I spent most of yesterday going through my clothes and cleaning out closets.  I came to the realization that not only would I probably never fit into a lot of those things again, but even if I did they would be out of style.  So....the result is a whole pile of stuff to take to Good Will.  Its not that I am being pessimistic.  Its more like being realistic.  I am 48 years old, I have hypothyroidism, and I take at least 3 medications every single day that cause weight gain ....and I probably will have to take them forever.  So.....it is what it is.  That's not to say that I won't EVER lose some weight, but if I do then I am buying all new clothes and not closet shopping for something that is 10 years old and the wrong cut, or color or fabric.  It felt pretty liberating actually.  
I had to do the same thing with my shoes a month ago when I had the achilles tendon problem.  My podiatrist gave me guidelines for the shoes I should be wearing.  I got rid of anything that didn't fit the bill.  Like flats, for instance.  I love flats...but they are not so good for healthy feet.  I need a moderate heel with good arch support.  And just because I now know how painful it can be to go through foot problems, I am taking the advice to heart.  Its not as easy as you might think, finding good comfortable shoes that do NOT look like orthopedic Granny shoes.  It takes a whole lot of looking and trying on.  I am figuring out certain brands that seem to offer the best fit, and that narrows things down a little bit.  The one that is the most comfortable shoe ever (for me), is 
Rieker.  Its a German company, and they call their shoes "anti-stress".  I can't find them here.  I bought my first pair in NY, and then have ordered 1 other pair.  Not all of their women's shoes are cute, so I have to really look through what they offer.  But if you can find a cute pair I would be willing to bet large sums of money that it WILL be comfortable.  
The Doc (a cute little blonde girl that I swear doesn't look old enough to be out of college yet.  Seriously.) also gave me a few other tips.  Like never wear the same shoes 2 days in a row.  It not only is good for your feet to have different padding every day, but it also gives your shoes a chance to air out.  I had no idea it takes at least 24 hours for a shoe to completely "dry out".  It not only keeps feet healthy but it will make your shoes last much longer, too.  I have yet to convince Bruce of this, though.  He buys 1 pair of sneakers and wears them all the time (unless he has to dress up) until they have to be replaced.  Maybe I just need to make him go shopping!!!  He has plenty of room now that I have cleaned so much stuff out.