Here's a little insight into how I shop for myself - and especially after Christmas sales.
In general, I don't ask myself "where would I wear that?' when I am looking to buy something. I know that if I have it and love it, I will figure something out. That said, If nothing comes to mind right away, I will often wait until it goes on sale. That way, I don't feel the pressure to figure it out before I purchase it.
Enter this gorgeous pink sweater from @bostonproperofficial I had been eyeing this all season long. When it went on sale after Christmas, I knew it was heading to my closet. Do I know where I am going to wear it? Not yet, but it's too pretty to not be worn. I'll find a time and place.