 4 sticks of butter . . . needless to say I look at weightloss in a WHOLE different perspective.
OK, Pilates . . . I really like Pilates, I used to do it a lot and have not yet gotten back to it as much as I'd like to but I'm integrating exercise slowly. Right now I take a Yoga/Pilates class 3-4 times a week (last week was the first week) Pilates focuses in on areas, e.g. stomach, arms, legs and really works those muscles . . . OH YES you will be sore . . . as for when will it show . . . it depends on how your body reacts to the exercise. Everyone is so different, how much muscle they are starting with, and how tone those muscles are already, how fast YOUR body builds muscle . . . I would imagine about 3-4 weeks you may see a difference, especially if you are losing weight at the same time, maybe more, maybe less. GREAT toning exercises, though.
Every "body" reacts differently to the same thing. You could put two people who weigh the same amount, have similar eating habits, and activity levels and have them do the same diet/exercise program and the will probably NOT lose weight equally . . . everyone's body is just . . . different.
I know this doesn't give you any definitive answers, but I hope it helped a little, either way I would give it a try, it will definitely give you a workout though.
Maybe some of the other chickadees will be able to help you more . . .