Hello,
After achieving my desired shade will my skin tan if I were to go out in the sun? Or remain the same. Because my biggest issue is that I can get really tanned. My skin tone is the same Rachael bilson. Here is a pic
http://www.hollywoodtuna.com/images/bigimages2/rachel_bilson_see_through_big.jpg

Yes, it is not only possible, some skin lightening procedures might actually you make you more susceptible to skin burning. You should use a strong sunscreen to prevent skin damage in the sun.