I recommend getting rid of anything that is not a totally timeless staple. It sounds like the physical factors contributing to your weight gain might take some time to resolve. Ask youreslf - will this be in style in a year? 5 years? I clung to my "skinny" clothes for YEARS and by the time I lost weight they were so out of style (and for a 20-year-old kid, not a 30-year-old woman) that I got rid of them anyway! Treat yourself to a few new basics, and make sure you LOVE them and feel pretty in them. Focus on whether THEY fit YOU, not the other way around, and ignore the numbers or letters on the labels. Then, when you lose the weight, some new clothes are a great way to celebrate the new you!